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Patent code US9090621

Compile Data Set for Download or QSAR
Found 104 hits of Enzyme Inhibition Constant Data   
Target/Host
(Institution)		LigandTarget/Host
Links		Ligand
Links		Trg + Lig
Links		Ki
nM		ΔG°
kJ/mole		IC50
nM		Kd
nM		EC50/IC50
nM		koff
s-1		kon
M-1s-1		pHTemp
°C
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197248
PNG
(US9090621, 84B)
Show SMILES CN(C)C(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H33FN8O2/c1-31(2,38(3)4)16-20(17-33)30(41)39-14-8-9-21(39)18-40-29-26(28(34)35-19-36-29)27(37-40)24-13-12-23(15-25(24)32)42-22-10-6-5-7-11-22/h5-7,10-13,15-16,19,21H,8-9,14,18H2,1-4H3,(H2,34,35,36)/t21-/m0/s1
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n/an/a 0.400n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197250
PNG
(US9090621, 85A | US9572811, Example 41A)
Show SMILES CCNC(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H33FN8O2/c1-4-37-31(2,3)16-20(17-33)30(41)39-14-8-9-21(39)18-40-29-26(28(34)35-19-36-29)27(38-40)24-13-12-23(15-25(24)32)42-22-10-6-5-7-11-22/h5-7,10-13,15-16,19,21,37H,4,8-9,14,18H2,1-3H3,(H2,34,35,36)/t21-/m1/s1
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n/an/a 0.400n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197275
PNG
(US9090621, 27B | US9572811, Example 34)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccccc4)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C29H26FN7O2/c30-24-14-22(39-21-6-2-1-3-7-21)10-11-23(24)26-25-27(32)33-17-34-28(25)37(35-26)16-20-5-4-12-36(20)29(38)19(15-31)13-18-8-9-18/h1-3,6-7,10-11,13-14,17-18,20H,4-5,8-9,12,16H2,(H2,32,33,34)/t20-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197225
PNG
(US9090621, 188 | US9572811, Example 188)
Show SMILES C[C@H](Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12)NC(=O)C(=CC(C)(C)N)C#N |r,w:31.35|
Show InChI InChI=1S/C27H27FN8O2/c1-16(34-26(37)17(13-29)12-27(2,3)31)14-36-25-22(24(30)32-15-33-25)23(35-36)20-10-9-19(11-21(20)28)38-18-7-5-4-6-8-18/h4-12,15-16H,14,31H2,1-3H3,(H,34,37)(H2,30,32,33)/t16-/m1/s1
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n/an/a 0.700n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197220
PNG
(BDBM197237 | US9090621, 95B | US9572811, Example 9...)
Show SMILES CC(C)(C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12)N1CCOCC1 |r,w:3.2|
Show InChI InChI=1S/C33H35FN8O3/c1-33(2,40-13-15-44-16-14-40)18-22(19-35)32(43)41-12-6-7-23(41)20-42-31-28(30(36)37-21-38-31)29(39-42)26-11-10-25(17-27(26)34)45-24-8-4-3-5-9-24/h3-5,8-11,17-18,21,23H,6-7,12-16,20H2,1-2H3,(H2,36,37,38)/t23-/m0/s1
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n/an/a 0.700n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197262
PNG
(US9090621, 162A | US9572811, Example 162A)
Show SMILES CC(C)(C=C(C#N)C(=O)N1CCC[C@H](C1)n1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12)N1CCOCC1 |r,w:3.2|
Show InChI InChI=1S/C33H33F3N8O3/c1-33(2,43-11-13-46-14-12-43)16-20(17-37)32(45)42-10-4-5-21(18-42)44-31-27(30(38)39-19-40-31)29(41-44)23-9-8-22(15-25(23)35)47-26-7-3-6-24(34)28(26)36/h3,6-9,15-16,19,21H,4-5,10-14,18H2,1-2H3,(H2,38,39,40)/t21-/m1/s1
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n/an/a 0.900n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197182
PNG
(US9090621, 5)
Show SMILES COc1cc(ccc1Oc1ccc(Cl)c(Cl)c1)-c1nn(C2CCCN(C2)C(=O)C(=CC2CC2)C#N)c2ncnc(N)c12 |w:29.32|
Show InChI InChI=1S/C30H27Cl2N7O3/c1-41-25-12-18(6-9-24(25)42-21-7-8-22(31)23(32)13-21)27-26-28(34)35-16-36-29(26)39(37-27)20-3-2-10-38(15-20)30(40)19(14-33)11-17-4-5-17/h6-9,11-13,16-17,20H,2-5,10,15H2,1H3,(H2,34,35,36)
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197266
PNG
(US9090621, 175B)
Show SMILES CC(C)C(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1cc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C33H36N6O2/c1-22(2)33(3,4)17-24(18-34)32(40)39-16-8-9-25(39)19-38-20-28(29-30(35)36-21-37-31(29)38)23-12-14-27(15-13-23)41-26-10-6-5-7-11-26/h5-7,10-15,17,20-22,25H,8-9,16,19H2,1-4H3,(H2,35,36,37)/t25-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197180
PNG
(BDBM197208 | US9090621, 7)
Show SMILES CC(C)(C)C=C(C#N)C(=O)N1CCCC(C1)n1nc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |w:4.3|
Show InChI InChI=1S/C30H31N7O2/c1-30(2,3)16-21(17-31)29(38)36-15-7-8-22(18-36)37-28-25(27(32)33-19-34-28)26(35-37)20-11-13-24(14-12-20)39-23-9-5-4-6-10-23/h4-6,9-14,16,19,22H,7-8,15,18H2,1-3H3,(H2,32,33,34)
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197255
PNG
(US9090621, 105A | US9572811, Example 105B)
Show SMILES CNC(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12 |r,w:5.4|
Show InChI InChI=1S/C30H29F3N8O2/c1-30(2,36-3)13-17(14-34)29(42)40-11-5-6-18(40)15-41-28-24(27(35)37-16-38-28)26(39-41)20-10-9-19(12-22(20)32)43-23-8-4-7-21(31)25(23)33/h4,7-10,12-13,16,18,36H,5-6,11,15H2,1-3H3,(H2,35,37,38)/t18-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197199
PNG
(US9090621, 83B)
Show SMILES CNC(C)(C)C=C(C#N)C(=O)N1CCCC1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |w:5.4|
Show InChI InChI=1S/C30H31FN8O2/c1-30(2,34-3)15-19(16-32)29(40)38-13-7-8-20(38)17-39-28-25(27(33)35-18-36-28)26(37-39)23-12-11-22(14-24(23)31)41-21-9-5-4-6-10-21/h4-6,9-12,14-15,18,20,34H,7-8,13,17H2,1-3H3,(H2,33,35,36)
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197258
PNG
(US9090621, 106B)
Show SMILES CN(C)C(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H31F3N8O2/c1-31(2,40(3)4)14-18(15-35)30(43)41-12-6-7-19(41)16-42-29-25(28(36)37-17-38-29)27(39-42)21-11-10-20(13-23(21)33)44-24-9-5-8-22(32)26(24)34/h5,8-11,13-14,17,19H,6-7,12,16H2,1-4H3,(H2,36,37,38)/t19-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197230
PNG
(US9090621, 72A)
Show SMILES CC(C)(N)C=C([N+]#[C-])C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3)cc2F)c2c(N)ncnc12 |r,w:4.3|
Show InChI InChI=1S/C29H28F2N8O2/c1-29(2,33)14-23(34-3)28(40)38-11-5-7-18(38)15-39-27-24(26(32)35-16-36-27)25(37-39)21-10-9-20(13-22(21)31)41-19-8-4-6-17(30)12-19/h4,6,8-10,12-14,16,18H,5,7,11,15,33H2,1-2H3,(H2,32,35,36)/t18-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197191
PNG
(US9090621, 15A)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4cccc(F)c4)cc3)c12)[C@@H]1CCCN(C1)C(=O)C(=CC1CC1)C#N |r,w:33.38|
Show InChI InChI=1S/C29H26FN7O2/c30-21-3-1-5-24(14-21)39-23-10-8-19(9-11-23)26-25-27(32)33-17-34-28(25)37(35-26)22-4-2-12-36(16-22)29(38)20(15-31)13-18-6-7-18/h1,3,5,8-11,13-14,17-18,22H,2,4,6-7,12,16H2,(H2,32,33,34)/t22-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197204
PNG
(US9090621, 30A)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4ccccc4)cc3)c12)C1CCCN(C1)C(=O)C(=C\C1CC1)\C#N
Show InChI InChI=1S/C29H27N7O2/c30-16-21(15-19-8-9-19)29(37)35-14-4-5-22(17-35)36-28-25(27(31)32-18-33-28)26(34-36)20-10-12-24(13-11-20)38-23-6-2-1-3-7-23/h1-3,6-7,10-13,15,18-19,22H,4-5,8-9,14,17H2,(H2,31,32,33)/b21-15+
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197212
PNG
(US9090621, 43A)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4cccc(F)c4F)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C29H24F3N7O2/c30-21-4-1-5-23(25(21)32)41-19-8-9-20(22(31)12-19)26-24-27(34)35-15-36-28(24)39(37-26)14-18-3-2-10-38(18)29(40)17(13-33)11-16-6-7-16/h1,4-5,8-9,11-12,15-16,18H,2-3,6-7,10,14H2,(H2,34,35,36)/t18-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197190
PNG
(US9090621, 22A)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccccc4)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C29H27N7O2/c30-16-21(15-19-8-9-19)29(37)35-14-4-5-22(35)17-36-28-25(27(31)32-18-33-28)26(34-36)20-10-12-24(13-11-20)38-23-6-2-1-3-7-23/h1-3,6-7,10-13,15,18-19,22H,4-5,8-9,14,17H2,(H2,31,32,33)/t22-/m1/s1
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n/an/a 1.80n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197259
PNG
(US9090621, 124A)
Show SMILES CC(C)C=C(C#N)C(=O)N1CCCC(C1)n1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |w:3.2|
Show InChI InChI=1S/C29H28FN7O2/c1-18(2)13-19(15-31)29(38)36-12-6-7-20(16-36)37-28-25(27(32)33-17-34-28)26(35-37)23-11-10-22(14-24(23)30)39-21-8-4-3-5-9-21/h3-5,8-11,13-14,17-18,20H,6-7,12,16H2,1-2H3,(H2,32,33,34)
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n/an/a 2n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197215
PNG
(US9090621, 54A)
Show SMILES Nc1ncnc2n(cc(-c3ccc(Oc4ccccc4)cc3)c12)[C@@H]1CCCN(C1)C(=O)C(=CC1CC1)C#N |r,w:32.37|
Show InChI InChI=1S/C30H28N6O2/c31-16-22(15-20-8-9-20)30(37)35-14-4-5-23(17-35)36-18-26(27-28(32)33-19-34-29(27)36)21-10-12-25(13-11-21)38-24-6-2-1-3-7-24/h1-3,6-7,10-13,15,18-20,23H,4-5,8-9,14,17H2,(H2,32,33,34)/t23-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197188
PNG
(US9090621, 31A)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4cccc(F)c4F)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C29H25F2N7O2/c30-22-4-1-5-23(25(22)31)40-21-10-8-18(9-11-21)26-24-27(33)34-16-35-28(24)38(36-26)15-20-3-2-12-37(20)29(39)19(14-32)13-17-6-7-17/h1,4-5,8-11,13,16-17,20H,2-3,6-7,12,15H2,(H2,33,34,35)/t20-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM60902
PNG
(US9090621, 102A)
Show SMILES CC(C)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12 |r|
Show InChI InChI=1S/C26H25F3N6O2/c1-14(2)26(36)34-10-4-5-15(34)12-35-25-21(24(30)31-13-32-25)23(33-35)17-9-8-16(11-19(17)28)37-20-7-3-6-18(27)22(20)29/h3,6-9,11,13-15H,4-5,10,12H2,1-2H3,(H2,30,31,32)/t15-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197260
PNG
(US9090621, 125A | US9572811, Example 125)
Show SMILES CC(C)(C)C=C(C#N)C(=O)N1CCC[C@H](C1)n1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:4.3|
Show InChI InChI=1S/C30H30FN7O2/c1-30(2,3)15-19(16-32)29(39)37-13-7-8-20(17-37)38-28-25(27(33)34-18-35-28)26(36-38)23-12-11-22(14-24(23)31)40-21-9-5-4-6-10-21/h4-6,9-12,14-15,18,20H,7-8,13,17H2,1-3H3,(H2,33,34,35)/t20-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197269
PNG
(US9090621, 182B)
Show SMILES C[C@H](Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12)NC(=O)C(=CC(C)(C)C)C#N |r,w:31.35|
Show InChI InChI=1S/C28H28FN7O2/c1-17(34-27(37)18(14-30)13-28(2,3)4)15-36-26-23(25(31)32-16-33-26)24(35-36)21-11-10-20(12-22(21)29)38-19-8-6-5-7-9-19/h5-13,16-17H,15H2,1-4H3,(H,34,37)(H2,31,32,33)/t17-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM60903
PNG
(US9090621, 17A)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4cc(F)cc(F)c4)cc3)c12)[C@@H]1CCCN(C1)C(=O)C(=CC1CC1)C#N |r,w:34.39|
Show InChI InChI=1S/C29H25F2N7O2/c30-20-11-21(31)13-24(12-20)40-23-7-5-18(6-8-23)26-25-27(33)34-16-35-28(25)38(36-26)22-2-1-9-37(15-22)29(39)19(14-32)10-17-3-4-17/h5-8,10-13,16-17,22H,1-4,9,15H2,(H2,33,34,35)/t22-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197205
PNG
(US9090621, 74B | US9090621, 82A | US9572811, Examp...)
Show SMILES CC(C)(N)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:4.3|
Show InChI InChI=1S/C29H29FN8O2/c1-29(2,33)14-18(15-31)28(39)37-12-6-7-19(37)16-38-27-24(26(32)34-17-35-27)25(36-38)22-11-10-21(13-23(22)30)40-20-8-4-3-5-9-20/h3-5,8-11,13-14,17,19H,6-7,12,16,33H2,1-2H3,(H2,32,34,35)/t19-/m1/s1
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n/an/a 2.20n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM60904
PNG
(US9090621, 17B)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4cc(F)cc(F)c4)cc3)c12)[C@H]1CCCN(C1)C(=O)C(=CC1CC1)C#N |r,w:34.39|
Show InChI InChI=1S/C29H25F2N7O2/c30-20-11-21(31)13-24(12-20)40-23-7-5-18(6-8-23)26-25-27(33)34-16-35-28(25)38(36-26)22-2-1-9-37(15-22)29(39)19(14-32)10-17-3-4-17/h5-8,10-13,16-17,22H,1-4,9,15H2,(H2,33,34,35)/t22-/m0/s1
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n/an/a 2.30n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197240
PNG
(US9090621, 22B)
Show SMILES Nc1ncnc2n(CC3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccccc4)cc3)c12 |w:16.17|
Show InChI InChI=1S/C29H27N7O2/c30-16-21(15-19-8-9-19)29(37)35-14-4-5-22(35)17-36-28-25(27(31)32-18-33-28)26(34-36)20-10-12-24(13-11-20)38-23-6-2-1-3-7-23/h1-3,6-7,10-13,15,18-19,22H,4-5,8-9,14,17H2,(H2,31,32,33)
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197180
PNG
(BDBM197208 | US9090621, 7)
Show SMILES CC(C)(C)C=C(C#N)C(=O)N1CCCC(C1)n1nc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |w:4.3|
Show InChI InChI=1S/C30H31N7O2/c1-30(2,3)16-21(17-31)29(38)36-15-7-8-22(18-36)37-28-25(27(32)33-19-34-28)26(35-37)20-11-13-24(14-12-20)39-23-9-5-4-6-10-23/h4-6,9-14,16,19,22H,7-8,15,18H2,1-3H3,(H2,32,33,34)
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n/an/a 2.70n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197218
PNG
(US9090621, 42A)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccccc4)c(F)c3)c12 |r,w:16.17|
Show InChI InChI=1S/C29H26FN7O2/c30-23-14-19(10-11-24(23)39-22-6-2-1-3-7-22)26-25-27(32)33-17-34-28(25)37(35-26)16-21-5-4-12-36(21)29(38)20(15-31)13-18-8-9-18/h1-3,6-7,10-11,13-14,17-18,21H,4-5,8-9,12,16H2,(H2,32,33,34)/t21-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197270
PNG
(US9090621, 183B | US9572811, Example 182B)
Show SMILES CC(C)C=C(C#N)C(=O)N[C@H](C)Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:3.2|
Show InChI InChI=1S/C27H26FN7O2/c1-16(2)11-18(13-29)27(36)33-17(3)14-35-26-23(25(30)31-15-32-26)24(34-35)21-10-9-20(12-22(21)28)37-19-7-5-4-6-8-19/h4-12,15-17H,14H2,1-3H3,(H,33,36)(H2,30,31,32)/t17-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197200
PNG
(US9090621, 79B | US9572811, Example 79B)
Show SMILES Nc1ncnc2n(C[C@@H]3CC(F)(F)CN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccccc4)cc3F)c12 |r,w:18.19|
Show InChI InChI=1S/C29H24F3N7O2/c30-23-11-21(41-20-4-2-1-3-5-20)8-9-22(23)25-24-26(34)35-16-36-27(24)39(37-25)14-19-12-29(31,32)15-38(19)28(40)18(13-33)10-17-6-7-17/h1-5,8-11,16-17,19H,6-7,12,14-15H2,(H2,34,35,36)/t19-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197265
PNG
(US9090621, 175A)
Show SMILES CC(C)C(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1cc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C33H36N6O2/c1-22(2)33(3,4)17-24(18-34)32(40)39-16-8-9-25(39)19-38-20-28(29-30(35)36-21-37-31(29)38)23-12-14-27(15-13-23)41-26-10-6-5-7-11-26/h5-7,10-15,17,20-22,25H,8-9,16,19H2,1-4H3,(H2,35,36,37)/t25-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197234
PNG
(US9090621, 126A)
Show SMILES CC(C)(N)C=C(C#N)C(=O)N1CCCC(C1)n1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |w:4.3|
Show InChI InChI=1S/C29H29FN8O2/c1-29(2,33)14-18(15-31)28(39)37-12-6-7-19(16-37)38-27-24(26(32)34-17-35-27)25(36-38)22-11-10-21(13-23(22)30)40-20-8-4-3-5-9-20/h3-5,8-11,13-14,17,19H,6-7,12,16,33H2,1-2H3,(H2,32,34,35)
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197242
PNG
(US9090621, 44B)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4c(F)cccc4F)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C29H24F3N7O2/c30-21-4-1-5-22(31)26(21)41-19-8-9-20(23(32)12-19)25-24-27(34)35-15-36-28(24)39(37-25)14-18-3-2-10-38(18)29(40)17(13-33)11-16-6-7-16/h1,4-5,8-9,11-12,15-16,18H,2-3,6-7,10,14H2,(H2,34,35,36)/t18-/m1/s1
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n/an/a 3n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197176
PNG
(US9090621, 1 | US9572811, Example 1)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4ccccc4)cc3)c12)C1CCCN(C1)C(=O)C(=CC1CC1)C#N |w:32.37|
Show InChI InChI=1S/C29H27N7O2/c30-16-21(15-19-8-9-19)29(37)35-14-4-5-22(17-35)36-28-25(27(31)32-18-33-28)26(34-36)20-10-12-24(13-11-20)38-23-6-2-1-3-7-23/h1-3,6-7,10-13,15,18-19,22H,4-5,8-9,14,17H2,(H2,31,32,33)
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197211
PNG
(US9090621, 41A)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4cc(F)cc(F)c4)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C29H24F3N7O2/c30-18-9-19(31)11-22(10-18)41-21-5-6-23(24(32)12-21)26-25-27(34)35-15-36-28(25)39(37-26)14-20-2-1-7-38(20)29(40)17(13-33)8-16-3-4-16/h5-6,8-12,15-16,20H,1-4,7,14H2,(H2,34,35,36)/t20-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197220
PNG
(BDBM197237 | US9090621, 95B | US9572811, Example 9...)
Show SMILES CC(C)(C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12)N1CCOCC1 |r,w:3.2|
Show InChI InChI=1S/C33H35FN8O3/c1-33(2,40-13-15-44-16-14-40)18-22(19-35)32(43)41-12-6-7-23(41)20-42-31-28(30(36)37-21-38-31)29(39-42)26-11-10-25(17-27(26)34)45-24-8-4-3-5-9-24/h3-5,8-11,17-18,21,23H,6-7,12-16,20H2,1-2H3,(H2,36,37,38)/t23-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197219
PNG
(US9090621, 56A)
Show SMILES Nc1ncnc2n(cc(-c3ccc(Oc4ccccc4)cc3F)c12)[C@@H]1CCCN(C1)C(=O)C(=C\C1CC1)\C#N |r|
Show InChI InChI=1S/C30H27FN6O2/c31-26-14-23(39-22-6-2-1-3-7-22)10-11-24(26)25-17-37(29-27(25)28(33)34-18-35-29)21-5-4-12-36(16-21)30(38)20(15-32)13-19-8-9-19/h1-3,6-7,10-11,13-14,17-19,21H,4-5,8-9,12,16H2,(H2,33,34,35)/b20-13+/t21-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197247
PNG
(US9090621, 84A | US9572811, Example 85A)
Show SMILES CN(C)C(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H33FN8O2/c1-31(2,38(3)4)16-20(17-33)30(41)39-14-8-9-21(39)18-40-29-26(28(34)35-19-36-29)27(37-40)24-13-12-23(15-25(24)32)42-22-10-6-5-7-11-22/h5-7,10-13,15-16,19,21H,8-9,14,18H2,1-4H3,(H2,34,35,36)/t21-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197273
PNG
(US9090621, 186)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=C\C3CCCN3)\C#N)nc(-c3ccc(Oc4ccccc4)cc3F)c12 |r|
Show InChI InChI=1S/C30H29FN8O2/c31-25-15-23(41-22-8-2-1-3-9-22)10-11-24(25)27-26-28(33)35-18-36-29(26)39(37-27)17-21-7-5-13-38(21)30(40)19(16-32)14-20-6-4-12-34-20/h1-3,8-11,14-15,18,20-21,34H,4-7,12-13,17H2,(H2,33,35,36)/b19-14+/t20?,21-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197202
PNG
(US9090621, 2 | US9572811, Example 57B)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3CC3)C#N)cc(-c3ccc(Oc4ccccc4)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C30H28N6O2/c31-16-22(15-20-8-9-20)30(37)36-14-4-5-23(36)17-35-18-26(27-28(32)33-19-34-29(27)35)21-10-12-25(13-11-21)38-24-6-2-1-3-7-24/h1-3,6-7,10-13,15,18-20,23H,4-5,8-9,14,17H2,(H2,32,33,34)/t23-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197241
PNG
(US9090621, 39B)
Show SMILES Nc1ncnc2n(CC3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4cc(F)ccc4F)cc3)c12 |w:16.17|
Show InChI InChI=1S/C29H25F2N7O2/c30-20-7-10-23(31)24(13-20)40-22-8-5-18(6-9-22)26-25-27(33)34-16-35-28(25)38(36-26)15-21-2-1-11-37(21)29(39)19(14-32)12-17-3-4-17/h5-10,12-13,16-17,21H,1-4,11,15H2,(H2,33,34,35)
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197227
PNG
(US9090621, 80B)
Show SMILES CC(C)C=C(C#N)C(=O)N1CC(F)(F)C[C@@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:3.2|
Show InChI InChI=1S/C29H26F3N7O2/c1-17(2)10-18(13-33)28(40)38-15-29(31,32)12-19(38)14-39-27-24(26(34)35-16-36-27)25(37-39)22-9-8-21(11-23(22)30)41-20-6-4-3-5-7-20/h3-11,16-17,19H,12,14-15H2,1-2H3,(H2,34,35,36)/t19-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197268
PNG
(US9090621, 180B | US9572811, Example 180A)
Show SMILES CCN(CC)C(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1cc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |r,w:8.7|
Show InChI InChI=1S/C34H39N7O2/c1-5-40(6-2)34(3,4)19-25(20-35)33(42)41-18-10-11-26(41)21-39-22-29(30-31(36)37-23-38-32(30)39)24-14-16-28(17-15-24)43-27-12-8-7-9-13-27/h7-9,12-17,19,22-23,26H,5-6,10-11,18,21H2,1-4H3,(H2,36,37,38)/t26-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197187
PNG
(US9090621, 27A)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccccc4)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C29H26FN7O2/c30-24-14-22(39-21-6-2-1-3-7-21)10-11-23(24)26-25-27(32)33-17-34-28(25)37(35-26)16-20-5-4-12-36(20)29(38)19(15-31)13-18-8-9-18/h1-3,6-7,10-11,13-14,17-18,20H,4-5,8-9,12,16H2,(H2,32,33,34)/t20-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197195
PNG
(US9090621, 37A)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4cc(F)ccc4F)cc3)c12)[C@@H]1CCCN(C1)C(=O)C(=CC1CC1)C#N |r,w:34.39|
Show InChI InChI=1S/C29H25F2N7O2/c30-20-7-10-23(31)24(13-20)40-22-8-5-18(6-9-22)26-25-27(33)34-16-35-28(25)38(36-26)21-2-1-11-37(15-21)29(39)19(14-32)12-17-3-4-17/h5-10,12-13,16-17,21H,1-4,11,15H2,(H2,33,34,35)/t21-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197193
PNG
(US9090621, 36A)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4c(F)cccc4F)cc3)c12)[C@@H]1CCCN(C1)C(=O)C(=CC1CC1)C#N |r,w:34.39|
Show InChI InChI=1S/C29H25F2N7O2/c30-22-4-1-5-23(31)26(22)40-21-10-8-18(9-11-21)25-24-27(33)34-16-35-28(24)38(36-25)20-3-2-12-37(15-20)29(39)19(14-32)13-17-6-7-17/h1,4-5,8-11,13,16-17,20H,2-3,6-7,12,15H2,(H2,33,34,35)/t20-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197192
PNG
(US9090621, 35A)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4cccc(F)c4F)cc3)c12)[C@@H]1CCCN(C1)C(=O)C(=CC1CC1)C#N |r,w:34.39|
Show InChI InChI=1S/C29H25F2N7O2/c30-22-4-1-5-23(25(22)31)40-21-10-8-18(9-11-21)26-24-27(33)34-16-35-28(24)38(36-26)20-3-2-12-37(15-20)29(39)19(14-32)13-17-6-7-17/h1,4-5,8-11,13,16-17,20H,2-3,6-7,12,15H2,(H2,33,34,35)/t20-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197245
PNG
(US9090621, 81A | US9572811, Example 81A)
Show SMILES CC(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:3.2|
Show InChI InChI=1S/C29H28FN7O2/c1-18(2)13-19(15-31)29(38)36-12-6-7-20(36)16-37-28-25(27(32)33-17-34-28)26(35-37)23-11-10-22(14-24(23)30)39-21-8-4-3-5-9-21/h3-5,8-11,13-14,17-18,20H,6-7,12,16H2,1-2H3,(H2,32,33,34)/t20-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197209
PNG
(US9090621, 34 | US9572811, Example 35A)
Show SMILES Nc1ncnc2n(CCNC(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccccc4)cc3)c12 |w:13.13|
Show InChI InChI=1S/C26H23N7O2/c27-15-19(14-17-6-7-17)26(34)29-12-13-33-25-22(24(28)30-16-31-25)23(32-33)18-8-10-21(11-9-18)35-20-4-2-1-3-5-20/h1-5,8-11,14,16-17H,6-7,12-13H2,(H,29,34)(H2,28,30,31)/b19-14+
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197271
PNG
(US9090621, 184B | US9572811, Example 183B)
Show SMILES CCOC(C)(C)C=C(C#N)C(=O)N[C@H](C)Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C29H30FN7O3/c1-5-39-29(3,4)14-19(15-31)28(38)35-18(2)16-37-27-24(26(32)33-17-34-27)25(36-37)22-12-11-21(13-23(22)30)40-20-9-7-6-8-10-20/h6-14,17-18H,5,16H2,1-4H3,(H,35,38)(H2,32,33,34)/t18-/m1/s1
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n/an/a 5n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197203
PNG
(US9090621, 69A | US9572811, Example 69A)
Show SMILES Cc1cc(Oc2ccccc2)ccc1-c1nn(C[C@@H]2CCCN2C(=O)C(=CC2CC2)C#N)c2ncnc(N)c12 |r,w:26.29|
Show InChI InChI=1S/C30H29N7O2/c1-19-14-24(39-23-7-3-2-4-8-23)11-12-25(19)27-26-28(32)33-18-34-29(26)37(35-27)17-22-6-5-13-36(22)30(38)21(16-31)15-20-9-10-20/h2-4,7-8,11-12,14-15,18,20,22H,5-6,9-10,13,17H2,1H3,(H2,32,33,34)/t22-/m0/s1
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n/an/a 5n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197214
PNG
(US9090621, 44A)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4c(F)cccc4F)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C29H24F3N7O2/c30-21-4-1-5-22(31)26(21)41-19-8-9-20(23(32)12-19)25-24-27(34)35-15-36-28(24)39(37-25)14-18-3-2-10-38(18)29(40)17(13-33)11-16-6-7-16/h1,4-5,8-9,11-12,15-16,18H,2-3,6-7,10,14H2,(H2,34,35,36)/t18-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197184
PNG
(US9090621, 10)
Show SMILES CC(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1n1nc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |r,w:4.3|
Show InChI InChI=1S/C29H29N7O2/c1-29(2,3)16-20(17-30)28(37)35-15-7-10-23(35)36-27-24(26(31)32-18-33-27)25(34-36)19-11-13-22(14-12-19)38-21-8-5-4-6-9-21/h4-6,8-9,11-14,16,18,23H,7,10,15H2,1-3H3,(H2,31,32,33)/t23-/m1/s1
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n/an/a 5.40n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197246
PNG
(US9090621, 81B | US9572811, Example 81B)
Show SMILES CC(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:3.2|
Show InChI InChI=1S/C29H28FN7O2/c1-18(2)13-19(15-31)29(38)36-12-6-7-20(36)16-37-28-25(27(32)33-17-34-28)26(35-37)23-11-10-22(14-24(23)30)39-21-8-4-3-5-9-21/h3-5,8-11,13-14,17-18,20H,6-7,12,16H2,1-2H3,(H2,32,33,34)/t20-/m0/s1
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n/an/a 5.90n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197257
PNG
(US9090621, 106A | US9572811, Example 106B)
Show SMILES CN(C)C(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H31F3N8O2/c1-31(2,40(3)4)14-18(15-35)30(43)41-12-6-7-19(41)16-42-29-25(28(36)37-17-38-29)27(39-42)21-11-10-20(13-23(21)33)44-24-9-5-8-22(32)26(24)34/h5,8-11,13-14,17,19H,6-7,12,16H2,1-4H3,(H2,36,37,38)/t19-/m1/s1
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n/an/a 6n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197274
PNG
(US9090621, 195)
Show SMILES CC(Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12)NC(=O)C(=CC(C)(C)N)C#N |w:31.35|
Show InChI InChI=1S/C27H27FN8O2/c1-16(34-26(37)17(13-29)12-27(2,3)31)14-36-25-22(24(30)32-15-33-25)23(35-36)20-10-9-19(11-21(20)28)38-18-7-5-4-6-8-18/h4-12,15-16H,14,31H2,1-3H3,(H,34,37)(H2,30,32,33)
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197206
PNG
(US9090621, 102B)
Show SMILES CC(C)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12 |r|
Show InChI InChI=1S/C26H25F3N6O2/c1-14(2)26(36)34-10-4-5-15(34)12-35-25-21(24(30)31-13-32-25)23(33-35)17-9-8-16(11-19(17)28)37-20-7-3-6-18(27)22(20)29/h3,6-9,11,13-15H,4-5,10,12H2,1-2H3,(H2,30,31,32)/t15-/m0/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197185
PNG
(US9090621, 24A)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4cccc(F)c4)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C29H26FN7O2/c30-21-3-1-5-24(14-21)39-23-10-8-19(9-11-23)26-25-27(32)33-17-34-28(25)37(35-26)16-22-4-2-12-36(22)29(38)20(15-31)13-18-6-7-18/h1,3,5,8-11,13-14,17-18,22H,2,4,6-7,12,16H2,(H2,32,33,34)/t22-/m1/s1
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n/an/a 6.20n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197263
PNG
(US9090621, 171B)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)cc(-c3ccc(Oc4cccc(F)c4F)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C30H26F2N6O2/c31-24-4-1-5-25(27(24)32)40-22-10-8-19(9-11-22)23-16-37(29-26(23)28(34)35-17-36-29)15-21-3-2-12-38(21)30(39)20(14-33)13-18-6-7-18/h1,4-5,8-11,13,16-18,21H,2-3,6-7,12,15H2,(H2,34,35,36)/t21-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197236
PNG
(US9090621, 77B)
Show SMILES CN(C)C(C)(C)\C=C(\C#N)C(=O)N1CCC[C@@H]1Cn1c(C)c(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |r|
Show InChI InChI=1S/C33H37N7O2/c1-22-28(23-13-15-27(16-14-23)42-26-11-7-6-8-12-26)29-30(35)36-21-37-31(29)40(22)20-25-10-9-17-39(25)32(41)24(19-34)18-33(2,3)38(4)5/h6-8,11-16,18,21,25H,9-10,17,20H2,1-5H3,(H2,35,36,37)/b24-18-/t25-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197235
PNG
(US9090621, 71A)
Show SMILES CC(C)\C=C(/C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3cc(F)ccc3F)cc2)c2c(N)ncnc12 |r|
Show InChI InChI=1S/C29H27F2N7O2/c1-17(2)12-19(14-32)29(39)37-11-3-4-21(37)15-38-28-25(27(33)34-16-35-28)26(36-38)18-5-8-22(9-6-18)40-24-13-20(30)7-10-23(24)31/h5-10,12-13,16-17,21H,3-4,11,15H2,1-2H3,(H2,33,34,35)/b19-12+/t21-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197224
PNG
(US9090621, 133A)
Show SMILES CCOC(C)(C)C=C(C#N)C(=O)C1CCC[C@H](C1)n1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C32H33FN6O3/c1-4-41-32(2,3)17-21(18-34)29(40)20-9-8-10-22(15-20)39-31-27(30(35)36-19-37-31)28(38-39)25-14-13-24(16-26(25)33)42-23-11-6-5-7-12-23/h5-7,11-14,16-17,19-20,22H,4,8-10,15H2,1-3H3,(H2,35,36,37)/t20?,22-/m1/s1
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n/an/a 7n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197239
PNG
(US9090621, 76B)
Show SMILES CC(C)\C=C(\C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3F)cc2)c2c(N)ncnc12 |r|
Show InChI InChI=1S/C29H27F2N7O2/c1-17(2)13-19(14-32)29(39)37-12-4-5-20(37)15-38-28-24(27(33)34-16-35-28)26(36-38)18-8-10-21(11-9-18)40-23-7-3-6-22(30)25(23)31/h3,6-11,13,16-17,20H,4-5,12,15H2,1-2H3,(H2,33,34,35)/b19-13-/t20-/m1/s1
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n/an/a 7n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197210
PNG
(US9090621, 39A)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4cc(F)ccc4F)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C29H25F2N7O2/c30-20-7-10-23(31)24(13-20)40-22-8-5-18(6-9-22)26-25-27(33)34-16-35-28(25)38(36-26)15-21-2-1-11-37(21)29(39)19(14-32)12-17-3-4-17/h5-10,12-13,16-17,21H,1-4,11,15H2,(H2,33,34,35)/t21-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197261
PNG
(US9090621, 156A)
Show SMILES CCOC(C)(C)C=C(C#N)C(=O)N1CCC[C@H](C1)n1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H30F3N7O3/c1-4-43-31(2,3)14-18(15-35)30(42)40-12-6-7-19(16-40)41-29-25(28(36)37-17-38-29)27(39-41)21-11-10-20(13-23(21)33)44-24-9-5-8-22(32)26(24)34/h5,8-11,13-14,17,19H,4,6-7,12,16H2,1-3H3,(H2,36,37,38)/t19-/m1/s1
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Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197249
PNG
(US9090621, 78B)
Show SMILES CC(C)\C=C(/C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3c(F)cccc3F)cc2F)c2c(N)ncnc12 |r|
Show InChI InChI=1S/C29H26F3N7O2/c1-16(2)11-17(13-33)29(40)38-10-4-5-18(38)14-39-28-24(27(34)35-15-36-28)25(37-39)20-9-8-19(12-23(20)32)41-26-21(30)6-3-7-22(26)31/h3,6-9,11-12,15-16,18H,4-5,10,14H2,1-2H3,(H2,34,35,36)/b17-11+/t18-/m1/s1
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n/an/a 7.5n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM60901
PNG
(US9090621, 74B)
Show SMILES CC(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r|
Show InChI InChI=1S/C30H30FN7O2/c1-30(2,3)15-19(16-32)29(39)37-13-7-8-20(37)17-38-28-25(27(33)34-18-35-28)26(36-38)23-12-11-22(14-24(23)31)40-21-9-5-4-6-10-21/h4-6,9-12,14-15,18,20H,7-8,13,17H2,1-3H3,(H2,33,34,35)/t20-/m1/s1
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n/an/a 8n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197197
PNG
(BDBM197207 | US9090621, 25A)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccc(F)c(F)c4)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C29H25F2N7O2/c30-23-10-9-22(13-24(23)31)40-21-7-5-18(6-8-21)26-25-27(33)34-16-35-28(25)38(36-26)15-20-2-1-11-37(20)29(39)19(14-32)12-17-3-4-17/h5-10,12-13,16-17,20H,1-4,11,15H2,(H2,33,34,35)/t20-/m1/s1
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n/an/a 9.60n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197222
PNG
(US9090621, 57B)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C3CC3)nc(-c3ccc(Oc4ccccc4)cc3F)c12 |r|
Show InChI InChI=1S/C26H25FN6O2/c27-21-13-19(35-18-6-2-1-3-7-18)10-11-20(21)23-22-24(28)29-15-30-25(22)33(31-23)14-17-5-4-12-32(17)26(34)16-8-9-16/h1-3,6-7,10-11,13,15-17H,4-5,8-9,12,14H2,(H2,28,29,30)/t17-/m1/s1
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n/an/a 10n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM60905
PNG
(US9090621, 54A)
Show SMILES Nc1ncnc2n(cc(-c3ccc(Oc4ccccc4)cc3)c12)[C@H]1CCCN(C1)C(=O)C(=CC1CC1)C#N |r,w:32.37|
Show InChI InChI=1S/C30H28N6O2/c31-16-22(15-20-8-9-20)30(37)35-14-4-5-23(17-35)36-18-26(27-28(32)33-19-34-29(27)36)21-10-12-25(13-11-21)38-24-6-2-1-3-7-24/h1-3,6-7,10-13,15,18-20,23H,4-5,8-9,14,17H2,(H2,32,33,34)/t23-/m0/s1
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n/an/a 10n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197232
PNG
(US9090621, 70A)
Show SMILES Nc1ncnc2n(CC3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccccc4)cc3Cl)c12 |w:16.17|
Show InChI InChI=1S/C29H26ClN7O2/c30-24-14-22(39-21-6-2-1-3-7-21)10-11-23(24)26-25-27(32)33-17-34-28(25)37(35-26)16-20-5-4-12-36(20)29(38)19(15-31)13-18-8-9-18/h1-3,6-7,10-11,13-14,17-18,20H,4-5,8-9,12,16H2,(H2,32,33,34)
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n/an/a 11n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197272
PNG
(US9090621, 185B | US9572811, Example 184B)
Show SMILES C[C@H](Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12)NC(=O)C(=CC(C)(C)N(C)C)C#N |r,w:31.35|
Show InChI InChI=1S/C29H31FN8O2/c1-18(35-28(39)19(15-31)14-29(2,3)37(4)5)16-38-27-24(26(32)33-17-34-27)25(36-38)22-12-11-21(13-23(22)30)40-20-9-7-6-8-10-20/h6-14,17-18H,16H2,1-5H3,(H,35,39)(H2,32,33,34)/t18-/m1/s1
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n/an/a 11n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197198
PNG
(US9090621, 73B)
Show SMILES CC(C)C=C(C#N)C(=O)N1CCCC1Cn1nc(-c2ccc(Oc3cccc(F)c3)cc2F)c2c(N)ncnc12 |w:3.2|
Show InChI InChI=1S/C29H27F2N7O2/c1-17(2)11-18(14-32)29(39)37-10-4-6-20(37)15-38-28-25(27(33)34-16-35-28)26(36-38)23-9-8-22(13-24(23)31)40-21-7-3-5-19(30)12-21/h3,5,7-9,11-13,16-17,20H,4,6,10,15H2,1-2H3,(H2,33,34,35)
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n/an/a 11n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197216
PNG
(US9090621, 87B | US9572811, Example 42A)
Show SMILES CC(C)(NC1CC1)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:7.7|
Show InChI InChI=1S/C32H33FN8O2/c1-32(2,38-21-10-11-21)16-20(17-34)31(42)40-14-6-7-22(40)18-41-30-27(29(35)36-19-37-30)28(39-41)25-13-12-24(15-26(25)33)43-23-8-4-3-5-9-23/h3-5,8-9,12-13,15-16,19,21-22,38H,6-7,10-11,14,18H2,1-2H3,(H2,35,36,37)/t22-/m0/s1
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n/an/a 12n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197189
PNG
(US9090621, 11)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4ccccc4)cc3)c12)C1CCC(CC1)NC(=O)C(=CC1CC1)C#N |w:33.38,(-3.4,2.31,;-3.4,.77,;-4.73,-0,;-4.73,-1.54,;-3.4,-2.31,;-2.06,-1.54,;-.6,-2.02,;.31,-.77,;-.6,.47,;-.12,1.94,;-1.15,3.08,;-.68,4.55,;.83,4.87,;1.31,6.33,;2.81,6.65,;3.84,5.51,;5.35,5.83,;5.82,7.29,;4.79,8.44,;3.29,8.12,;1.86,3.72,;1.38,2.26,;-2.06,-0,;.77,-3.06,;.3,-4.42,;1.39,-5.51,;2.88,-5.11,;3.28,-3.62,;2.19,-2.53,;3.79,-6.06,;5.19,-6.69,;5.36,-8.22,;6.44,-5.78,;7.85,-6.41,;8.01,-7.94,;8.91,-9.19,;7.38,-9.35,;6.28,-4.25,;6.12,-2.72,)|
Show InChI InChI=1S/C30H29N7O2/c1-32-25(17-19-7-8-19)30(38)35-21-11-13-22(14-12-21)37-29-26(28(31)33-18-34-29)27(36-37)20-9-15-24(16-10-20)39-23-5-3-2-4-6-23/h2-6,9-10,15-19,21-22H,7-8,11-14H2,(H,35,38)(H2,31,33,34)/b25-17+
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n/an/a 14n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM60898
PNG
(US9090621, 83B | US9572811, Example 83A)
Show SMILES CNC(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:5.4|
Show InChI InChI=1S/C30H31FN8O2/c1-30(2,34-3)15-19(16-32)29(40)38-13-7-8-20(38)17-39-28-25(27(33)35-18-36-28)26(37-39)23-12-11-22(14-24(23)31)41-21-9-5-4-6-10-21/h4-6,9-12,14-15,18,20,34H,7-8,13,17H2,1-3H3,(H2,33,35,36)/t20-/m0/s1
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n/an/a 16n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197214
PNG
(US9090621, 44A)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4c(F)cccc4F)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C29H24F3N7O2/c30-21-4-1-5-22(31)26(21)41-19-8-9-20(23(32)12-19)25-24-27(34)35-15-36-28(24)39(37-25)14-18-3-2-10-38(18)29(40)17(13-33)11-16-6-7-16/h1,4-5,8-9,11-12,15-16,18H,2-3,6-7,10,14H2,(H2,34,35,36)/t18-/m0/s1
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n/an/a 16n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197186
PNG
(US9090621, 32A)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4c(F)cccc4F)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C29H25F2N7O2/c30-22-4-1-5-23(31)26(22)40-21-10-8-18(9-11-21)25-24-27(33)34-16-35-28(24)38(36-25)15-20-3-2-12-37(20)29(39)19(14-32)13-17-6-7-17/h1,4-5,8-11,13,16-17,20H,2-3,6-7,12,15H2,(H2,33,34,35)/t20-/m1/s1
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n/an/a 17n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197201
PNG
(US9090621, 28)
Show SMILES CC(C)(C)C=C(C#N)C(=O)N1CCC(Cc2nc(C3CCC(CC3)Oc3ccccc3)c3c(N)ncnc23)C1 |w:4.3,(5.18,-6.45,;3.39,-7.5,;1.91,-8.71,;4.74,-9.17,;3.07,-6,;2.42,-4.57,;3.9,-3.46,;5.04,-2.43,;1.22,-3.75,;1.61,-2.41,;-.77,-4.33,;-1.86,-5.42,;-3.23,-4.72,;-2.99,-3.2,;-2.39,-1.48,;-2.92,-.34,;-2.02,.91,;-2.92,2.16,;-2.48,3.82,;-3.81,4.59,;-3.81,6.13,;-2.48,6.9,;-1.14,6.13,;-1.14,4.59,;-2.05,8.26,;-1.02,9.41,;-1.49,10.87,;-.46,12.01,;1.04,11.69,;1.52,10.23,;.49,9.09,;-4.39,1.68,;-5.72,2.45,;-5.72,3.99,;-7.06,1.68,;-7.06,.14,;-5.72,-.63,;-4.39,.14,;-1.47,-2.96,)|
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n/an/a 17n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197251
PNG
(US9090621, 85B | US9572811, Example 85B)
Show SMILES CCNC(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H33FN8O2/c1-4-37-31(2,3)16-20(17-33)30(41)39-14-8-9-21(39)18-40-29-26(28(34)35-19-36-29)27(38-40)24-13-12-23(15-25(24)32)42-22-10-6-5-7-11-22/h5-7,10-13,15-16,19,21,37H,4,8-9,14,18H2,1-3H3,(H2,34,35,36)/t21-/m0/s1
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n/an/a 17.2n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197233
PNG
(US9090621, 104B)
Show SMILES CC(C)(N)C=C(C#N)C(=O)N1CCCC1Cn1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12 |w:4.3|
Show InChI InChI=1S/C29H27F3N8O2/c1-29(2,35)12-16(13-33)28(41)39-10-4-5-17(39)14-40-27-23(26(34)36-15-37-27)25(38-40)19-9-8-18(11-21(19)31)42-22-7-3-6-20(30)24(22)32/h3,6-9,11-12,15,17H,4-5,10,14,35H2,1-2H3,(H2,34,36,37)
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n/an/a 20n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197256
PNG
(US9090621, 105B)
Show SMILES CNC(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3F)cc2F)c2c(N)ncnc12 |r,w:5.4|
Show InChI InChI=1S/C30H29F3N8O2/c1-30(2,36-3)13-17(14-34)29(42)40-11-5-6-18(40)15-41-28-24(27(35)37-16-38-28)26(39-41)20-10-9-19(12-22(20)32)43-23-8-4-7-21(31)25(23)33/h4,7-10,12-13,16,18,36H,5-6,11,15H2,1-3H3,(H2,35,37,38)/t18-/m0/s1
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n/an/a 25.5n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197223
PNG
(US9090621, 59B | US9572811, Example 44B)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3CC3)C#N)cc(-c3ccc(Oc4ccccc4)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C30H27FN6O2/c31-26-14-23(39-22-6-2-1-3-7-22)10-11-24(26)25-17-36(29-27(25)28(33)34-18-35-29)16-21-5-4-12-37(21)30(38)20(15-32)13-19-8-9-19/h1-3,6-7,10-11,13-14,17-19,21H,4-5,8-9,12,16H2,(H2,33,34,35)/t21-/m0/s1
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n/an/a 26n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197221
PNG
(US9090621, 95A | US9572811, Example 95A)
Show SMILES CC(C)(C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12)N1CCOCC1 |r,w:3.2|
Show InChI InChI=1S/C33H35FN8O3/c1-33(2,40-13-15-44-16-14-40)18-22(19-35)32(43)41-12-6-7-23(41)20-42-31-28(30(36)37-21-38-31)29(39-42)26-11-10-25(17-27(26)34)45-24-8-4-3-5-9-24/h3-5,8-11,17-18,21,23H,6-7,12-16,20H2,1-2H3,(H2,36,37,38)/t23-/m1/s1
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n/an/a 26.5n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197213
PNG
(US9090621, 67 | US9572811, Example 67)
Show SMILES CC(C)(CNC(=O)C(=CC1CC1)C#N)Cn1nc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |w:8.8|
Show InChI InChI=1S/C29H29N7O2/c1-29(2,16-32-28(37)21(15-30)14-19-8-9-19)17-36-27-24(26(31)33-18-34-27)25(35-36)20-10-12-23(13-11-20)38-22-6-4-3-5-7-22/h3-7,10-14,18-19H,8-9,16-17H2,1-2H3,(H,32,37)(H2,31,33,34)/b21-14+
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n/an/a 27n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197276
PNG
(US9090621, 72B | US9572811, Example 72B)
Show SMILES CC(C)(N)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3cccc(F)c3)cc2F)c2c(N)ncnc12 |r,w:4.3|
Show InChI InChI=1S/C29H28F2N8O2/c1-29(2,34)13-17(14-32)28(40)38-10-4-6-19(38)15-39-27-24(26(33)35-16-36-27)25(37-39)22-9-8-21(12-23(22)31)41-20-7-3-5-18(30)11-20/h3,5,7-9,11-13,16,19H,4,6,10,15,34H2,1-2H3,(H2,33,35,36)/t19-/m0/s1
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n/an/a 28n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197217
PNG
(US9090621, 88B | US9572811, Example 43A)
Show SMILES COCCNC(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:8.7|
Show InChI InChI=1S/C32H35FN8O3/c1-32(2,38-13-15-43-3)17-21(18-34)31(42)40-14-7-8-22(40)19-41-30-27(29(35)36-20-37-30)28(39-41)25-12-11-24(16-26(25)33)44-23-9-5-4-6-10-23/h4-6,9-12,16-17,20,22,38H,7-8,13-15,19H2,1-3H3,(H2,35,36,37)/t22-/m0/s1
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n/an/a 29n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197228
PNG
(US9090621, 197B | US9572811, Example 54A)
Show SMILES CC1(COC1)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:5.5|
Show InChI InChI=1S/C30H28FN7O3/c1-30(16-40-17-30)13-19(14-32)29(39)37-11-5-6-20(37)15-38-28-25(27(33)34-18-35-28)26(36-38)23-10-9-22(12-24(23)31)41-21-7-3-2-4-8-21/h2-4,7-10,12-13,18,20H,5-6,11,15-17H2,1H3,(H2,33,34,35)/t20-/m0/s1
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n/an/a 32.5n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197226
PNG
(US9090621, 63B)
Show SMILES Cc1c(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc2n1C[C@H]1CCCN1C(=O)C(=CC1CC1)C#N |r,w:32.42|
Show InChI InChI=1S/C31H30N6O2/c1-20-27(22-11-13-26(14-12-22)39-25-7-3-2-4-8-25)28-29(33)34-19-35-30(28)37(20)18-24-6-5-15-36(24)31(38)23(17-32)16-21-9-10-21/h2-4,7-8,11-14,16,19,21,24H,5-6,9-10,15,18H2,1H3,(H2,33,34,35)/t24-/m1/s1
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n/an/a 33n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197264
PNG
(US9090621, 173B)
Show SMILES CC(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1cc(-c2ccc(Oc3cccc(F)c3F)cc2)c2c(N)ncnc12 |r,w:4.3|
Show InChI InChI=1S/C31H30F2N6O2/c1-31(2,3)14-20(15-34)30(40)39-13-5-6-21(39)16-38-17-23(26-28(35)36-18-37-29(26)38)19-9-11-22(12-10-19)41-25-8-4-7-24(32)27(25)33/h4,7-12,14,17-18,21H,5-6,13,16H2,1-3H3,(H2,35,36,37)/t21-/m1/s1
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n/an/a 34n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197267
PNG
(US9090621, 180A | US9572811, Example 180B)
Show SMILES CCN(CC)C(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1cc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |r,w:8.7|
Show InChI InChI=1S/C34H39N7O2/c1-5-40(6-2)34(3,4)19-25(20-35)33(42)41-18-10-11-26(41)21-39-22-29(30-31(36)37-23-38-32(30)39)24-14-16-28(17-15-24)43-27-12-8-7-9-13-27/h7-9,12-17,19,22-23,26H,5-6,10-11,18,21H2,1-4H3,(H2,36,37,38)/t26-/m0/s1
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n/an/a 37n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197254
PNG
(US9090621, 90A)
Show SMILES Nc1ncnc2n(C[C@@H]3CCCN3C(=O)C(=CC3(N)CC3)C#N)nc(-c3ccc(Oc4ccccc4)cc3F)c12 |r,w:16.17|
Show InChI InChI=1S/C29H27FN8O2/c30-23-13-21(40-20-6-2-1-3-7-20)8-9-22(23)25-24-26(32)34-17-35-27(24)38(36-25)16-19-5-4-12-37(19)28(39)18(15-31)14-29(33)10-11-29/h1-3,6-9,13-14,17,19H,4-5,10-12,16,33H2,(H2,32,34,35)/t19-/m0/s1
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n/an/a 52n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197229
PNG
(US9090621, 65B)
Show SMILES Cc1c(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc2n1C[C@H]1CCCN1C(=O)C(=CC1CC1)C#N |r,wD:26.29,(.24,-1.3,;-1.1,-.53,;-1.57,.93,;-.8,2.26,;-1.57,3.6,;-.8,4.93,;.74,4.93,;1.51,6.27,;3.05,6.27,;3.82,4.93,;5.36,4.93,;6.13,6.27,;5.36,7.6,;3.82,7.6,;1.51,3.6,;.74,2.26,;1.83,1.18,;-3.11,.93,;-4.14,2.08,;-3.75,3.56,;-5.65,1.76,;-6.13,.29,;-5.1,-.85,;-3.59,-.53,;-2.34,-1.44,;-1.66,-3.27,;-3.22,-4.15,;-4.75,-4.31,;-5.07,-5.81,;-3.74,-6.58,;-2.6,-5.55,;-.75,-6.49,;-.1,-5.03,;-.37,-8.06,;.03,-9.55,;1.77,-10.35,;3.52,-9.99,;2.58,-12.25,;.97,-7.29,;2.51,-7.29,)|
Show InChI InChI=1S/C31H29FN6O2/c1-19-27(25-12-11-24(15-26(25)32)40-23-7-3-2-4-8-23)28-29(34)35-18-36-30(28)38(19)17-22-6-5-13-37(22)31(39)21(16-33)14-20-9-10-20/h2-4,7-8,11-12,14-15,18,20,22H,5-6,9-10,13,17H2,1H3,(H2,34,35,36)/b21-14+/t22-/m1/s1
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n/an/a 56n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197179
PNG
(US9090621, 4)
Show SMILES COc1cc(ccc1Oc1ccc(Cl)c(Cl)c1)-c1nn(CC2CCCN(C2)C(=O)C(=CC2CC2)C#N)c2ncnc(N)c12 |w:30.33|
Show InChI InChI=1S/C31H29Cl2N7O3/c1-42-26-12-20(6-9-25(26)43-22-7-8-23(32)24(33)13-22)28-27-29(35)36-17-37-30(27)40(38-28)16-19-3-2-10-39(15-19)31(41)21(14-34)11-18-4-5-18/h6-9,11-13,17-19H,2-5,10,15-16H2,1H3,(H2,35,36,37)
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n/an/a 61n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197238
PNG
(US9090621, 75B)
Show SMILES CC(C)\C=C(/C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3c(F)cccc3F)cc2)c2c(N)ncnc12 |r|
Show InChI InChI=1S/C29H27F2N7O2/c1-17(2)13-19(14-32)29(39)37-12-4-5-20(37)15-38-28-24(27(33)34-16-35-28)25(36-38)18-8-10-21(11-9-18)40-26-22(30)6-3-7-23(26)31/h3,6-11,13,16-17,20H,4-5,12,15H2,1-2H3,(H2,33,34,35)/b19-13+/t20-/m0/s1
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n/an/a 100n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197277
PNG
(US9090621, 82B | US9572811, Example 82B)
Show SMILES CC(C)(N)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:4.3|
Show InChI InChI=1S/C29H29FN8O2/c1-29(2,33)14-18(15-31)28(39)37-12-6-7-19(37)16-38-27-24(26(32)34-17-35-27)25(36-38)22-11-10-21(13-23(22)30)40-20-8-4-3-5-9-20/h3-5,8-11,13-14,17,19H,6-7,12,16,33H2,1-2H3,(H2,32,34,35)/t19-/m0/s1
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n/an/a 113n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197178
PNG
(BDBM197183 | US9090621, 3)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4ccccc4)cc3)c12)C1CCN(CC1)C(=O)C(=CC1CC1)C#N |w:32.37|
Show InChI InChI=1S/C29H27N7O2/c30-17-21(16-19-6-7-19)29(37)35-14-12-22(13-15-35)36-28-25(27(31)32-18-33-28)26(34-36)20-8-10-24(11-9-20)38-23-4-2-1-3-5-23/h1-5,8-11,16,18-19,22H,6-7,12-15H2,(H2,31,32,33)/b21-16+
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n/an/a 130n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197197
PNG
(BDBM197207 | US9090621, 25A)
Show SMILES Nc1ncnc2n(C[C@H]3CCCN3C(=O)C(=CC3CC3)C#N)nc(-c3ccc(Oc4ccc(F)c(F)c4)cc3)c12 |r,w:16.17|
Show InChI InChI=1S/C29H25F2N7O2/c30-23-10-9-22(13-24(23)31)40-21-7-5-18(6-8-21)26-25-27(33)34-16-35-28(25)38(36-26)15-20-2-1-11-37(20)29(39)19(14-32)12-17-3-4-17/h5-10,12-13,16-17,20H,1-4,11,15H2,(H2,33,34,35)/t20-/m1/s1
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n/an/a 140n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197178
PNG
(BDBM197183 | US9090621, 3)
Show SMILES Nc1ncnc2n(nc(-c3ccc(Oc4ccccc4)cc3)c12)C1CCN(CC1)C(=O)C(=CC1CC1)C#N |w:32.37|
Show InChI InChI=1S/C29H27N7O2/c30-17-21(16-19-6-7-19)29(37)35-14-12-22(13-15-35)36-28-25(27(31)32-18-33-28)26(34-36)20-8-10-24(11-9-20)38-23-4-2-1-3-5-23/h1-5,8-11,16,18-19,22H,6-7,12-15H2,(H2,31,32,33)/b21-16+
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n/an/a 175n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197177
PNG
(US9090621, 6)
Show SMILES COc1cc(ccc1Oc1ccc(Cl)c(Cl)c1)-c1nn(C2CCN(CC2)C(=O)C(=CC2CC2)[N+]#[C-])c2ncnc(N)c12 |w:29.32|
Show InChI InChI=1S/C30H27Cl2N7O3/c1-34-23(13-17-3-4-17)30(40)38-11-9-19(10-12-38)39-29-26(28(33)35-16-36-29)27(37-39)18-5-8-24(25(14-18)41-2)42-20-6-7-21(31)22(32)15-20/h5-8,13-17,19H,3-4,9-12H2,2H3,(H2,33,35,36)/b23-13-
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n/an/a 365n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197181
PNG
(US9090621, 9 | US9572811, Example 6)
Show SMILES CC(C)(C)C=C(C#N)C(=O)N1CCC(CC1)n1nc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12 |w:4.3|
Show InChI InChI=1S/C30H31N7O2/c1-30(2,3)17-21(18-31)29(38)36-15-13-22(14-16-36)37-28-25(27(32)33-19-34-28)26(35-37)20-9-11-24(12-10-20)39-23-7-5-4-6-8-23/h4-12,17,19,22H,13-16H2,1-3H3,(H2,32,33,34)/b21-17+
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n/an/a 980n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197252
PNG
(US9090621, 89A | US9572811, Example 89A)
Show SMILES CCOC(C)(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H32FN7O3/c1-4-41-31(2,3)16-20(17-33)30(40)38-14-8-9-21(38)18-39-29-26(28(34)35-19-36-29)27(37-39)24-13-12-23(15-25(24)32)42-22-10-6-5-7-11-22/h5-7,10-13,15-16,19,21H,4,8-9,14,18H2,1-3H3,(H2,34,35,36)/t21-/m1/s1
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n/an/a 3.10E+3n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM197253
PNG
(US9090621, 89B | US9572811, Example 89B)
Show SMILES CCOC(C)(C)C=C(C#N)C(=O)N1CCC[C@H]1Cn1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12 |r,w:6.5|
Show InChI InChI=1S/C31H32FN7O3/c1-4-41-31(2,3)16-20(17-33)30(40)38-14-8-9-21(38)18-39-29-26(28(34)35-19-36-29)27(37-39)24-13-12-23(15-25(24)32)42-22-10-6-5-7-11-22/h5-7,10-13,15-16,19,21H,4,8-9,14,18H2,1-3H3,(H2,34,35,36)/t21-/m0/s1
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n/an/a 6.60E+3n/an/an/an/an/a25



Principia Biopharma Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of Btk kinase activity of a compound of Formula...

US Patent US9090621 (2015)


BindingDB Entry DOI: 10.7270/Q27M06QW
More data for this
Ligand-Target Pair
* indicates data uncertainty>20%