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Compile Data Set for Download or QSAR

Found 2107 hits with Last Name = 'boga' and Initial = 'sb'   
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))		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))		BDBM358907
PNG
((6R,8aS)-6-(8-amino-1- {4-[(1R)-1-(3- cyclopropylp...)
Show SMILES C[C@@](O)(c1ccc(cc1)-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)c1cccc(c1)C1CC1 |r|
Show InChI InChI=1S/C31H33N5O2/c1-31(38,24-4-2-3-21(17-24)19-5-6-19)23-10-7-20(8-11-23)27-28-29(32)33-15-16-35(28)30(34-27)22-9-12-25-13-14-26(37)36(25)18-22/h2-4,7-8,10-11,15-17,19,22,25,38H,5-6,9,12-14,18H2,1H3,(H2,32,33)/t22-,25+,31-/m1/s1
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n/an/a 0.0700n/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM359027
PNG
((6R,8aS)-6-[8-amino-1- (4-{1-[3-(2,2- difluorocycl...)
Show SMILES CC(O)(c1ccc(cc1)-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)c1cccc(c1)C1CC1(F)F |r|
Show InChI InChI=1S/C31H31F2N5O2/c1-30(40,22-4-2-3-19(15-22)24-16-31(24,32)33)21-8-5-18(6-9-21)26-27-28(34)35-13-14-37(27)29(36-26)20-7-10-23-11-12-25(39)38(23)17-20/h2-6,8-9,13-15,20,23-24,40H,7,10-12,16-17H2,1H3,(H2,34,35)/t20-,23+,24?,30?/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM374600
PNG
(2-{3-[3-amino-7-(1-methyl-1H-pyrazol-4-yl)-1H-inda...)
Show SMILES Cn1cc(cn1)-c1cc(cc2c(N)n[nH]c12)-c1cccc(c1CO)-n1ncc2cc(cc(F)c2c1=O)C(C)(C)C
Show InChI InChI=1S/C30H28FN7O2/c1-30(2,3)19-8-17-12-34-38(29(40)26(17)24(31)11-19)25-7-5-6-20(23(25)15-39)16-9-21(18-13-33-37(4)14-18)27-22(10-16)28(32)36-35-27/h5-14,39H,15H2,1-4H3,(H3,32,35,36)
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n/an/a 0.0730n/an/an/an/an/an/a



St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255342
PNG
(US9481682, 92)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCOC(=O)N2C1 |r|
Show InChI InChI=1S/C27H24F3N7O3/c28-27(29,30)18-7-9-32-20(13-18)34-25(38)16-3-1-15(2-4-16)21-22-23(31)33-10-11-36(22)24(35-21)17-5-6-19-8-12-40-26(39)37(19)14-17/h1-4,7,9-11,13,17,19H,5-6,8,12,14H2,(H2,31,33)(H,32,34,38)/t17-,19+/m1/s1
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n/an/a 0.0750n/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))		BDBM255319
PNG
(US9481682, 68)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2C[C@H](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 0.0810n/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))		BDBM255263
PNG
(US9481682, 12)
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+/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))		BDBM255316
PNG
(US9481682, 65)
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-/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))		BDBM255334
PNG
(US9481682, 83)
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 0.0920n/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))		BDBM255295
PNG
(US9481682, 44)
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-/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))		BDBM374617
PNG
(US10246457, Example 26)
Show SMILES COCCn1cc(cn1)-c1cc(cc2c(N)n[nH]c12)-c1cccc(c1CO)-n1ncc2cc(cc(F)c2c1=O)C(C)(C)C
Show InChI InChI=1S/C32H32FN7O3/c1-32(2,3)21-10-19-14-36-40(31(42)28(19)26(33)13-21)27-7-5-6-22(25(27)17-41)18-11-23(29-24(12-18)30(34)38-37-29)20-15-35-39(16-20)8-9-43-4/h5-7,10-16,41H,8-9,17H2,1-4H3,(H3,34,37,38)
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St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255282
PNG
(US9481682, 31)
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+/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))		BDBM267873
PNG
(4-(8-amino-3-{(3R)-1-[(3-methyloxetan-3-yl)carbony...)
Show SMILES CC(=O)N1CCC[C@H](C1)c1nc(-c2ccc(cc2F)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12 |r|
Show InChI InChI=1S/C26H23F4N7O2/c1-14(38)36-9-2-3-16(13-36)24-35-21(22-23(31)33-8-10-37(22)24)18-5-4-15(11-19(18)27)25(39)34-20-12-17(6-7-32-20)26(28,29)30/h4-8,10-12,16H,2-3,9,13H2,1H3,(H2,31,33)(H,32,34,39)/t16-/m1/s1
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Department of Early Development and Discovery Sciences, MRL, Merck& Co., Inc., 126 East Lincoln Avenue, Rahway, NJ 07065, USA. Electronic address: sobhana.babu.boga@merck.com.

Curated by ChEMBL


Assay Description
Inhibition of recombinant full-length His6-tagged BTK (unknown origin) expressed in baculovirus infected Sf9 cells using biotinylated A5 peptide as s...

Bioorg Med Chem Lett 27: 3939-3943 (2017)


Article DOI: 10.1016/j.bmcl.2017.03.040
BindingDB Entry DOI: 10.7270/Q2959M2W
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM288531
PNG
((1R,3R,5S,6r)-3-[8- amino-1-(4-{[4- (trifluorometh...)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1C[C@H]2[C@@H](C1)[C@@H]2C(O)=O |r|
Show InChI InChI=1S/C26H21F3N6O3/c27-26(28,29)15-5-6-31-18(11-15)33-24(36)13-3-1-12(2-4-13)20-21-22(30)32-7-8-35(21)23(34-20)14-9-16-17(10-14)19(16)25(37)38/h1-8,11,14,16-17,19H,9-10H2,(H2,30,32)(H,37,38)(H,31,33,36)/t14-,16+,17-,19-
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Merck & Co Inc

Curated by ChEMBL


Assay Description
Inhibition of 6-His-tagged recombinant full length BTK (unknown origin) expressed in baculovirus-transfected Sf9 cells using Biotin-EQEDEPEGDYFEWLE-N...

Bioorg Med Chem Lett 27: 1471-1477 (2017)


Article DOI: 10.1016/j.bmcl.2016.11.079
BindingDB Entry DOI: 10.7270/Q20867K5
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM50233382
PNG
(CHEMBL4074833)
Show SMILES C[C@@]1(CCC[C@](C)(C1)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12)C(O)=O |r|
Show InChI InChI=1S/C28H27F3N6O3/c1-26(9-3-10-27(2,15-26)25(39)40)24-36-20(21-22(32)34-12-13-37(21)24)16-4-6-17(7-5-16)23(38)35-19-14-18(8-11-33-19)28(29,30)31/h4-8,11-14H,3,9-10,15H2,1-2H3,(H2,32,34)(H,39,40)(H,33,35,38)/t26-,27+/m1/s1
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Article
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n/an/a 0.100n/an/an/an/an/an/a



Merck & Co Inc

Curated by ChEMBL


Assay Description
Inhibition of 6-His-tagged recombinant full length BTK (unknown origin) expressed in baculovirus-transfected Sf9 cells using Biotin-EQEDEPEGDYFEWLE-N...

Bioorg Med Chem Lett 27: 1471-1477 (2017)


Article DOI: 10.1016/j.bmcl.2016.11.079
BindingDB Entry DOI: 10.7270/Q20867K5
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255256
PNG
(US9481682, 4)
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))		BDBM359027
PNG
((6R,8aS)-6-[8-amino-1- (4-{1-[3-(2,2- difluorocycl...)
Show SMILES CC(O)(c1ccc(cc1)-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)c1cccc(c1)C1CC1(F)F |r|
Show InChI InChI=1S/C31H31F2N5O2/c1-30(40,22-4-2-3-19(15-22)24-16-31(24,32)33)21-8-5-18(6-9-21)26-27-28(34)35-13-14-37(27)29(36-26)20-7-10-23-11-12-25(39)38(23)17-20/h2-6,8-9,13-15,20,23-24,40H,7,10-12,16-17H2,1H3,(H2,34,35)/t20-,23+,24?,30?/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM359045
PNG
((6R,8aS)-6-[8-amino-1- (4-{(1R)-1-[3- (difluoromet...)
Show SMILES C[C@@](O)(c1ccc(cc1)-c1nc([C@@H]2CC[C@@H]3N(C2)C(=O)CC3(C)C)n2ccnc(N)c12)c1cccc(c1)C(F)F |r|
Show InChI InChI=1S/C31H33F2N5O2/c1-30(2)16-24(39)38-17-20(9-12-23(30)38)29-36-25(26-28(34)35-13-14-37(26)29)18-7-10-21(11-8-18)31(3,40)22-6-4-5-19(15-22)27(32)33/h4-8,10-11,13-15,20,23,27,40H,9,12,16-17H2,1-3H3,(H2,34,35)/t20-,23+,31-/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM288463
PNG
(4-(8-amino-1-(2- fluoro-4-((4- (trifluoromethyl) p...)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)C12C3C4C1C1C2C3C41C(O)=O |(-5.29,2.33,;-5.68,.84,;-7.19,.52,;-7.67,-.95,;-6.64,-2.09,;-5.13,-1.77,;-3.88,-2.68,;-2.64,-1.77,;-3.11,-.31,;-2.34,1.03,;-3.11,2.36,;-2.34,3.69,;-.8,3.69,;-.03,2.36,;-.8,1.03,;-.03,-.31,;-.03,5.03,;-.8,6.36,;1.51,5.03,;2.28,6.36,;3.82,6.36,;4.59,7.7,;3.82,9.03,;2.28,9.03,;1.51,7.7,;6.13,7.7,;6.9,9.03,;6.9,6.36,;7.67,7.7,;-4.65,-.31,;-3.88,-4.22,;-2.4,-4.61,;-1.63,-5.95,;-3.11,-5.55,;-4.45,-6.32,;-5.22,-4.99,;-3.73,-5.38,;-2.96,-6.72,;-2.96,-8.26,;-4.3,-9.03,;-1.63,-9.03,)|
Show InChI InChI=1S/C28H18F4N6O3/c29-12-7-9(23(39)36-13-8-10(3-4-34-13)28(30,31)32)1-2-11(12)20-21-22(33)35-5-6-38(21)24(37-20)26-14-17-15(26)19-16(26)18(14)27(17,19)25(40)41/h1-8,14-19H,(H2,33,35)(H,40,41)(H,34,36,39)
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Merck & Co Inc

Curated by ChEMBL


Assay Description
Inhibition of 6-His-tagged recombinant full length BTK (unknown origin) expressed in baculovirus-transfected Sf9 cells using Biotin-EQEDEPEGDYFEWLE-N...

Bioorg Med Chem Lett 27: 1471-1477 (2017)


Article DOI: 10.1016/j.bmcl.2016.11.079
BindingDB Entry DOI: 10.7270/Q20867K5
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM374613
PNG
(US10246457, Example 22)
Show SMILES CC(C)(C)c1cc(F)c2c(cnn(-c3cccc(-c4cc(-c5ccccn5)c5[nH]nc(N)c5c4)c3CO)c2=O)c1
Show InChI InChI=1S/C31H27FN6O2/c1-31(2,3)19-11-18-15-35-38(30(40)27(18)24(32)14-19)26-9-6-7-20(23(26)16-39)17-12-21(25-8-4-5-10-34-25)28-22(13-17)29(33)37-36-28/h4-15,39H,16H2,1-3H3,(H3,33,36,37)
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St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
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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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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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))		BDBM358952
PNG
((6R,8aS)-6-(8-amino-1- {4-[(1R)-1-(3- cyclobutylph...)
Show SMILES C[C@@](O)(c1ccc(cc1)-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)c1cccc(c1)C1CCC1 |r|
Show InChI InChI=1S/C32H35N5O2/c1-32(39,25-7-3-6-22(18-25)20-4-2-5-20)24-11-8-21(9-12-24)28-29-30(33)34-16-17-36(29)31(35-28)23-10-13-26-14-15-27(38)37(26)19-23/h3,6-9,11-12,16-18,20,23,26,39H,2,4-5,10,13-15,19H2,1H3,(H2,33,34)/t23-,26+,32-/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255290
PNG
(US9481682, 39)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2COCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H23F4N7O3/c28-19-9-14(26(40)35-20-10-16(5-6-33-20)27(29,30)31)2-4-18(19)22-23-24(32)34-7-8-37(23)25(36-22)15-1-3-17-12-41-13-21(39)38(17)11-15/h2,4-10,15,17H,1,3,11-13H2,(H2,32,34)(H,33,35,40)/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))		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))		BDBM358985
PNG
((6R,8aS)-6-(8-amino-5- chloro-1-{4-[(1R)-1-(3- cyc...)
Show SMILES C[C@@](O)(c1ccc(cc1)-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(Cl)cnc(N)c12)c1cccc(c1)C1CC1 |r|
Show InChI InChI=1S/C31H32ClN5O2/c1-31(39,23-4-2-3-20(15-23)18-5-6-18)22-10-7-19(8-11-22)27-28-29(33)34-16-25(32)37(28)30(35-27)21-9-12-24-13-14-26(38)36(24)17-21/h2-4,7-8,10-11,15-16,18,21,24,39H,5-6,9,12-14,17H2,1H3,(H2,33,34)/t21-,24+,31-/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM374609
PNG
(US10246457, Example 18)
Show SMILES Cn1cc(cn1)-c1cc(cc2c(N)n[nH]c12)-c1cccc(NC(=O)c2cc3CCCCc3s2)c1CO
Show InChI InChI=1S/C27H26N6O2S/c1-33-13-17(12-29-33)19-9-16(10-20-25(19)31-32-26(20)28)18-6-4-7-22(21(18)14-34)30-27(35)24-11-15-5-2-3-8-23(15)36-24/h4,6-7,9-13,34H,2-3,5,8,14H2,1H3,(H,30,35)(H3,28,31,32)
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St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM288560
PNG
(4-[8-amino-1-(4-{[4- (trifluoromethyl) pyridin-2- ...)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)C12CCC(CC1)(CC2)C(O)=O
Show InChI InChI=1S/C28H25F3N6O3/c29-28(30,31)18-5-12-33-19(15-18)35-23(38)17-3-1-16(2-4-17)20-21-22(32)34-13-14-37(21)24(36-20)26-6-9-27(10-7-26,11-8-26)25(39)40/h1-5,12-15H,6-11H2,(H2,32,34)(H,39,40)(H,33,35,38)
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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 US10087188 (2018)


BindingDB Entry DOI: 10.7270/Q2GF0WJC
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255294
PNG
(US9481682, 43)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(OC4CC4)ccn3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C29H28FN7O3/c30-22-13-16(29(39)34-23-14-20(9-10-32-23)40-19-5-6-19)2-7-21(22)25-26-27(31)33-11-12-36(26)28(35-25)17-1-3-18-4-8-24(38)37(18)15-17/h2,7,9-14,17-19H,1,3-6,8,15H2,(H2,31,33)(H,32,34,39)/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))		BDBM255339
PNG
(US9481682, 89)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3[C@@H](C)OC(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r|
Show InChI InChI=1S/C28H26F3N7O4/c1-14-19-6-4-16(13-38(19)27(40)42-14)25-36-22(23-24(32)34-9-10-37(23)25)18-5-3-15(11-20(18)41-2)26(39)35-21-12-17(7-8-33-21)28(29,30)31/h3,5,7-12,14,16,19H,4,6,13H2,1-2H3,(H2,32,34)(H,33,35,39)/t14-,16-,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))		BDBM255310
PNG
(US9481682, 59)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2C[C@@H](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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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))		BDBM255328
PNG
(US9481682, 77)
Show SMILES C[C@H]1OC[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/C28H26F3N7O3/c1-15-27(40)38-13-18(6-7-20(38)14-41-15)25-36-22(23-24(32)34-10-11-37(23)25)16-2-4-17(5-3-16)26(39)35-21-12-19(8-9-33-21)28(29,30)31/h2-5,8-12,15,18,20H,6-7,13-14H2,1H3,(H2,32,34)(H,33,35,39)/t15-,18-,20+/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))		BDBM255303
PNG
(US9481682, 52)
Show SMILES CC1(C)OC(=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/C28H26F3N7O3/c1-27(2)19-8-7-17(14-38(19)26(40)41-27)24-36-21(22-23(32)34-11-12-37(22)24)15-3-5-16(6-4-15)25(39)35-20-13-18(9-10-33-20)28(29,30)31/h3-6,9-13,17,19H,7-8,14H2,1-2H3,(H2,32,34)(H,33,35,39)/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))		BDBM374592
PNG
(3-amino-5-[3-(6-tert-butyl-8-fluoro-1-oxophthalazi...)
Show SMILES CC(C)(C)c1cc(F)c2c(cnn(-c3cccc(-c4cc(C(O)=O)c5[nH]nc(N)c5c4)c3CO)c2=O)c1
Show InChI InChI=1S/C27H24FN5O4/c1-27(2,3)15-7-14-11-30-33(25(35)22(14)20(28)10-15)21-6-4-5-16(19(21)12-34)13-8-17-23(31-32-24(17)29)18(9-13)26(36)37/h4-11,34H,12H2,1-3H3,(H,36,37)(H3,29,31,32)
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St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
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))		BDBM255299
PNG
(US9481682, 48)
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-/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))		BDBM359002
PNG
((6R,8aS)-6-[8-amino-5- chloro-1-(4-{(1R)-1-[3- (di...)
Show SMILES C[C@@](O)(c1ccc(cc1)-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(Cl)cnc(N)c12)c1cccc(c1)C(F)F |r|
Show InChI InChI=1S/C29H28ClF2N5O2/c1-29(39,20-4-2-3-17(13-20)26(31)32)19-8-5-16(6-9-19)24-25-27(33)34-14-22(30)37(25)28(35-24)18-7-10-21-11-12-23(38)36(21)15-18/h2-6,8-9,13-14,18,21,26,39H,7,10-12,15H2,1H3,(H2,33,34)/t18-,21+,29-/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM374597
PNG
(2-[3-{3-amino-7-[1-(1-methylethyl)-1H-pyrazol-4-yl...)
Show SMILES CC(C)n1cc(cn1)-c1cc(cc2c(N)n[nH]c12)-c1cccc(c1CO)-n1ncc2cc(cc(F)c2c1=O)C(C)(C)C
Show InChI InChI=1S/C32H32FN7O2/c1-17(2)39-15-20(14-35-39)23-10-18(11-24-29(23)37-38-30(24)34)22-7-6-8-27(25(22)16-41)40-31(42)28-19(13-36-40)9-21(12-26(28)33)32(3,4)5/h6-15,17,41H,16H2,1-5H3,(H3,34,37,38)
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St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM358961
PNG
((6R,8aS)-6-(8-amino-1- (4-[(1R)-1-(3- ethylphenyl)...)
Show SMILES CCc1cccc(c1)[C@](C)(O)c1ccc(cc1)-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12 |r|
Show InChI InChI=1S/C30H33N5O2/c1-3-19-5-4-6-23(17-19)30(2,37)22-10-7-20(8-11-22)26-27-28(31)32-15-16-34(27)29(33-26)21-9-12-24-13-14-25(36)35(24)18-21/h4-8,10-11,15-17,21,24,37H,3,9,12-14,18H2,1-2H3,(H2,31,32)/t21-,24+,30-/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM50558092
PNG
(CHEMBL4784814)
Show SMILES C[C@H](O)C(=O)N1C[C@@H](CC[C@@H]1C)c1nc(-c2ccc(cc2F)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12 |r|
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TBA

Assay Description
Reversible inhibition of recombinant full length BTK (unknown origin) baculovirus infected Sf9 cells using biotinylated EQEDEPEGDYFEWLE-NH2 peptide a...

Citation and Details

Article DOI: 10.1021/acsmedchemlett.5b00463
BindingDB Entry DOI: 10.7270/Q25B065B
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM374594
PNG
(3-amino-5-[3-(6-tert-butyl-8-fluoro-1-oxophthalazi...)
Show SMILES CC(C)(C)c1cc(F)c2c(cnn(-c3cccc(-c4cc(C(N)=O)c5[nH]nc(N)c5c4)c3CO)c2=O)c1
Show InChI InChI=1S/C27H25FN6O3/c1-27(2,3)15-7-14-11-31-34(26(37)22(14)20(28)10-15)21-6-4-5-16(19(21)12-35)13-8-17-23(32-33-24(17)29)18(9-13)25(30)36/h4-11,35H,12H2,1-3H3,(H2,30,36)(H3,29,32,33)
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St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM374602
PNG
(3-amino-5-[3-(6-tert-butyl-8-fluoro-1-oxophthalazi...)
Show SMILES CNC(=O)c1cc(cc2c(N)n[nH]c12)-c1cccc(c1CO)-n1ncc2cc(cc(F)c2c1=O)C(C)(C)C
Show InChI InChI=1S/C28H27FN6O3/c1-28(2,3)16-8-15-12-32-35(27(38)23(15)21(29)11-16)22-7-5-6-17(20(22)13-36)14-9-18-24(33-34-25(18)30)19(10-14)26(37)31-4/h5-12,36H,13H2,1-4H3,(H,31,37)(H3,30,33,34)
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St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM374608
PNG
(2-[3-{3-amino-7-[1(1-methylethyl)-1H-pyrazol-3-yl]...)
Show SMILES CC(C)n1ccc(n1)-c1cc(cc2c(N)n[nH]c12)-c1cccc(c1CO)-n1ncc2cc(cc(F)c2c1=O)C(C)(C)C
Show InChI InChI=1S/C32H32FN7O2/c1-17(2)39-10-9-26(38-39)22-12-18(13-23-29(22)36-37-30(23)34)21-7-6-8-27(24(21)16-41)40-31(42)28-19(15-35-40)11-20(14-25(28)33)32(3,4)5/h6-15,17,41H,16H2,1-5H3,(H3,34,36,37)
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St. Jude Research Hospital



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

J Med Chem 50: 1876-85 (2007)


BindingDB Entry DOI: 10.7270/Q2833VB3
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM359068
PNG
((6R,8aS)-6-[8-amino-1- (4-{1-[3- (difluoromethyl)p...)
Show SMILES CC(O)(c1cccc(c1)C(F)F)c1ccc(-c2nc([C@@H]3CC[C@@H]4N(C3)C(=O)CC4(C)C)n3ccnc(N)c23)c(F)c1 |r|
Show InChI InChI=1S/C31H32F3N5O2/c1-30(2)15-24(40)39-16-18(7-10-23(30)39)29-37-25(26-28(35)36-11-12-38(26)29)21-9-8-20(14-22(21)32)31(3,41)19-6-4-5-17(13-19)27(33)34/h4-6,8-9,11-14,18,23,27,41H,7,10,15-16H2,1-3H3,(H2,35,36)/t18-,23+,31?/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 US10214546 (2019)


BindingDB Entry DOI: 10.7270/Q24B33MR
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255320
PNG
(US9481682, 69)
Show SMILES CCOc1cc(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/C29H28F3N7O3/c1-2-42-21-13-16(28(41)36-22-14-18(9-10-34-22)29(30,31)32)4-7-20(21)24-25-26(33)35-11-12-38(25)27(37-24)17-3-5-19-6-8-23(40)39(19)15-17/h4,7,9-14,17,19H,2-3,5-6,8,15H2,1H3,(H2,33,35)(H,34,36,41)/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))		BDBM255402
PNG
(US9481682, 153)
Show SMILES Nc1ncc(Cl)n2c(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/C27H23ClF3N7O2/c28-19-12-34-24(32)23-22(36-25(38(19)23)16-5-6-18-7-8-21(39)37(18)13-16)14-1-3-15(4-2-14)26(40)35-20-11-17(9-10-33-20)27(29,30)31/h1-4,9-12,16,18H,5-8,13H2,(H2,32,34)(H,33,35,40)/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))		BDBM288442
PNG
((1S,3S)-3-[8-amino-1- (4-{[4- (trifluoromethyl) py...)
Show SMILES CC(C)[C@@]1(CC[C@@H](C1)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccn12)C(O)=O |r|
Show InChI InChI=1S/C28H27F3N6O3/c1-15(2)27(26(39)40)9-7-18(14-27)24-36-21(22-23(32)34-11-12-37(22)24)16-3-5-17(6-4-16)25(38)35-20-13-19(8-10-33-20)28(29,30)31/h3-6,8,10-13,15,18H,7,9,14H2,1-2H3,(H2,32,34)(H,39,40)(H,33,35,38)/t18-,27-/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 US10087188 (2018)


BindingDB Entry DOI: 10.7270/Q2GF0WJC
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM288448
PNG
(US10087188, Example 55 | {(1R,3R)-3-[8-amino- 1-(4...)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@@H](CC(O)=O)C1 |r|
Show InChI InChI=1S/C26H23F3N6O3/c27-26(28,29)18-7-8-31-19(13-18)33-25(38)16-5-3-15(4-6-16)21-22-23(30)32-9-10-35(22)24(34-21)17-2-1-14(11-17)12-20(36)37/h3-10,13-14,17H,1-2,11-12H2,(H2,30,32)(H,36,37)(H,31,33,38)/t14-,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 0.160n/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 US10087188 (2018)


BindingDB Entry DOI: 10.7270/Q2GF0WJC
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255269
PNG
(US9481682, 18)
Show SMILES CCc1ccnc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3ccnc(N)c23)c1 |r|
Show InChI InChI=1S/C28H29N7O2/c1-2-17-11-12-30-22(15-17)32-28(37)19-5-3-18(4-6-19)24-25-26(29)31-13-14-34(25)27(33-24)20-7-8-21-9-10-23(36)35(21)16-20/h3-6,11-15,20-21H,2,7-10,16H2,1H3,(H2,29,31)(H,30,32,37)/t20-,21+/m1/s1
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KEGG

UniProtKB/SwissProt

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DrugBank
antibodypedia
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PC cid
PC sid
UniChem
US Patent
n/an/a 0.160n/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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