BindingDB logo
myBDB logout

Patent code US9834554

Compile Data Set for Download or QSAR
Found 41 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))
BDBM362424
PNG
(US9834554, Example 38)
Show SMILES Nc1nccc(C(=N)[C@@H]2CC[C@H]3CCC(=O)N3C2)c1Nc1ccc(cc1)C(=O)Nc1cc(ccn1)C(F)(F)F
Show InChI InChI=1/C27H26F3N7O2/c28-27(29,30)17-9-11-33-21(13-17)36-26(39)15-1-4-18(5-2-15)35-24-20(10-12-34-25(24)32)23(31)16-3-6-19-7-8-22(38)37(19)14-16/h1-2,4-5,9-13,16,19,31,35H,3,6-8,14H2,(H2,32,34)(H,33,36,39)/t16-,19+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362427
PNG
(4-{7-amino-3- [(6R,8aS)-3- oxooctahydroindolizin- ...)
Show SMILES CCOc1cc(ccc1-n1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)c2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F
Show InChI InChI=1/C29H28F3N7O3/c1-2-42-22-13-16(28(41)36-23-14-18(9-11-34-23)29(30,31)32)4-7-21(22)39-26-20(10-12-35-27(26)33)25(37-39)17-3-5-19-6-8-24(40)38(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+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.440n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362365
PNG
(US9834554, Example 9)
Show SMILES CC1(COC1)C(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C29H28F3N7O3/c1-28(15-42-16-28)27(41)38-12-2-3-18(14-38)23-21-9-11-35-25(33)24(21)39(37-23)20-6-4-17(5-7-20)26(40)36-22-13-19(8-10-34-22)29(30,31)32/h4-11,13,18H,2-3,12,14-16H2,1H3,(H2,33,35)(H,34,36,40)/t18-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.470n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362401
PNG
(US9834554, Example 28)
Show SMILES COc1ccnc(NC(=O)c2ccc(cc2)-n2nc([C@@H]3CCCN(C3)C(=O)C3(C)COC3)c3ccnc(N)c23)c1
Show InChI InChI=1/C29H31N7O4/c1-29(16-40-17-29)28(38)35-13-3-4-19(15-35)24-22-10-12-32-26(30)25(22)36(34-24)20-7-5-18(6-8-20)27(37)33-23-14-21(39-2)9-11-31-23/h5-12,14,19H,3-4,13,15-17H2,1-2H3,(H2,30,32)(H,31,33,37)/t19-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.490n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362372
PNG
(4-{7-amino-3-[(3R)-1-(3- methoxypropanoyl)piperidi...)
Show SMILES COCCC(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C28H28F3N7O3/c1-41-14-10-23(39)37-13-2-3-18(16-37)24-21-9-12-34-26(32)25(21)38(36-24)20-6-4-17(5-7-20)27(40)35-22-15-19(8-11-33-22)28(29,30)31/h4-9,11-12,15,18H,2-3,10,13-14,16H2,1H3,(H2,32,34)(H,33,35,40)/t18-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.510n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362391
PNG
(4-{3-[(3R)-l- acetylpiperidin-3-yl]-7- amino-1H-py...)
Show SMILES CC(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C26H24F3N7O2/c1-15(37)35-12-2-3-17(14-35)22-20-9-11-32-24(30)23(20)36(34-22)19-6-4-16(5-7-19)25(38)33-21-13-18(8-10-31-21)26(27,28)29/h4-11,13,17H,2-3,12,14H2,1H3,(H2,30,32)(H,31,33,38)/t17-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.530n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362367
PNG
(4-{7-amino-3-[(3R)-1- propanoylpiperidin-3-yl]- 1H...)
Show SMILES CCC(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C27H26F3N7O2/c1-2-22(38)36-13-3-4-17(15-36)23-20-10-12-33-25(31)24(20)37(35-23)19-7-5-16(6-8-19)26(39)34-21-14-18(9-11-32-21)27(28,29)30/h5-12,14,17H,2-4,13,15H2,1H3,(H2,31,33)(H,32,34,39)/t17-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.570n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362398
PNG
(4-(7-amino-3-{(3R)-1-[(1- hydroxycyclopropyl) carb...)
Show SMILES Nc1nccc2c(nn(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CCCN(C1)C(=O)C1(O)CC1
Show InChI InChI=1/C28H26F3N7O3/c29-28(30,31)18-7-11-33-21(14-18)35-25(39)16-3-5-19(6-4-16)38-23-20(8-12-34-24(23)32)22(36-38)17-2-1-13-37(15-17)26(40)27(41)9-10-27/h3-8,11-12,14,17,41H,1-2,9-10,13,15H2,(H2,32,34)(H,33,35,39)/t17-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.590n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362366
PNG
(4-(7-amino-3-{(3R)-1-[(3- methyl-1H-pyrazol-4- yl)...)
Show SMILES Cc1n[nH]cc1C(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C29H26F3N9O2/c1-16-22(14-36-38-16)28(43)40-12-2-3-18(15-40)24-21-9-11-35-26(33)25(21)41(39-24)20-6-4-17(5-7-20)27(42)37-23-13-19(8-10-34-23)29(30,31)32/h4-11,13-14,18H,2-3,12,15H2,1H3,(H2,33,35)(H,36,38)(H,34,37,42)/t18-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.710n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362399
PNG
(4-(7-amino-3-{(3R)-1-[(1- methylcyclopropyl)carbon...)
Show SMILES CC1(CC1)C(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C29H28F3N7O2/c1-28(10-11-28)27(41)38-14-2-3-18(16-38)23-21-9-13-35-25(33)24(21)39(37-23)20-6-4-17(5-7-20)26(40)36-22-15-19(8-12-34-22)29(30,31)32/h4-9,12-13,15,18H,2-3,10-11,14,16H2,1H3,(H2,33,35)(H,34,36,40)/t18-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362394
PNG
(4-{7-amino-3-[(3R)-1- (cyclopropylcarbonyl)piperid...)
Show SMILES Nc1nccc2c(nn(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CCCN(C1)C(=O)C1CC1
Show InChI InChI=1/C28H26F3N7O2/c29-28(30,31)19-9-11-33-22(14-19)35-26(39)16-5-7-20(8-6-16)38-24-21(10-12-34-25(24)32)23(36-38)18-2-1-13-37(15-18)27(40)17-3-4-17/h5-12,14,17-18H,1-4,13,15H2,(H2,32,34)(H,33,35,39)/t18-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.860n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362420
PNG
(US9834554, Example 34)
Show SMILES C[C@H]1CC[C@H](CN1C(=O)C1CC1)c1nn(-c2ccc(cc2)C(=O)Nc2cccc(OC3CC3)c2)c2c(N)nccc12
Show InChI InChI=1/C32H34N6O3/c1-19-5-6-22(18-37(19)32(40)21-7-8-21)28-27-15-16-34-30(33)29(27)38(36-28)24-11-9-20(10-12-24)31(39)35-23-3-2-4-26(17-23)41-25-13-14-25/h2-4,9-12,15-17,19,21-22,25H,5-8,13-14,18H2,1H3,(H2,33,34)(H,35,39)/t19-,22+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.870n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362374
PNG
(4-{7-amino-3-[(3R)-1- (methoxyacetyl)piperidin-3-y...)
Show SMILES COCC(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C27H26F3N7O3/c1-40-15-22(38)36-12-2-3-17(14-36)23-20-9-11-33-25(31)24(20)37(35-23)19-6-4-16(5-7-19)26(39)34-21-13-18(8-10-32-21)27(28,29)30/h4-11,13,17H,2-3,12,14-15H2,1H3,(H2,31,33)(H,32,34,39)/t17-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.900n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362421
PNG
(US9834554, Example 35)
Show SMILES C[C@H]1CC[C@H](CN1C(=O)C1(C)COC1)c1nn(-c2ccc(cc2)C(=O)Nc2cccc(OC3CC3)c2)c2c(N)nccc12
Show InChI InChI=1/C33H36N6O4/c1-20-6-7-22(17-38(20)32(41)33(2)18-42-19-33)28-27-14-15-35-30(34)29(27)39(37-28)24-10-8-21(9-11-24)31(40)36-23-4-3-5-26(16-23)43-25-12-13-25/h3-5,8-11,14-16,20,22,25H,6-7,12-13,17-19H2,1-2H3,(H2,34,35)(H,36,40)/t20-,22+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.960n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362415
PNG
(US9834554, Example 30)
Show SMILES C[C@H]1CC[C@H](CN1C(=O)C1(C)COC1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C2CC2)c2c(N)nccc12
Show InChI InChI=1/C32H35N7O3/c1-19-3-4-23(16-38(19)31(41)32(2)17-42-18-32)27-25-12-14-35-29(33)28(25)39(37-27)24-9-7-21(8-10-24)30(40)36-26-15-22(11-13-34-26)20-5-6-20/h7-15,19-20,23H,3-6,16-18H2,1-2H3,(H2,33,35)(H,34,36,40)/t19-,23+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 0.980n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362426
PNG
(4-{7-amino-3- [(6R,8aS)-3- oxooctahydroindolizin- ...)
Show SMILES COc1cc(ccc1-n1nc([C@@H]2CC[C@H]3CCC(=O)N3C2)c2ccnc(N)c12)C(=O)Nc1cc(ccn1)C(F)(F)F
Show InChI InChI=1/C28H26F3N7O3/c1-41-21-12-15(27(40)35-22-13-17(8-10-33-22)28(29,30)31)3-6-20(21)38-25-19(9-11-34-26(25)32)24(36-38)16-2-4-18-5-7-23(39)37(18)14-16/h3,6,8-13,16,18H,2,4-5,7,14H2,1H3,(H2,32,34)(H,33,35,40)/t16-,18+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362393
PNG
(4-(7-amino-3-{(3R)-1-[(2- methoxyethoxy)acetyl] pi...)
Show SMILES COCCOCC(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C29H30F3N7O4/c1-42-13-14-43-17-24(40)38-12-2-3-19(16-38)25-22-9-11-35-27(33)26(22)39(37-25)21-6-4-18(5-7-21)28(41)36-23-15-20(8-10-34-23)29(30,31)32/h4-11,15,19H,2-3,12-14,16-17H2,1H3,(H2,33,35)(H,34,36,41)/t19-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 1.20n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362375
PNG
(4-{7-amino-3-[(3R)-1-(2- methylpropanoyl)piperidin...)
Show SMILES CC(C)C(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C28H28F3N7O2/c1-16(2)27(40)37-13-3-4-18(15-37)23-21-10-12-34-25(32)24(21)38(36-23)20-7-5-17(6-8-20)26(39)35-22-14-19(9-11-33-22)28(29,30)31/h5-12,14,16,18H,3-4,13,15H2,1-2H3,(H2,32,34)(H,33,35,39)/t18-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 1.20n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362392
PNG
(4-{7-amino-3-[(3R)-1- (ethoxyacetyl)piperidin-3- y...)
Show SMILES CCOCC(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C28H28F3N7O3/c1-2-41-16-23(39)37-13-3-4-18(15-37)24-21-10-12-34-26(32)25(21)38(36-24)20-7-5-17(6-8-20)27(40)35-22-14-19(9-11-33-22)28(29,30)31/h5-12,14,18H,2-4,13,15-16H2,1H3,(H2,32,34)(H,33,35,40)/t18-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 1.20n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362416
PNG
(4-{7-amino-3- [(3R,6S)-1- (cyclopropylcarbonyl)- 6...)
Show SMILES C[C@H]1CC[C@H](CN1C(=O)C1CC1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C2CC2)c2c(N)nccc12
Show InChI InChI=1/C31H33N7O2/c1-18-2-3-23(17-37(18)31(40)21-6-7-21)27-25-13-15-34-29(32)28(25)38(36-27)24-10-8-20(9-11-24)30(39)35-26-16-22(12-14-33-26)19-4-5-19/h8-16,18-19,21,23H,2-7,17H2,1H3,(H2,32,34)(H,33,35,39)/t18-,23+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 1.30n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362418
PNG
(4-(7-amino-3- {(3R,6S)-1-[(2S)-2- hydroxypropanoyl...)
Show SMILES C[C@H](O)C(=O)N1C[C@@H](CC[C@@H]1C)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C2CC2)c2c(N)nccc12
Show InChI InChI=1/C30H33N7O3/c1-17-3-4-22(16-36(17)30(40)18(2)38)26-24-12-14-33-28(31)27(24)37(35-26)23-9-7-20(8-10-23)29(39)34-25-15-21(11-13-32-25)19-5-6-19/h7-15,17-19,22,38H,3-6,16H2,1-2H3,(H2,31,33)(H,32,34,39)/t17-,18-,22+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 1.60n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362376
PNG
(4-{7-amino-3-[(3R)-1- (cyclobutylcarbonyl)piperidi...)
Show SMILES Nc1nccc2c(nn(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CCCN(C1)C(=O)C1CCC1
Show InChI InChI=1/C29H28F3N7O2/c30-29(31,32)20-10-12-34-23(15-20)36-27(40)17-6-8-21(9-7-17)39-25-22(11-13-35-26(25)33)24(37-39)19-5-2-14-38(16-19)28(41)18-3-1-4-18/h6-13,15,18-19H,1-5,14,16H2,(H2,33,35)(H,34,36,40)/t19-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 1.60n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362407
PNG
(US9834554, Example 29)
Show SMILES COc1ccnc(NC(=O)c2ccc(cc2)-n2nc([C@@H]3CCCN(C3)C(=O)C(C)(CO)CO)c3ccnc(N)c23)c1
Show InChI InChI=1/C29H33N7O5/c1-29(16-37,17-38)28(40)35-13-3-4-19(15-35)24-22-10-12-32-26(30)25(22)36(34-24)20-7-5-18(6-8-20)27(39)33-23-14-21(41-2)9-11-31-23/h5-12,14,19,37-38H,3-4,13,15-17H2,1-2H3,(H2,30,32)(H,31,33,39)/t19-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 1.60n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362351
PNG
(4-{7-amino-3-[(2R)-4- propanoylmorpholin-2- yl]-1H...)
Show SMILES CCC(=O)N1CCO[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C26H24F3N7O3/c1-2-21(37)35-11-12-39-19(14-35)22-18-8-10-32-24(30)23(18)36(34-22)17-5-3-15(4-6-17)25(38)33-20-13-16(7-9-31-20)26(27,28)29/h3-10,13,19H,2,11-12,14H2,1H3,(H2,30,32)(H,31,33,38)/t19-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 1.80n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362419
PNG
(4-(7-amino-3- {(3R,6S)-1-[(2S)-2- methoxypropanoyl...)
Show SMILES CO[C@@H](C)C(=O)N1C[C@@H](CC[C@@H]1C)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C2CC2)c2c(N)nccc12
Show InChI InChI=1/C31H35N7O3/c1-18-4-5-23(17-37(18)31(40)19(2)41-3)27-25-13-15-34-29(32)28(25)38(36-27)24-10-8-21(9-11-24)30(39)35-26-16-22(12-14-33-26)20-6-7-20/h8-16,18-20,23H,4-7,17H2,1-3H3,(H2,32,34)(H,33,35,39)/t18-,19-,23+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362423
PNG
(US9834554, Example 37)
Show SMILES COc1cc(ccc1-n1nc([C@@H]2CC[C@H](C)N(C2)C(=O)C2CC2)c2ccnc(N)c12)C(=O)Nc1cccc(c1)C(F)(F)F
Show InChI InChI=1/C31H31F3N6O3/c1-17-6-7-20(16-39(17)30(42)18-8-9-18)26-23-12-13-36-28(35)27(23)40(38-26)24-11-10-19(14-25(24)43-2)29(41)37-22-5-3-4-21(15-22)31(32,33)34/h3-5,10-15,17-18,20H,6-9,16H2,1-2H3,(H2,35,36)(H,37,41)/t17-,20+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362345
PNG
(US9834554, Example 1)
Show SMILES CC1(COC1)C(=O)N1CCO[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C28H26F3N7O4/c1-27(14-41-15-27)26(40)37-10-11-42-20(13-37)22-19-7-9-34-24(32)23(19)38(36-22)18-4-2-16(3-5-18)25(39)35-21-12-17(6-8-33-21)28(29,30)31/h2-9,12,20H,10-11,13-15H2,1H3,(H2,32,34)(H,33,35,39)/t20-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 2.20n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362400
PNG
(4-(7-amino-3-{(3R)-1-[(1- cyanocyclopropyl)carbony...)
Show SMILES C[C@H](CN(C)C(=O)C1(CC1)C#N)c1nn(c(C(N)=N)c1C)-c1ccc(cc1)C(=O)Nc1cc(ccn1)C(F)(F)F
Show InChI InChI=1/C27H27F3N8O2/c1-15(13-37(3)25(40)26(14-31)9-10-26)21-16(2)22(23(32)33)38(36-21)19-6-4-17(5-7-19)24(39)35-20-12-18(8-11-34-20)27(28,29)30/h4-8,11-12,15H,9-10,13H2,1-3H3,(H3,32,33)(H,34,35,39)/t15-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 2.20n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362373
PNG
(4-(7-amino-3-{(3R)-1- [(3,3-difluorocyclobutyl)car...)
Show SMILES Nc1nccc2c(nn(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CCCN(C1)C(=O)C1CC(F)(F)C1
Show InChI InChI=1/C29H26F5N7O2/c30-28(31)13-18(14-28)27(43)40-11-1-2-17(15-40)23-21-8-10-37-25(35)24(21)41(39-23)20-5-3-16(4-6-20)26(42)38-22-12-19(7-9-36-22)29(32,33)34/h3-10,12,17-18H,1-2,11,13-15H2,(H2,35,37)(H,36,38,42)/t17-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 2.5n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362425
PNG
(4-{7-amino-3- [(6R,8aS)-3- oxooctahydroindolizin- ...)
Show SMILES Nc1nccc2c(nn(-c3ccc(cc3OC3CC3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CC[C@H]2CCC(=O)N2C1
Show InChI InChI=1/C30H28F3N7O3/c31-30(32,33)18-9-11-35-24(14-18)37-29(42)16-2-7-22(23(13-16)43-20-5-6-20)40-27-21(10-12-36-28(27)34)26(38-40)17-1-3-19-4-8-25(41)39(19)15-17/h2,7,9-14,17,19-20H,1,3-6,8,15H2,(H2,34,36)(H,35,37,42)/t17-,19+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 2.80n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362349
PNG
(4-{3-[(2R)-4- acetylmorpholin-2-yl]- 7-amino-1H- p...)
Show SMILES CC(=O)N1CCO[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C25H22F3N7O3/c1-14(36)34-10-11-38-19(13-34)21-18-7-9-31-23(29)22(18)35(33-21)17-4-2-15(3-5-17)24(37)32-20-12-16(6-8-30-20)25(26,27)28/h2-9,12,19H,10-11,13H2,1H3,(H2,29,31)(H,30,32,37)/t19-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 2.90n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362368
PNG
(4-(7-amino-3-{(3R)-1- [(2,2-difluorocyclopropyl) c...)
Show SMILES Nc1nccc2c(nn(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CCCN(C1)C(=O)C1CC1(F)F
Show InChI InChI=1/C28H24F5N7O2/c29-27(30)13-20(27)26(42)39-11-1-2-16(14-39)22-19-8-10-36-24(34)23(19)40(38-22)18-5-3-15(4-6-18)25(41)37-21-12-17(7-9-35-21)28(31,32)33/h3-10,12,16,20H,1-2,11,13-14H2,(H2,34,36)(H,35,37,41)/t16-,20?/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362370
PNG
(4-{7-amino-3-[(3R)-1- (cyclobutylacetyl)piperidin-...)
Show SMILES Nc1nccc2c(nn(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CCCN(C1)C(=O)CC1CCC1
Show InChI InChI=1/C30H30F3N7O2/c31-30(32,33)21-10-12-35-24(16-21)37-29(42)19-6-8-22(9-7-19)40-27-23(11-13-36-28(27)34)26(38-40)20-5-2-14-39(17-20)25(41)15-18-3-1-4-18/h6-13,16,18,20H,1-5,14-15,17H2,(H2,34,36)(H,35,37,42)/t20-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 3.5n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362359
PNG
(4-{7-amino-3-[(2R)-4- (methoxyacetyl)morpholin-2-y...)
Show SMILES COCC(=O)N1CCO[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C26H24F3N7O4/c1-39-14-21(37)35-10-11-40-19(13-35)22-18-7-9-32-24(30)23(18)36(34-22)17-4-2-15(3-5-17)25(38)33-20-12-16(6-8-31-20)26(27,28)29/h2-9,12,19H,10-11,13-14H2,1H3,(H2,30,32)(H,31,33,38)/t19-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362369
PNG
(4-{7-amino-3-[(3R)-1- (1,2,5-oxadiazol-3- ylcarbon...)
Show SMILES Nc1nccc2c(nn(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@@H]1CCCN(C1)C(=O)c1cnon1
Show InChI InChI=1/C27H22F3N9O3/c28-27(29,30)17-7-9-32-21(12-17)35-25(40)15-3-5-18(6-4-15)39-23-19(8-10-33-24(23)31)22(36-39)16-2-1-11-38(14-16)26(41)20-13-34-42-37-20/h3-10,12-13,16H,1-2,11,14H2,(H2,31,33)(H,32,35,40)/t16-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 4.70n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362371
PNG
(4-(7-amino-3-{(3R)-1- [(3,5-dimethylisoxazol-4- yl...)
Show SMILES Cc1noc(C)c1C(=O)N1CCC[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(ccn2)C(F)(F)F)c2c(N)nccc12
Show InChI InChI=1/C30H27F3N8O3/c1-16-24(17(2)44-39-16)29(43)40-13-3-4-19(15-40)25-22-10-12-36-27(34)26(22)41(38-25)21-7-5-18(6-8-21)28(42)37-23-14-20(9-11-35-23)30(31,32)33/h5-12,14,19H,3-4,13,15H2,1-2H3,(H2,34,36)(H,35,37,42)/t19-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 5.30n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362363
PNG
(4-{7-amino-3-[(2R)-4- (methoxyacetyl)morpholin-2-y...)
Show SMILES COCC(=O)N1CCO[C@H](C1)c1nn(-c2ccc(cc2)C(=O)Nc2cc(OC)ccn2)c2c(N)nccc12
Show InChI InChI=1/C26H27N7O5/c1-36-15-22(34)32-11-12-38-20(14-32)23-19-8-10-29-25(27)24(19)33(31-23)17-5-3-16(4-6-17)26(35)30-21-13-18(37-2)7-9-28-21/h3-10,13,20H,11-12,14-15H2,1-2H3,(H2,27,29)(H,28,30,35)/t20-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 25.2n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362362
PNG
(4-{3-[(2R)-4- acetylmorpholin-2-yl]- 7-amino-1H- p...)
Show SMILES COc1ccnc(NC(=O)c2ccc(cc2)-n2nc([C@H]3CN(CCO3)C(C)=O)c3ccnc(N)c23)c1
Show InChI InChI=1/C25H25N7O4/c1-15(33)31-11-12-36-20(14-31)22-19-8-10-28-24(26)23(19)32(30-22)17-5-3-16(4-6-17)25(34)29-21-13-18(35-2)7-9-27-21/h3-10,13,20H,11-12,14H2,1-2H3,(H2,26,28)(H,27,29,34)/t20-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 28.8n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362422
PNG
(US9834554, Example 36)
Show SMILES C[C@@H](O)C(=O)N1C[C@@H](CC[C@@H]1C)c1nn(-c2ccc(cc2)C(=O)Nc2cccc(OC3CC3)c2)c2c(N)nccc12
Show InChI InChI=1/C31H34N6O4/c1-18-6-7-21(17-36(18)31(40)19(2)38)27-26-14-15-33-29(32)28(26)37(35-27)23-10-8-20(9-11-23)30(39)34-22-4-3-5-25(16-22)41-24-12-13-24/h3-5,8-11,14-16,18-19,21,24,38H,6-7,12-13,17H2,1-2H3,(H2,32,33)(H,34,39)/t18-,19+,21+/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 30.4n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362364
PNG
(4-(7-amino-3-{(2R)-4- [(3-methyloxetan-3- yl)carbo...)
Show SMILES COc1ccnc(NC(=O)c2ccc(cc2)-n2nc([C@H]3CN(CCO3)C(=O)C3(C)COC3)c3ccnc(N)c23)c1
Show InChI InChI=1/C28H29N7O5/c1-28(15-39-16-28)27(37)34-11-12-40-21(14-34)23-20-8-10-31-25(29)24(20)35(33-23)18-5-3-17(4-6-18)26(36)32-22-13-19(38-2)7-9-30-22/h3-10,13,21H,11-12,14-16H2,1-2H3,(H2,29,31)(H,30,32,36)/t21-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 42.1n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM362352
PNG
(4-{7- [(methoxyacetyl)amino]-3-[(2R)-4- (methoxyac...)
Show SMILES COCC(=O)Nc1nccc2c(nn(-c3ccc(cc3)C(=O)Nc3cc(ccn3)C(F)(F)F)c12)[C@H]1CN(CCO1)C(=O)COC
Show InChI InChI=1/C29H28F3N7O6/c1-43-15-23(40)36-27-26-20(8-10-34-27)25(21-14-38(11-12-45-21)24(41)16-44-2)37-39(26)19-5-3-17(4-6-19)28(42)35-22-13-18(7-9-33-22)29(30,31)32/h3-10,13,21H,11-12,14-16H2,1-2H3,(H,33,35,42)(H,34,36,40)/t21-/s2
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
UniChem
Article
US Patent
n/an/a 46.5n/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 US9834554 (2017)


Article DOI: 10.1016/j.bmcl.2005.12.095
More data for this
Ligand-Target Pair
* indicates data uncertainty>20%