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Patent code US9481682

Compile Data Set for Download or QSAR

Found 221 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))		BDBM255257
PNG
(US9481682, 5)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(OC4CC4)ccn3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C29H29N7O3/c30-27-26-25(34-28(35(26)14-13-32-27)19-5-6-20-7-10-24(37)36(20)16-19)17-1-3-18(4-2-17)29(38)33-23-15-22(11-12-31-23)39-21-8-9-21/h1-4,11-15,19-21H,5-10,16H2,(H2,30,32)(H,31,33,38)/t19-,20+/m1/s1
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n/an/a 0.240n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255259
PNG
(US9481682, 7)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C3CCC3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C30H31N7O2/c31-28-27-26(35-29(36(27)15-14-33-28)22-8-9-23-10-11-25(38)37(23)17-22)19-4-6-20(7-5-19)30(39)34-24-16-21(12-13-32-24)18-2-1-3-18/h4-7,12-16,18,22-23H,1-3,8-11,17H2,(H2,31,33)(H,32,34,39)/t22-,23+/m1/s1
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n/an/a 60.6n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255262
PNG
(US9481682, 11)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H24F3N7O2/c28-27(29,30)18-9-10-32-20(13-18)34-26(39)16-3-1-15(2-4-16)22-23-24(31)33-11-12-36(23)25(35-22)17-5-6-19-7-8-21(38)37(19)14-17/h1-4,9-13,17,19H,5-8,14H2,(H2,31,33)(H,32,34,39)/t17-,19-/m0/s1
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n/an/a 15.3n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255284
PNG
(US9481682, 33)
Show SMILES C[C@@H]1OC(=O)N2C[C@@H](CC[C@@H]12)c1nc(-c2ccc(cc2F)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12 |r|
Show InChI InChI=1S/C27H23F4N7O3/c1-13-19-5-3-15(12-38(19)26(40)41-13)24-36-21(22-23(32)34-8-9-37(22)24)17-4-2-14(10-18(17)28)25(39)35-20-11-16(6-7-33-20)27(29,30)31/h2,4,6-11,13,15,19H,3,5,12H2,1H3,(H2,32,34)(H,33,35,39)/t13-,15+,19-/m0/s1
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n/an/a 0.170n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255292
PNG
(US9481682, 41)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@H]1CC[C@@H]2CNCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H25F3N8O2/c28-27(29,30)18-7-8-33-20(11-18)35-26(40)16-3-1-15(2-4-16)22-23-24(31)34-9-10-37(23)25(36-22)17-5-6-19-12-32-13-21(39)38(19)14-17/h1-4,7-11,17,19,32H,5-6,12-14H2,(H2,31,34)(H,33,35,40)/t17-,19+/m0/s1
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n/an/a 4n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255314
PNG
(US9481682, 63)
Show SMILES C[C@@H]1CC(=O)N2C[C@@H](CC[C@H]12)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12 |r|
Show InChI InChI=1S/C28H26F3N7O2/c1-15-12-22(39)38-14-18(6-7-20(15)38)26-36-23(24-25(32)34-10-11-37(24)26)16-2-4-17(5-3-16)27(40)35-21-13-19(8-9-33-21)28(29,30)31/h2-5,8-11,13,15,18,20H,6-7,12,14H2,1H3,(H2,32,34)(H,33,35,40)/t15-,18-,20-/m1/s1
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n/an/a 0.0580n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255333
PNG
(US9481682, 82)
Show SMILES COC(=O)CN1C[C@@H]2CC[C@H](CN2C(=O)C1)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12 |r|
Show InChI InChI=1S/C30H29F3N8O4/c1-45-24(43)16-39-14-21-7-6-19(13-41(21)23(42)15-39)28-38-25(26-27(34)36-10-11-40(26)28)17-2-4-18(5-3-17)29(44)37-22-12-20(8-9-35-22)30(31,32)33/h2-5,8-12,19,21H,6-7,13-16H2,1H3,(H2,34,36)(H,35,37,44)/t19-,21+/m1/s1
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n/an/a 0.190n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255336
PNG
(US10087188, Example 43 | US9481682, 86)
Show SMILES CC(C)(N1C[C@@H]2CC[C@H](CN2C(=O)C1)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12)C(O)=O |r|
Show InChI InChI=1S/C31H31F3N8O4/c1-30(2,29(45)46)40-15-21-8-7-19(14-42(21)23(43)16-40)27-39-24(25-26(35)37-11-12-41(25)27)17-3-5-18(6-4-17)28(44)38-22-13-20(9-10-36-22)31(32,33)34/h3-6,9-13,19,21H,7-8,14-16H2,1-2H3,(H2,35,37)(H,45,46)(H,36,38,44)/t19-,21+/m1/s1
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n/an/a 0.450n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255344
PNG
(US9481682, 94)
Show SMILES CC1(C)C[C@H]2CC[C@@H](CN2C1=O)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12 |r|
Show InChI InChI=1S/C29H28F3N7O2/c1-28(2)14-20-8-7-18(15-39(20)27(28)41)25-37-22(23-24(33)35-11-12-38(23)25)16-3-5-17(6-4-16)26(40)36-21-13-19(9-10-34-21)29(30,31)32/h3-6,9-13,18,20H,7-8,14-15H2,1-2H3,(H2,33,35)(H,34,36,40)/t18-,20+/m0/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255350
PNG
(US9481682, 100)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CC(C)(C)C(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r|
Show InChI InChI=1S/C30H30F3N7O3/c1-29(2)14-19-6-4-17(15-40(19)28(29)42)26-38-23(24-25(34)36-10-11-39(24)26)20-7-5-16(12-21(20)43-3)27(41)37-22-13-18(8-9-35-22)30(31,32)33/h5,7-13,17,19H,4,6,14-15H2,1-3H3,(H2,34,36)(H,35,37,41)/t17-,19+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255361
PNG
(US9481682, 111)
Show SMILES CN1CC[C@H]2CC[C@H](CN2C1=O)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12 |r|
Show InChI InChI=1S/C28H27F3N8O2/c1-37-12-9-20-7-6-18(15-39(20)27(37)41)25-36-22(23-24(32)34-11-13-38(23)25)16-2-4-17(5-3-16)26(40)35-21-14-19(8-10-33-21)28(29,30)31/h2-5,8,10-11,13-14,18,20H,6-7,9,12,15H2,1H3,(H2,32,34)(H,33,35,40)/t18-,20-/m1/s1
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n/an/a 5.20n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255376
PNG
(US9481682, 127)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3C(O)=O)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C28H24F3N7O4/c29-28(30,31)16-7-8-33-20(12-16)35-26(40)14-2-5-18(19(11-14)27(41)42)22-23-24(32)34-9-10-37(23)25(36-22)15-1-3-17-4-6-21(39)38(17)13-15/h2,5,7-12,15,17H,1,3-4,6,13H2,(H2,32,34)(H,41,42)(H,33,35,40)/t15-,17+/m1/s1
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n/an/a 83.5n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255379
PNG
(US9481682, 130)
Show SMILES COc1cc(C(=O)Nc2cc(ccn2)C(F)(F)F)c(F)cc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12 |r|
Show InChI InChI=1S/C28H25F4N7O3/c1-42-20-12-17(27(41)36-21-10-15(6-7-34-21)28(30,31)32)19(29)11-18(20)23-24-25(33)35-8-9-38(24)26(37-23)14-2-3-16-4-5-22(40)39(16)13-14/h6-12,14,16H,2-5,13H2,1H3,(H2,33,35)(H,34,36,41)/t14-,16+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255382
PNG
(US9481682, 133)
Show SMILES CCOc1cc(C(=O)Nc2cc(ccn2)C(F)(F)F)c(F)cc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(Cl)cnc(N)c12 |r|
Show InChI InChI=1S/C29H26ClF4N7O3/c1-2-44-20-11-17(28(43)38-22-9-15(7-8-36-22)29(32,33)34)19(31)10-18(20)24-25-26(35)37-12-21(30)41(25)27(39-24)14-3-4-16-5-6-23(42)40(16)13-14/h7-12,14,16H,2-6,13H2,1H3,(H2,35,37)(H,36,38,43)/t14-,16+/m1/s1
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n/an/a 0.550n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255384
PNG
(US9481682, 135)
Show SMILES CCOc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(Cl)cnc(N)c12)C(=O)Nc1cc(n(C)n1)C(F)(F)F |r|
Show InChI InChI=1S/C28H28ClF3N8O3/c1-3-43-18-10-14(27(42)35-21-11-19(28(30,31)32)38(2)37-21)5-8-17(18)23-24-25(33)34-12-20(29)40(24)26(36-23)15-4-6-16-7-9-22(41)39(16)13-15/h5,8,10-12,15-16H,3-4,6-7,9,13H2,1-2H3,(H2,33,34)(H,35,37,42)/t15-,16+/m1/s1
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n/an/a 0.230n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255386
PNG
(US9481682, 137)
Show SMILES CCOc1cc(C(=O)Nc2cc(ccn2)C2CC2)c(F)cc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12 |r|
Show InChI InChI=1S/C31H32FN7O3/c1-2-42-24-15-21(31(41)36-25-13-18(9-10-34-25)17-3-4-17)23(32)14-22(24)27-28-29(33)35-11-12-38(28)30(37-27)19-5-6-20-7-8-26(40)39(20)16-19/h9-15,17,19-20H,2-8,16H2,1H3,(H2,33,35)(H,34,36,41)/t19-,20+/m1/s1
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n/an/a 2n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255388
PNG
(US9481682, 139)
Show SMILES CC(C)Oc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r|
Show InChI InChI=1S/C30H30F3N7O3/c1-16(2)43-22-13-17(29(42)37-23-14-19(9-10-35-23)30(31,32)33)4-7-21(22)25-26-27(34)36-11-12-39(26)28(38-25)18-3-5-20-6-8-24(41)40(20)15-18/h4,7,9-14,16,18,20H,3,5-6,8,15H2,1-2H3,(H2,34,36)(H,35,37,42)/t18-,20+/m1/s1
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n/an/a 5.70n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255393
PNG
(US9481682, 144)
Show SMILES Nc1ncc(Cl)n2c(nc(-c3ccc(cc3OC3CC3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C30H27ClF3N7O3/c31-22-13-37-27(35)26-25(39-28(41(22)26)16-1-3-18-4-8-24(42)40(18)14-16)20-7-2-15(11-21(20)44-19-5-6-19)29(43)38-23-12-17(9-10-36-23)30(32,33)34/h2,7,9-13,16,18-19H,1,3-6,8,14H2,(H2,35,37)(H,36,38,43)/t16-,18+/m1/s1
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n/an/a 0.5n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255394
PNG
(US9481682, 145)
Show SMILES Cn1nc(NC(=O)c2ccc(-c3nc([C@@H]4CC[C@H]5CCC(=O)N5C4)n4c(Cl)cnc(N)c34)c(OC3CC3)c2)cc1C(F)(F)F |r|
Show InChI InChI=1S/C29H28ClF3N8O3/c1-39-20(29(31,32)33)11-22(38-39)36-28(43)14-3-8-18(19(10-14)44-17-6-7-17)24-25-26(34)35-12-21(30)41(25)27(37-24)15-2-4-16-5-9-23(42)40(16)13-15/h3,8,10-12,15-17H,2,4-7,9,13H2,1H3,(H2,34,35)(H,36,38,43)/t15-,16+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255418
PNG
(US9481682, 169)
Show SMILES CCOc1cc(C(=O)Nc2cc(ccn2)C(F)(F)F)c(F)cc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(F)cnc(N)c12 |r|
Show InChI InChI=1S/C29H26F5N7O3/c1-2-44-20-11-17(28(43)38-22-9-15(7-8-36-22)29(32,33)34)19(30)10-18(20)24-25-26(35)37-12-21(31)41(25)27(39-24)14-3-4-16-5-6-23(42)40(16)13-14/h7-12,14,16H,2-6,13H2,1H3,(H2,35,37)(H,36,38,43)/t14-,16+/m1/s1
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n/an/a 3.70n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255419
PNG
(US9481682, 170)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc([nH]n3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255442
PNG
(US9481682, 193)
Show SMILES Nc1nccn2c(nc(-c3cc(F)c(cc3Cl)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H22ClF4N7O2/c28-18-10-17(26(41)36-20-9-14(5-6-34-20)27(30,31)32)19(29)11-16(18)22-23-24(33)35-7-8-38(23)25(37-22)13-1-2-15-3-4-21(40)39(15)12-13/h5-11,13,15H,1-4,12H2,(H2,33,35)(H,34,36,41)/t13-,15+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255447
PNG
(US9481682, 198)
Show SMILES Cc1cc(C(=O)Nc2cc(ccn2)C(F)(F)F)c(F)cc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12 |r|
Show InChI InChI=1S/C28H25F4N7O2/c1-14-10-19(27(41)36-21-11-16(6-7-34-21)28(30,31)32)20(29)12-18(14)23-24-25(33)35-8-9-38(24)26(37-23)15-2-3-17-4-5-22(40)39(17)13-15/h6-12,15,17H,2-5,13H2,1H3,(H2,33,35)(H,34,36,41)/t15-,17+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255453
PNG
(US9481682, 204)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3OCCC#C)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C31H28F3N7O3/c1-2-3-14-44-23-15-18(30(43)38-24-16-20(10-11-36-24)31(32,33)34)5-8-22(23)26-27-28(35)37-12-13-40(27)29(39-26)19-4-6-21-7-9-25(42)41(21)17-19/h1,5,8,10-13,15-16,19,21H,3-4,6-7,9,14,17H2,(H2,35,37)(H,36,38,43)/t19-,21+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255454
PNG
(US9481682, 205)
Show SMILES CCOc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(C)cnc(N)c12)C(=O)Nc1cc(n(C)n1)C(F)(F)F |r|
Show InChI InChI=1S/C29H31F3N8O3/c1-4-43-20-11-16(28(42)35-22-12-21(29(30,31)32)38(3)37-22)6-9-19(20)24-25-26(33)34-13-15(2)40(25)27(36-24)17-5-7-18-8-10-23(41)39(18)14-17/h6,9,11-13,17-18H,4-5,7-8,10,14H2,1-3H3,(H2,33,34)(H,35,37,42)/t17-,18+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255462
PNG
(US9481682, 213)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(cnc(N)c12)C(F)(F)F)C(=O)Nc1cc(ccn1)C(F)(F)F |r|
Show InChI InChI=1S/C29H25F6N7O3/c1-45-19-10-14(27(44)39-21-11-16(8-9-37-21)28(30,31)32)3-6-18(19)23-24-25(36)38-12-20(29(33,34)35)42(24)26(40-23)15-2-4-17-5-7-22(43)41(17)13-15/h3,6,8-12,15,17H,2,4-5,7,13H2,1H3,(H2,36,38)(H,37,39,44)/t15-,17+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255463
PNG
(US9481682, 214)
Show SMILES Cc1cc(cc(F)c1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r,wU:11.11,wD:14.20,(.87,-.84,;-.22,.25,;.18,1.73,;-.91,2.82,;-2.4,2.42,;-2.8,.94,;-4.28,1.33,;-1.71,-.15,;-2.1,-1.64,;-1.2,-2.89,;-2.1,-4.13,;-1.71,-5.62,;-2.8,-6.71,;-2.4,-8.2,;-.91,-8.6,;-.21,-9.97,;1.31,-9.73,;1.55,-8.21,;2.89,-7.44,;.18,-7.51,;-.22,-6.02,;-3.57,-3.66,;-4.9,-4.43,;-6.24,-3.66,;-6.24,-2.12,;-4.9,-1.35,;-4.9,.19,;-3.57,-2.12,;-.51,4.31,;-1.6,5.4,;.98,4.71,;1.38,6.2,;2.86,6.59,;3.26,8.08,;2.17,9.17,;.69,8.77,;.29,7.28,;4.75,8.48,;5.84,7.39,;6.24,8.88,;5.15,9.97,)|
Show InChI InChI=1S/C28H25F4N7O2/c1-14-10-16(27(41)36-20-12-17(6-7-34-20)28(30,31)32)11-19(29)22(14)23-24-25(33)35-8-9-38(24)26(37-23)15-2-3-18-4-5-21(40)39(18)13-15/h6-12,15,18H,2-5,13H2,1H3,(H2,33,35)(H,34,36,41)/t15-,18+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255471
PNG
(US9481682, 10)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H24F3N7O2/c28-27(29,30)18-9-10-32-20(13-18)34-26(39)16-3-1-15(2-4-16)22-23-24(31)33-11-12-36(23)25(35-22)17-5-6-19-7-8-21(38)37(19)14-17/h1-4,9-13,17,19H,5-8,14H2,(H2,31,33)(H,32,34,39)/t17-,19-/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255264
PNG
(US9481682, 13)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@H]1CC[C@@H]2COC(=O)N2C1 |r|
Show InChI InChI=1S/C26H21F4N7O3/c27-18-9-13(24(38)34-19-10-15(5-6-32-19)26(28,29)30)2-4-17(18)20-21-22(31)33-7-8-36(21)23(35-20)14-1-3-16-12-40-25(39)37(16)11-14/h2,4-10,14,16H,1,3,11-12H2,(H2,31,33)(H,32,34,38)/t14-,16+/m0/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255265
PNG
(US9481682, 14)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(ccn3)C(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H24F3N7O2/c28-19-11-15(27(39)34-20-12-14(24(29)30)7-8-32-20)2-5-18(19)22-23-25(31)33-9-10-36(23)26(35-22)16-1-3-17-4-6-21(38)37(17)13-16/h2,5,7-12,16-17,24H,1,3-4,6,13H2,(H2,31,33)(H,32,34,39)/t16-,17+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255266
PNG
(US9481682, 15)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(ccn3)C#N)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H23FN8O2/c28-20-12-16(27(38)33-21-11-15(13-29)7-8-31-21)2-5-19(20)23-24-25(30)32-9-10-35(24)26(34-23)17-1-3-18-4-6-22(37)36(18)14-17/h2,5,7-12,17-18H,1,3-4,6,14H2,(H2,30,32)(H,31,33,38)/t17-,18+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255270
PNG
(US9481682, 19)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C3CC3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C29H29N7O2/c30-27-26-25(34-28(35(26)14-13-32-27)21-7-8-22-9-10-24(37)36(22)16-21)18-3-5-19(6-4-18)29(38)33-23-15-20(11-12-31-23)17-1-2-17/h3-6,11-15,17,21-22H,1-2,7-10,16H2,(H2,30,32)(H,31,33,38)/t21-,22+/m1/s1
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n/an/a 0.180n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255273
PNG
(US9481682, 22)
Show SMILES Cc1cc(ccc1C(=O)Nc1cc(ccn1)C(F)(F)F)-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12 |r|
Show InChI InChI=1S/C28H26F3N7O2/c1-15-12-16(3-6-20(15)27(40)35-21-13-18(8-9-33-21)28(29,30)31)23-24-25(32)34-10-11-37(24)26(36-23)17-2-4-19-5-7-22(39)38(19)14-17/h3,6,8-13,17,19H,2,4-5,7,14H2,1H3,(H2,32,34)(H,33,35,40)/t17-,19+/m1/s1
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US Patent
n/an/a 0.410n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255274
PNG
(US9481682, 23)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H23F4N7O2/c28-19-11-14(26(40)35-20-12-16(7-8-33-20)27(29,30)31)2-5-18(19)22-23-24(32)34-9-10-37(23)25(36-22)15-1-3-17-4-6-21(39)38(17)13-15/h2,5,7-12,15,17H,1,3-4,6,13H2,(H2,32,34)(H,33,35,40)/t15-,17+/m1/s1
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n/an/a 0.110n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255283
PNG
(US9481682, 32)
Show SMILES C[C@H]1OC(=O)N2C[C@@H](CC[C@@H]12)c1nc(-c2ccc(cc2F)C(=O)Nc2cc(ccn2)C2CC2)c2c(N)nccn12 |r|
Show InChI InChI=1S/C29H28FN7O3/c1-15-22-7-5-19(14-37(22)29(39)40-15)27-35-24(25-26(31)33-10-11-36(25)27)20-6-4-18(12-21(20)30)28(38)34-23-13-17(8-9-32-23)16-2-3-16/h4,6,8-13,15-16,19,22H,2-3,5,7,14H2,1H3,(H2,31,33)(H,32,34,38)/t15-,19-,22+/m1/s1
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n/an/a 0.210n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255289
PNG
(US9481682, 38)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C1CC1 |r|
Show InChI InChI=1S/C30H31N7O3/c1-40-23-14-19(30(39)34-24-15-18(10-11-32-24)17-2-3-17)5-8-22(23)26-27-28(31)33-12-13-36(27)29(35-26)20-4-6-21-7-9-25(38)37(21)16-20/h5,8,10-15,17,20-21H,2-4,6-7,9,16H2,1H3,(H2,31,33)(H,32,34,39)/t20-,21+/m1/s1
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n/an/a 1.90n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255296
PNG
(US9481682, 45)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCCC(=O)N2C1 |r|
Show InChI InChI=1S/C28H25F4N7O2/c29-20-12-15(27(41)36-21-13-17(8-9-34-21)28(30,31)32)5-7-19(20)23-24-25(33)35-10-11-38(24)26(37-23)16-4-6-18-2-1-3-22(40)39(18)14-16/h5,7-13,16,18H,1-4,6,14H2,(H2,33,35)(H,34,36,41)/t16-,18-/m1/s1
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n/an/a 1.70n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255300
PNG
(US9481682, 49)
Show SMILES C[C@H]1OC(=O)N2C[C@@H](CC[C@@H]12)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12 |r|
Show InChI InChI=1S/C27H24F3N7O3/c1-14-19-7-6-17(13-37(19)26(39)40-14)24-35-21(22-23(31)33-10-11-36(22)24)15-2-4-16(5-3-15)25(38)34-20-12-18(8-9-32-20)27(28,29)30/h2-5,8-12,14,17,19H,6-7,13H2,1H3,(H2,31,33)(H,32,34,38)/t14-,17-,19+/m1/s1
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n/an/a 0.110n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255317
PNG
(US9481682, 66)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CN(CCO)CC(=O)N2C1 |r|
Show InChI InChI=1S/C29H29F3N8O3/c30-29(31,32)20-7-8-34-22(13-20)36-28(43)18-3-1-17(2-4-18)24-25-26(33)35-9-10-39(25)27(37-24)19-5-6-21-15-38(11-12-41)16-23(42)40(21)14-19/h1-4,7-10,13,19,21,41H,5-6,11-12,14-16H2,(H2,33,35)(H,34,36,43)/t19-,21+/m1/s1
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n/an/a 0.130n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255321
PNG
(US9481682, 70)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3OCc3ccccc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C34H30F3N7O3/c35-34(36,37)23-12-13-39-27(17-23)41-33(46)21-7-10-25(26(16-21)47-19-20-4-2-1-3-5-20)29-30-31(38)40-14-15-43(30)32(42-29)22-6-8-24-9-11-28(45)44(24)18-22/h1-5,7,10,12-17,22,24H,6,8-9,11,18-19H2,(H2,38,40)(H,39,41,46)/t22-,24+/m1/s1
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n/an/a 10.7n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255323
PNG
(US9481682, 72)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@@H]2CC(O)C(=O)N2C1 |r|
Show InChI InChI=1S/C27H24F3N7O3/c28-27(29,30)17-7-8-32-20(11-17)34-25(39)15-3-1-14(2-4-15)21-22-23(31)33-9-10-36(22)24(35-21)16-5-6-18-12-19(38)26(40)37(18)13-16/h1-4,7-11,16,18-19,38H,5-6,12-13H2,(H2,31,33)(H,32,34,39)/t16-,18-,19?/m1/s1
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n/an/a 0.450n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255338
PNG
(US9481682, 116 | US9481682, 88)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r|
Show InChI InChI=1S/C28H26F3N7O3/c1-41-20-12-15(27(40)35-21-13-17(8-9-33-21)28(29,30)31)3-6-19(20)23-24-25(32)34-10-11-37(24)26(36-23)16-2-4-18-5-7-22(39)38(18)14-16/h3,6,8-13,16,18H,2,4-5,7,14H2,1H3,(H2,32,34)(H,33,35,40)/t16-,18+/m1/s1
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n/an/a 0.190n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair		3D
3D Structure (crystal)
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255349
PNG
(US9481682, 99)
Show SMILES COC(C)c1ccnc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3ccnc(N)c23)c1 |r|
Show InChI InChI=1S/C29H31N7O3/c1-17(39-2)20-11-12-31-23(15-20)33-29(38)19-5-3-18(4-6-19)25-26-27(30)32-13-14-35(26)28(34-25)21-7-8-22-9-10-24(37)36(22)16-21/h3-6,11-15,17,21-22H,7-10,16H2,1-2H3,(H2,30,32)(H,31,33,38)/t17?,21-,22+/m1/s1
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n/an/a 1.5n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255355
PNG
(US9481682, 105)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CN(CC(=O)N2C1)C(=O)c1ccccc1 |r|
Show InChI InChI=1S/C34H29F3N8O3/c35-34(36,37)24-12-13-39-26(16-24)41-32(47)21-8-6-20(7-9-21)28-29-30(38)40-14-15-44(29)31(42-28)23-10-11-25-18-43(19-27(46)45(25)17-23)33(48)22-4-2-1-3-5-22/h1-9,12-16,23,25H,10-11,17-19H2,(H2,38,40)(H,39,41,47)/t23-,25+/m1/s1
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n/an/a 0.230n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255363
PNG
(US9481682, 113)
Show SMILES CCOc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CC(C)(C)C(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r|
Show InChI InChI=1S/C31H32F3N7O3/c1-4-44-22-13-17(28(42)38-23-14-19(9-10-36-23)31(32,33)34)6-8-21(22)24-25-26(35)37-11-12-40(25)27(39-24)18-5-7-20-15-30(2,3)29(43)41(20)16-18/h6,8-14,18,20H,4-5,7,15-16H2,1-3H3,(H2,35,37)(H,36,38,42)/t18-,20+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255377
PNG
(US9481682, 128)
Show SMILES CCOc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(Cl)cnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r|
Show InChI InChI=1S/C29H27ClF3N7O3/c1-2-43-20-11-15(28(42)37-22-12-17(9-10-35-22)29(31,32)33)4-7-19(20)24-25-26(34)36-13-21(30)40(25)27(38-24)16-3-5-18-6-8-23(41)39(18)14-16/h4,7,9-13,16,18H,2-3,5-6,8,14H2,1H3,(H2,34,36)(H,35,37,42)/t16-,18+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255378
PNG
(US9481682, 129)
Show SMILES COc1cccc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3ccnc(N)c23)n1 |r|
Show InChI InChI=1S/C27H27N7O3/c1-37-21-4-2-3-20(30-21)31-27(36)17-7-5-16(6-8-17)23-24-25(28)29-13-14-33(24)26(32-23)18-9-10-19-11-12-22(35)34(19)15-18/h2-8,13-14,18-19H,9-12,15H2,1H3,(H2,28,29)(H,30,31,36)/t18-,19+/m1/s1
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n/an/a 81.2n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255395
PNG
(US9481682, 146)
Show SMILES Cn1nc(NC(=O)c2ccc(-c3nc([C@@H]4CC[C@H]5CCC(=O)N5C4)n4ccnc(N)c34)c(OC3CC3)c2)cc1C(F)(F)F |r|
Show InChI InChI=1S/C29H29F3N8O3/c1-38-21(29(30,31)32)13-22(37-38)35-28(42)15-3-8-19(20(12-15)43-18-6-7-18)24-25-26(33)34-10-11-39(25)27(36-24)16-2-4-17-5-9-23(41)40(17)14-16/h3,8,10-13,16-18H,2,4-7,9,14H2,1H3,(H2,33,34)(H,35,37,42)/t16-,17+/m1/s1
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MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255400
PNG
(US9481682, 151)
Show SMILES CCOc1cc(C(=O)Nc2cc(ccn2)C(F)(F)F)c(F)cc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12 |r|
Show InChI InChI=1S/C29H27F4N7O3/c1-2-43-21-13-18(28(42)37-22-11-16(7-8-35-22)29(31,32)33)20(30)12-19(21)24-25-26(34)36-9-10-39(25)27(38-24)15-3-4-17-5-6-23(41)40(17)14-15/h7-13,15,17H,2-6,14H2,1H3,(H2,34,36)(H,35,37,42)/t15-,17+/m1/s1
PDB
MMDB

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UniProtKB/SwissProt

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PC cid
PC sid
UniChem
US Patent
n/an/a 0.75n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255403
PNG
(US9481682, 154)
Show SMILES Cc1cnc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3c(Cl)cnc(N)c23)s1 |r|
Show InChI InChI=1S/C25H24ClN7O2S/c1-13-10-29-25(36-13)31-24(35)15-4-2-14(3-5-15)20-21-22(27)28-11-18(26)33(21)23(30-20)16-6-7-17-8-9-19(34)32(17)12-16/h2-5,10-11,16-17H,6-9,12H2,1H3,(H2,27,28)(H,29,31,35)/t16-,17+/m1/s1
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 0.810n/an/an/an/an/an/a



MERCK SHARP & DOHME CORP.

US Patent


Assay Description
BTK enzymatic activity was determined with the LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance energy transfer) assay...

US Patent US9481682 (2016)


BindingDB Entry DOI: 10.7270/Q2959GGM
More data for this
Ligand-Target Pair
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* indicates data uncertainty>20%