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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))		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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n/an/a 0.0830n/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))		BDBM255272
PNG
(US9481682, 21)
Show SMILES CC(F)(F)c1ccnc(NC(=O)c2ccc(-c3nc([C@@H]4CC[C@H]5CCC(=O)N5C4)n4ccnc(N)c34)c(F)c2)c1 |r|
Show InChI InChI=1S/C28H26F3N7O2/c1-28(30,31)17-8-9-33-21(13-17)35-27(40)15-3-6-19(20(29)12-15)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 0.210n/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))		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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n/an/a 0.120n/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))		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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n/an/a 0.140n/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))		BDBM255348
PNG
(US9481682, 98)
Show SMILES CC(C)(O)c1ccnc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3ccnc(N)c23)c1 |r|
Show InChI InChI=1S/C29H31N7O3/c1-29(2,39)20-11-12-31-22(15-20)33-28(38)18-5-3-17(4-6-18)24-25-26(30)32-13-14-35(25)27(34-24)19-7-8-21-9-10-23(37)36(21)16-19/h3-6,11-15,19,21,39H,7-10,16H2,1-2H3,(H2,30,32)(H,31,33,38)/t19-,21+/m1/s1
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n/an/a 49.3n/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))		BDBM255366
PNG
(US9481682, 117)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3cc(c(cn3)C#N)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C28H23F3N8O2/c29-28(30,31)20-11-21(35-13-18(20)12-32)36-27(41)16-3-1-15(2-4-16)23-24-25(33)34-9-10-38(24)26(37-23)17-5-6-19-7-8-22(40)39(19)14-17/h1-4,9-11,13,17,19H,5-8,14H2,(H2,33,34)(H,35,36,41)/t17-,19+/m1/s1
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n/an/a 2.10n/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))		BDBM255380
PNG
(US9481682, 131)
Show SMILES CCOc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(n(C)n1)C(F)(F)F |r|
Show InChI InChI=1S/C28H29F3N8O3/c1-3-42-19-12-15(27(41)34-21-13-20(28(29,30)31)37(2)36-21)5-8-18(19)23-24-25(32)33-10-11-38(24)26(35-23)16-4-6-17-7-9-22(40)39(17)14-16/h5,8,10-13,16-17H,3-4,6-7,9,14H2,1-2H3,(H2,32,33)(H,34,36,41)/t16-,17+/m1/s1
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n/an/a 0.740n/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))		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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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
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255409
PNG
(US9481682, 160)
Show SMILES Nc1ncc(F)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/C27H23F4N7O2/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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n/an/a 0.280n/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))		BDBM255420
PNG
(US9481682, 171)
Show SMILES Cn1nc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3ccnc(N)c23)cc1C(F)(F)F |r|
Show InChI InChI=1S/C26H25F3N8O2/c1-35-18(26(27,28)29)12-19(34-35)32-25(39)15-4-2-14(3-5-15)21-22-23(30)31-10-11-36(22)24(33-21)16-6-7-17-8-9-20(38)37(17)13-16/h2-5,10-12,16-17H,6-9,13H2,1H3,(H2,30,31)(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))		BDBM255432
PNG
(US9481682, 183)
Show SMILES Cn1nc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3c(Cl)cnc(N)c23)cc1C(F)(F)F |r|
Show InChI InChI=1S/C26H24ClF3N8O2/c1-36-17(26(28,29)30)10-19(35-36)33-25(40)14-4-2-13(3-5-14)21-22-23(31)32-11-18(27)38(22)24(34-21)15-6-7-16-8-9-20(39)37(16)12-15/h2-5,10-11,15-16H,6-9,12H2,1H3,(H2,31,32)(H,33,35,40)/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))		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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n/an/a 4.60n/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))		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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n/an/a 8.20n/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))		BDBM255465
PNG
(US9481682, 216)
Show SMILES CC(F)(F)Oc1cc(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/C29H25ClF5N7O3/c1-28(31,32)45-19-10-14(27(44)39-21-11-16(8-9-37-21)29(33,34)35)3-6-18(19)23-24-25(36)38-12-20(30)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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n/an/a 6.60n/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))		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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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
Tyrosine-protein kinase BTK


(Homo sapiens (Human))		BDBM255276
PNG
(US9481682, 25)
Show SMILES CC(F)(F)c1ccnc(NC(=O)c2ccc(cc2F)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3ccnc(N)c23)c1 |r|
Show InChI InChI=1S/C28H26F3N7O2/c1-28(30,31)17-8-9-33-21(13-17)35-27(40)19-6-3-15(12-20(19)29)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 0.540n/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))		BDBM255277
PNG
(US9481682, 26)
Show SMILES Nc1nccn2c(nc(-c3ccc(C(=O)Nc4cc(ccn4)C(F)F)c(F)c3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H24F3N7O2/c28-19-11-14(2-5-18(19)27(39)34-20-12-15(24(29)30)7-8-32-20)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))		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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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))		BDBM255313
PNG
(US9481682, 62)
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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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))		BDBM255324
PNG
(US9481682, 73)
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+/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))		BDBM255325
PNG
(US9481682, 74)
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?/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))		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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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))		BDBM255335
PNG
(US9481682, 85)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CN(CC(=O)N3C2)C(=O)c2ccncc2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r|
Show InChI InChI=1S/C34H30F3N9O4/c1-50-25-14-20(32(48)42-26-15-22(8-11-40-26)34(35,36)37)3-5-24(25)28-29-30(38)41-12-13-45(29)31(43-28)21-2-4-23-17-44(18-27(47)46(23)16-21)33(49)19-6-9-39-10-7-19/h3,5-15,21,23H,2,4,16-18H2,1H3,(H2,38,41)(H,40,42,48)/t21-,23+/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))		BDBM255345
PNG
(US9481682, 95)
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+/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))		BDBM255353
PNG
(US9481682, 103)
Show SMILES COC(=O)c1ccnc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3ccnc(N)c23)c1 |r|
Show InChI InChI=1S/C28H27N7O4/c1-39-28(38)18-10-11-30-21(14-18)32-27(37)17-4-2-16(3-5-17)23-24-25(29)31-12-13-34(24)26(33-23)19-6-7-20-8-9-22(36)35(20)15-19/h2-5,10-14,19-20H,6-9,15H2,1H3,(H2,29,31)(H,30,32,37)/t19-,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))		BDBM255387
PNG
(US9481682, 138)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3OC3CCCCC3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C33H34F3N7O3/c34-33(35,36)21-12-13-38-26(17-21)40-32(45)19-7-10-24(25(16-19)46-23-4-2-1-3-5-23)28-29-30(37)39-14-15-42(29)31(41-28)20-6-8-22-9-11-27(44)43(22)18-20/h7,10,12-17,20,22-23H,1-6,8-9,11,18H2,(H2,37,39)(H,38,40,45)/t20-,22+/m1/s1
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n/an/a 135n/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))		BDBM255389
PNG
(US9481682, 140)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3OC3CCC3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C31H30F3N7O3/c32-31(33,34)19-10-11-36-24(15-19)38-30(43)17-5-8-22(23(14-17)44-21-2-1-3-21)26-27-28(35)37-12-13-40(27)29(39-26)18-4-6-20-7-9-25(42)41(20)16-18/h5,8,10-15,18,20-21H,1-4,6-7,9,16H2,(H2,35,37)(H,36,38,43)/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))		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))		BDBM255396
PNG
(US9481682, 147)
Show SMILES Nc1ncc(Cl)n2c(nc(-c3ccc(cc3OC3CC3)C(=O)Nc3cc(ccn3)C3CC3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C32H32ClN7O3/c33-25-15-36-30(34)29-28(38-31(40(25)29)20-3-5-21-6-10-27(41)39(21)16-20)23-9-4-19(13-24(23)43-22-7-8-22)32(42)37-26-14-18(11-12-35-26)17-1-2-17/h4,9,11-15,17,20-22H,1-3,5-8,10,16H2,(H2,34,36)(H,35,37,42)/t20-,21+/m1/s1
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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))		BDBM255412
PNG
(US9481682, 163)
Show SMILES CCOc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(F)cnc(N)c12)C(=O)Nc1cc(n(C)n1)C(F)(F)F |r|
Show InChI InChI=1S/C28H28F4N8O3/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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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))		BDBM255417
PNG
(US9481682, 168)
Show SMILES Nc1ncc(F)n2c(nc(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C3CC3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C29H28FN7O2/c30-22-14-33-27(31)26-25(35-28(37(22)26)20-7-8-21-9-10-24(38)36(21)15-20)17-3-5-18(6-4-17)29(39)34-23-13-19(11-12-32-23)16-1-2-16/h3-6,11-14,16,20-21H,1-2,7-10,15H2,(H2,31,33)(H,32,34,39)/t20-,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))		BDBM255430
PNG
(US9481682, 181)
Show SMILES Cn1nc(NC(=O)c2ccc(cc2)-c2nc([C@@H]3CC[C@H]4CCC(=O)N4C3)n3ccnc(N)c23)cc1C1CC1 |r|
Show InChI InChI=1S/C28H30N8O2/c1-34-21(16-2-3-16)14-22(33-34)31-28(38)18-6-4-17(5-7-18)24-25-26(29)30-12-13-35(25)27(32-24)19-8-9-20-10-11-23(37)36(20)15-19/h4-7,12-14,16,19-20H,2-3,8-11,15H2,1H3,(H2,29,30)(H,31,33,38)/t19-,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))		BDBM255437
PNG
(US9481682, 188)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(n(C)n1)C(F)(F)F |r|
Show InChI InChI=1S/C27H27F3N8O3/c1-36-19(27(28,29)30)12-20(35-36)33-26(40)14-4-7-17(18(11-14)41-2)22-23-24(31)32-9-10-37(23)25(34-22)15-3-5-16-6-8-21(39)38(16)13-15/h4,7,9-12,15-16H,3,5-6,8,13H2,1-2H3,(H2,31,32)(H,33,35,40)/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))		BDBM255443
PNG
(US9481682, 194)
Show SMILES Nc1ncc(Cl)n2c(nc(-c3ccc(cc3Cl)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H22Cl2F3N7O2/c28-18-9-13(26(41)36-20-10-15(7-8-34-20)27(30,31)32)2-5-17(18)22-23-24(33)35-11-19(29)39(23)25(37-22)14-1-3-16-4-6-21(40)38(16)12-14/h2,5,7-11,14,16H,1,3-4,6,12H2,(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))		BDBM255450
PNG
(US9481682, 201)
Show SMILES CCOCCOc1cc(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/C31H32F3N7O4/c1-2-44-13-14-45-23-15-18(30(43)38-24-16-20(9-10-36-24)31(32,33)34)4-7-22(23)26-27-28(35)37-11-12-40(27)29(39-26)19-3-5-21-6-8-25(42)41(21)17-19/h4,7,9-12,15-16,19,21H,2-3,5-6,8,13-14,17H2,1H3,(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))		BDBM255456
PNG
(US9481682, 207)
Show SMILES CCc1ccnc(NC(=O)c2ccc(-c3nc([C@@H]4CC[C@H]5CCC(=O)N5C4)n4c(Cl)cnc(N)c34)c(OC)c2)c1 |r|
Show InChI InChI=1S/C29H30ClN7O3/c1-3-16-10-11-32-23(12-16)34-29(39)17-5-8-20(21(13-17)40-2)25-26-27(31)33-14-22(30)37(26)28(35-25)18-4-6-19-7-9-24(38)36(19)15-18/h5,8,10-14,18-19H,3-4,6-7,9,15H2,1-2H3,(H2,31,33)(H,32,34,39)/t18-,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))		BDBM255458
PNG
(US9481682, 209)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(Cl)cnc(N)c12)C(=O)Nc1cc(ccn1)C1CCC1 |r|
Show InChI InChI=1S/C31H32ClN7O3/c1-42-23-13-19(31(41)36-25-14-18(11-12-34-25)17-3-2-4-17)6-9-22(23)27-28-29(33)35-15-24(32)39(28)30(37-27)20-5-7-21-8-10-26(40)38(21)16-20/h6,9,11-15,17,20-21H,2-5,7-8,10,16H2,1H3,(H2,33,35)(H,34,36,41)/t20-,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))		BDBM255459
PNG
(US9481682, 210)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(Cl)cnc(N)c12)C(=O)Nc1ccc(C)cn1 |r|
Show InChI InChI=1S/C28H28ClN7O3/c1-15-3-9-22(31-12-15)33-28(38)16-5-8-19(20(11-16)39-2)24-25-26(30)32-13-21(29)36(25)27(34-24)17-4-6-18-7-10-23(37)35(18)14-17/h3,5,8-9,11-13,17-18H,4,6-7,10,14H2,1-2H3,(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))		BDBM255461
PNG
(US9481682, 212)
Show SMILES Nc1ncc(n2c(nc(-c3ccc(cc3F)C(=O)Nc3cc(ccn3)C3CC3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1)C(F)(F)F |r|
Show InChI InChI=1S/C30H27F4N7O2/c31-21-11-17(29(43)38-23-12-16(9-10-36-23)15-1-2-15)4-7-20(21)25-26-27(35)37-13-22(30(32,33)34)41(26)28(39-25)18-3-5-19-6-8-24(42)40(19)14-18/h4,7,9-13,15,18-19H,1-3,5-6,8,14H2,(H2,35,37)(H,36,38,43)/t18-,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))		BDBM255466
PNG
(US9481682, 217)
Show SMILES COc1cc(cc(F)c1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2c(Cl)cnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F |r,wU:12.12,wD:15.21,(2.36,-.45,;.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,;-4.9,-5.97,;-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/C28H24ClF4N7O3/c1-43-18-9-14(27(42)37-20-10-15(6-7-35-20)28(31,32)33)8-17(30)22(18)23-24-25(34)36-11-19(29)40(24)26(38-23)13-2-3-16-4-5-21(41)39(16)12-13/h6-11,13,16H,2-5,12H2,1H3,(H2,34,36)(H,35,37,42)/t13-,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))		BDBM255261
PNG
(US9481682, 9)
Show SMILES Nc1nccn2c(nc(-c3ccc(cc3)C(=O)Nc3ccccn3)c12)[C@H]1CC[C@@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C26H25N7O2/c27-24-23-22(16-4-6-17(7-5-16)26(35)30-20-3-1-2-12-28-20)31-25(32(23)14-13-29-24)18-8-9-19-10-11-21(34)33(19)15-18/h1-7,12-14,18-19H,8-11,15H2,(H2,27,29)(H,28,30,35)/t18-,19+/m0/s1
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n/an/a 194n/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))		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))		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))		BDBM255275
PNG
(US9481682, 24)
Show SMILES Nc1nccn2c(nc(-c3ccc(C(=O)Nc4cc(ccn4)C(F)(F)F)c(F)c3)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1 |r|
Show InChI InChI=1S/C27H23F4N7O2/c28-19-11-14(2-5-18(19)26(40)35-20-12-16(7-8-33-20)27(29,30)31)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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US Patent
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))		BDBM255286
PNG
(US9481682, 35)
Show SMILES COc1cc(ccc1-c1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)n2ccnc(N)c12)C(=O)Nc1cc(ccn1)C#N |r|
Show InChI InChI=1S/C28H26N8O3/c1-39-21-13-17(28(38)33-22-12-16(14-29)8-9-31-22)3-6-20(21)24-25-26(30)32-10-11-35(25)27(34-24)18-2-4-19-5-7-23(37)36(19)15-18/h3,6,8-13,18-19H,2,4-5,7,15H2,1H3,(H2,30,32)(H,31,33,38)/t18-,19+/m1/s1
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UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
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UniChem
US Patent
n/an/a 1.10n/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))		BDBM255298
PNG
(US9481682, 47)
Show SMILES C[C@H]1OC(=O)N2C[C@@H](CC[C@@H]12)c1nc(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C2CC2)c2c(N)nccn12 |r|
Show InChI InChI=1S/C29H29N7O3/c1-16-22-9-8-21(15-36(22)29(38)39-16)27-34-24(25-26(30)32-12-13-35(25)27)18-4-6-19(7-5-18)28(37)33-23-14-20(10-11-31-23)17-2-3-17/h4-7,10-14,16-17,21-22H,2-3,8-9,15H2,1H3,(H2,30,32)(H,31,33,37)/t16-,21-,22+/m1/s1
PDB
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UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
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
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* indicates data uncertainty>20%