BindingDB logo
myBDB logout

Patent code US9206188

Compile Data Set for Download or QSAR

Found 228 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 JAK2


(Homo sapiens (Human))
BDBM2579
PNG
((2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-2...)
Show SMILES CN[C@@H]1C[C@H]2O[C@@](C)([C@@H]1OC)n1c3ccccc3c3c4CNC(=O)c4c4c5ccccc5n2c4c13 |r|
Show InChI InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
Purchase

CHEMBL
MCE
KEGG
MMDB
PC cid
PC sid
PDB
UniChem

Patents


Similars

US Patent
n/an/a<1n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine series of compounds and analogues in Table 3B were synthesized and tested in 10-dose IC50 mode with 3 fold serial dilutions...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195798
PNG
(US9206188, 49 | US9834551, Example 49)
Show SMILES CN(C)\C=C\C(=O)Nc1cc(ccc1Cl)-c1cnc2[nH]nc(C)c2c1
Show InChI InChI=1S/C18H18ClN5O/c1-11-14-8-13(10-20-18(14)23-22-11)12-4-5-15(19)16(9-12)21-17(25)6-7-24(2)3/h4-10H,1-3H3,(H,21,25)(H,20,22,23)/b7-6+
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195806
PNG
(US9206188, 57 | US9834551, Example 57)
Show SMILES C=CC(=O)Nc1cccc(n1)-c1cnc2[nH]ccc2c1
Show InChI InChI=1S/C15H12N4O/c1-2-14(20)19-13-5-3-4-12(18-13)11-8-10-6-7-16-15(10)17-9-11/h2-9H,1H2,(H,16,17)(H,18,19,20)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195828
PNG
(US9206188, 79 | US9834551, Example 79)
Show SMILES Clc1c[nH]c2ncc(cc12)-c1cccc(NC(=O)C#C)n1
Show InChI InChI=1S/C15H9ClN4O/c1-2-14(21)20-13-5-3-4-12(19-13)9-6-10-11(16)8-18-15(10)17-7-9/h1,3-8H,(H,17,18)(H,19,20,21)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195831
PNG
(US9206188, 82 | US9834551, Example 82)
Show SMILES CC#CC(=O)Nc1cccc(n1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C16H11ClN4O/c1-2-4-15(22)21-14-6-3-5-13(20-14)10-7-11-12(17)9-19-16(11)18-8-10/h3,5-9H,1H3,(H,18,19)(H,20,21,22)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195833
PNG
(US9206188, 84 | US9834551, Example 84)
Show SMILES Fc1ccc(cc1NC(=O)C#C)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C16H9ClFN3O/c1-2-15(22)21-14-6-9(3-4-13(14)18)10-5-11-12(17)8-20-16(11)19-7-10/h1,3-8H,(H,19,20)(H,21,22)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195837
PNG
(US9206188, 88 | US9834551, Example 88)
Show SMILES CC#CC(=O)Nc1cc(ccc1F)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C17H11ClFN3O/c1-2-3-16(23)22-15-7-10(4-5-14(15)19)11-6-12-13(18)9-21-17(12)20-8-11/h4-9H,1H3,(H,20,21)(H,22,23)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195840
PNG
(US9206188, 91 | US9834551, Example 91)
Show SMILES CC#CC(=O)Nc1cccc(n1)-c1cnc2[nH]cc(C)c2c1
Show InChI InChI=1S/C17H14N4O/c1-3-5-16(22)21-15-7-4-6-14(20-15)12-8-13-11(2)9-18-17(13)19-10-12/h4,6-10H,1-2H3,(H,18,19)(H,20,21,22)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195765
PNG
(US9206188, 16 | US9834551, Example 16)
Show SMILES Clc1c[nH]c2ncc(cc12)-c1cccc(NC(=O)C2(CC2)C#C)c1
Show InChI InChI=1S/C19H14ClN3O/c1-2-19(6-7-19)18(24)23-14-5-3-4-12(8-14)13-9-15-16(20)11-22-17(15)21-10-13/h1,3-5,8-11H,6-7H2,(H,21,22)(H,23,24)
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195772
PNG
(US9206188, 23 | US9834551, Example 23)
Show SMILES CC#CC(=O)Nc1cccc(c1)-c1cnc2[nH]cc(C)c2c1
Show InChI InChI=1S/C18H15N3O/c1-3-5-17(22)21-15-7-4-6-13(8-15)14-9-16-12(2)10-19-18(16)20-11-14/h4,6-11H,1-2H3,(H,19,20)(H,21,22)
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195776
PNG
(US9206188, 27 | US9834551, Example 27)
Show SMILES CN(C(C)(C)C)S(=O)(=O)c1cccc(c1)-c1c[nH]c2ncc(cc12)-c1cccc(NC(=O)C=C)c1
Show InChI InChI=1S/C27H28N4O3S/c1-6-25(32)30-21-11-7-9-18(13-21)20-15-23-24(17-29-26(23)28-16-20)19-10-8-12-22(14-19)35(33,34)31(5)27(2,3)4/h6-17H,1H2,2-5H3,(H,28,29)(H,30,32)
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195798
PNG
(US9206188, 49 | US9834551, Example 49)
Show SMILES CN(C)\C=C\C(=O)Nc1cc(ccc1Cl)-c1cnc2[nH]nc(C)c2c1
Show InChI InChI=1S/C18H18ClN5O/c1-11-14-8-13(10-20-18(14)23-22-11)12-4-5-15(19)16(9-12)21-17(25)6-7-24(2)3/h4-10H,1-3H3,(H,21,25)(H,20,22,23)/b7-6+
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195826
PNG
(US9206188, 77 | US9834551, Example 77)
Show SMILES O=C(Nc1cccc(n1)-c1cnc2[nH]ccc2c1)C#C
Show InChI InChI=1S/C15H10N4O/c1-2-14(20)19-13-5-3-4-12(18-13)11-8-10-6-7-16-15(10)17-9-11/h1,3-9H,(H,16,17)(H,18,19,20)
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195831
PNG
(US9206188, 82 | US9834551, Example 82)
Show SMILES CC#CC(=O)Nc1cccc(n1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C16H11ClN4O/c1-2-4-15(22)21-14-6-3-5-13(20-14)10-7-11-12(17)9-19-16(11)18-8-10/h3,5-9H,1H3,(H,18,19)(H,20,21,22)
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195833
PNG
(US9206188, 84 | US9834551, Example 84)
Show SMILES Fc1ccc(cc1NC(=O)C#C)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C16H9ClFN3O/c1-2-15(22)21-14-6-9(3-4-13(14)18)10-5-11-12(17)8-20-16(11)19-7-10/h1,3-8H,(H,19,20)(H,21,22)
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195840
PNG
(US9206188, 91 | US9834551, Example 91)
Show SMILES CC#CC(=O)Nc1cccc(n1)-c1cnc2[nH]cc(C)c2c1
Show InChI InChI=1S/C17H14N4O/c1-3-5-16(22)21-15-7-4-6-14(20-15)12-8-13-11(2)9-18-17(13)19-10-12/h4,6-10H,1-2H3,(H,18,19)(H,20,21,22)
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195901
PNG
(US9206188, 133 | US9834551, Example 133)
Show SMILES COc1c(F)cc(F)cc1-c1c[nH]c2ncc(cc12)-c1cc(NC(=O)\C=C\CN(C)C)ccc1F
Show InChI InChI=1S/C26H23F3N4O2/c1-33(2)8-4-5-24(34)32-17-6-7-22(28)18(12-17)15-9-20-21(14-31-26(20)30-13-15)19-10-16(27)11-23(29)25(19)35-3/h4-7,9-14H,8H2,1-3H3,(H,30,31)(H,32,34)/b5-4+
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 7.56E+3n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195904
PNG
(US9206188, 145 | US9834551, Example 145)
Show SMILES CN(C)C\C=C\C(=O)Nc1cccc(c1)-c1cnc2[nH]cc(-c3cccc(C)c3F)c2c1
Show InChI InChI=1S/C26H25FN4O/c1-17-7-4-10-21(25(17)27)23-16-29-26-22(23)14-19(15-28-26)18-8-5-9-20(13-18)30-24(32)11-6-12-31(2)3/h4-11,13-16H,12H2,1-3H3,(H,28,29)(H,30,32)/b11-6+
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 7.56E+3n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195770
PNG
(US9206188, 21 | US9834551, Example 21)
Show SMILES CCC#CC(=O)Nc1cccc(c1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C18H14ClN3O/c1-2-3-7-17(23)22-14-6-4-5-12(8-14)13-9-15-16(19)11-21-18(15)20-10-13/h4-6,8-11H,2H2,1H3,(H,20,21)(H,22,23)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195829
PNG
(US9206188, 80 | US9834551, Example 80)
Show SMILES CCC#CC(=O)Nc1cccc(n1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C17H13ClN4O/c1-2-3-7-16(23)22-15-6-4-5-14(21-15)11-8-12-13(18)10-20-17(12)19-9-11/h4-6,8-10H,2H2,1H3,(H,19,20)(H,21,22,23)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195836
PNG
(US9206188, 87 | US9834551, Example 87)
Show SMILES CC#CC(=O)Nc1cc(ccc1F)-c1cnc2[nH]ccc2c1
Show InChI InChI=1S/C17H12FN3O/c1-2-3-16(22)21-15-9-11(4-5-14(15)18)13-8-12-6-7-19-17(12)20-10-13/h4-10H,1H3,(H,19,20)(H,21,22)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195841
PNG
(US9206188, 92 | US9834551, Example 92)
Show SMILES Cc1c[nH]c2ncc(cc12)-c1ccc(F)c(NC(=O)C#C)c1
Show InChI InChI=1S/C17H12FN3O/c1-3-16(22)21-15-7-11(4-5-14(15)18)12-6-13-10(2)8-19-17(13)20-9-12/h1,4-9H,2H3,(H,19,20)(H,21,22)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195908
PNG
(US9206188, 153 | US9834551, Example 153)
Show SMILES CN(C)C\C=C\C(=O)Nc1cccc(c1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C19H19ClN4O/c1-24(2)8-4-7-18(25)23-15-6-3-5-13(9-15)14-10-16-17(20)12-22-19(16)21-11-14/h3-7,9-12H,8H2,1-2H3,(H,21,22)(H,23,25)/b7-4+
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 72.4n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195768
PNG
(US9206188, 19 | US9834551, Example 19)
Show SMILES CC#CC(=O)Nc1cccc(c1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C17H12ClN3O/c1-2-4-16(22)21-13-6-3-5-11(7-13)12-8-14-15(18)10-20-17(14)19-9-12/h3,5-10H,1H3,(H,19,20)(H,21,22)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195780
PNG
(US9206188, 31 | US9834551, Example 31)
Show SMILES CCC#CC(=O)Nc1cc(ccc1F)-c1cnc2[nH]cc(C)c2c1
Show InChI InChI=1S/C19H16FN3O/c1-3-4-5-18(24)23-17-9-13(6-7-16(17)20)14-8-15-12(2)10-21-19(15)22-11-14/h6-11H,3H2,1-2H3,(H,21,22)(H,23,24)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195782
PNG
(US9206188, 33 | US9834551, Example 33)
Show SMILES CN(C(C)(C)C)S(=O)(=O)c1cccc(c1)-c1c[nH]c2ncc(nc12)-c1cccc(NC(=O)C=C)c1
Show InChI InChI=1S/C26H27N5O3S/c1-6-23(32)29-19-11-7-10-18(13-19)22-16-28-25-24(30-22)21(15-27-25)17-9-8-12-20(14-17)35(33,34)31(5)26(2,3)4/h6-16H,1H2,2-5H3,(H,27,28)(H,29,32)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195797
PNG
(US9206188, 48 | US9834551, Example 48)
Show SMILES CN(C)\C=C\C(=O)Nc1cccc(c1)-c1cnc2[nH]nc(C)c2c1
Show InChI InChI=1S/C18H19N5O/c1-12-16-10-14(11-19-18(16)22-21-12)13-5-4-6-15(9-13)20-17(24)7-8-23(2)3/h4-11H,1-3H3,(H,20,24)(H,19,21,22)/b8-7+
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195799
PNG
(US9206188, 50 | US9834551, Example 50)
Show SMILES Cc1n[nH]c2ncc(cc12)-c1ccc(Cl)c(NC(=O)C=C)c1
Show InChI InChI=1S/C16H13ClN4O/c1-3-15(22)19-14-7-10(4-5-13(14)17)11-6-12-9(2)20-21-16(12)18-8-11/h3-8H,1H2,2H3,(H,19,22)(H,18,20,21)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195828
PNG
(US9206188, 79 | US9834551, Example 79)
Show SMILES Clc1c[nH]c2ncc(cc12)-c1cccc(NC(=O)C#C)n1
Show InChI InChI=1S/C15H9ClN4O/c1-2-14(21)20-13-5-3-4-12(19-13)9-6-10-11(16)8-18-15(10)17-7-9/h1,3-8H,(H,17,18)(H,19,20,21)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195831
PNG
(US9206188, 82 | US9834551, Example 82)
Show SMILES CC#CC(=O)Nc1cccc(n1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C16H11ClN4O/c1-2-4-15(22)21-14-6-3-5-13(20-14)10-7-11-12(17)9-19-16(11)18-8-10/h3,5-9H,1H3,(H,18,19)(H,20,21,22)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195904
PNG
(US9206188, 145 | US9834551, Example 145)
Show SMILES CN(C)C\C=C\C(=O)Nc1cccc(c1)-c1cnc2[nH]cc(-c3cccc(C)c3F)c2c1
Show InChI InChI=1S/C26H25FN4O/c1-17-7-4-10-21(25(17)27)23-16-29-26-22(23)14-19(15-28-26)18-8-5-9-20(13-18)30-24(32)11-6-12-31(2)3/h4-11,13-16H,12H2,1-3H3,(H,28,29)(H,30,32)/b11-6+
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195907
PNG
(US9206188, 152 | US9834551, Example 152)
Show SMILES CN(C)C\C=C\C(=O)Nc1cccc(c1)-c1cnc2[nH]cc(C)c2c1
Show InChI InChI=1S/C20H22N4O/c1-14-12-21-20-18(14)11-16(13-22-20)15-6-4-7-17(10-15)23-19(25)8-5-9-24(2)3/h4-8,10-13H,9H2,1-3H3,(H,21,22)(H,23,25)/b8-5+
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195768
PNG
(US9206188, 19 | US9834551, Example 19)
Show SMILES CC#CC(=O)Nc1cccc(c1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C17H12ClN3O/c1-2-4-16(22)21-13-6-3-5-11(7-13)12-8-14-15(18)10-20-17(14)19-9-12/h3,5-10H,1H3,(H,19,20)(H,21,22)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195772
PNG
(US9206188, 23 | US9834551, Example 23)
Show SMILES CC#CC(=O)Nc1cccc(c1)-c1cnc2[nH]cc(C)c2c1
Show InChI InChI=1S/C18H15N3O/c1-3-5-17(22)21-15-7-4-6-13(8-15)14-9-16-12(2)10-19-18(16)20-11-14/h4,6-11H,1-2H3,(H,19,20)(H,21,22)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195776
PNG
(US9206188, 27 | US9834551, Example 27)
Show SMILES CN(C(C)(C)C)S(=O)(=O)c1cccc(c1)-c1c[nH]c2ncc(cc12)-c1cccc(NC(=O)C=C)c1
Show InChI InChI=1S/C27H28N4O3S/c1-6-25(32)30-21-11-7-9-18(13-21)20-15-23-24(17-29-26(23)28-16-20)19-10-8-12-22(14-19)35(33,34)31(5)27(2,3)4/h6-17H,1H2,2-5H3,(H,28,29)(H,30,32)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 30n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195905
PNG
(US9206188, 148 | US9834551, Example 148)
Show SMILES Cc1cccc(-c2c[nH]c3ncc(cc23)-c2cccc(NC(=O)C=C)c2)c1F
Show InChI InChI=1S/C23H18FN3O/c1-3-21(28)27-17-8-5-7-15(10-17)16-11-19-20(13-26-23(19)25-12-16)18-9-4-6-14(2)22(18)24/h3-13H,1H2,2H3,(H,25,26)(H,27,28)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 154n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195908
PNG
(US9206188, 153 | US9834551, Example 153)
Show SMILES CN(C)C\C=C\C(=O)Nc1cccc(c1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C19H19ClN4O/c1-24(2)8-4-7-18(25)23-15-6-3-5-13(9-15)14-10-16-17(20)12-22-19(16)21-11-14/h3-7,9-12H,8H2,1-2H3,(H,21,22)(H,23,25)/b7-4+
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 154n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195806
PNG
(US9206188, 57 | US9834551, Example 57)
Show SMILES C=CC(=O)Nc1cccc(n1)-c1cnc2[nH]ccc2c1
Show InChI InChI=1S/C15H12N4O/c1-2-14(20)19-13-5-3-4-12(18-13)11-8-10-6-7-16-15(10)17-9-11/h2-9H,1H2,(H,16,17)(H,18,19,20)
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 739n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195902
PNG
(US9206188, 138 | US9834551, Example 138)
Show SMILES COc1cc(F)c(C)cc1-c1c[nH]c2ncc(cc12)-c1cccc(NC(=O)\C=C\CN(C)C)c1
Show InChI InChI=1S/C27H27FN4O2/c1-17-11-21(25(34-4)14-24(17)28)23-16-30-27-22(23)13-19(15-29-27)18-7-5-8-20(12-18)31-26(33)9-6-10-32(2)3/h5-9,11-16H,10H2,1-4H3,(H,29,30)(H,31,33)/b9-6+
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 7.56E+3n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase BTK


(Homo sapiens (Human))
BDBM195908
PNG
(US9206188, 153 | US9834551, Example 153)
Show SMILES CN(C)C\C=C\C(=O)Nc1cccc(c1)-c1cnc2[nH]cc(Cl)c2c1
Show InChI InChI=1S/C19H19ClN4O/c1-24(2)8-4-7-18(25)23-15-6-3-5-13(9-15)14-10-16-17(20)12-22-19(16)21-11-14/h3-7,9-12H,8H2,1-2H3,(H,21,22)(H,23,25)/b7-4+
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 7.56E+3n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195780
PNG
(US9206188, 31 | US9834551, Example 31)
Show SMILES CCC#CC(=O)Nc1cc(ccc1F)-c1cnc2[nH]cc(C)c2c1
Show InChI InChI=1S/C19H16FN3O/c1-3-4-5-18(24)23-17-9-13(6-7-16(17)20)14-8-15-12(2)10-21-19(15)22-11-14/h6-11H,3H2,1-2H3,(H,21,22)(H,23,24)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195782
PNG
(US9206188, 33 | US9834551, Example 33)
Show SMILES CN(C(C)(C)C)S(=O)(=O)c1cccc(c1)-c1c[nH]c2ncc(nc12)-c1cccc(NC(=O)C=C)c1
Show InChI InChI=1S/C26H27N5O3S/c1-6-23(32)29-19-11-7-10-18(13-19)22-16-28-25-24(30-22)21(15-27-25)17-9-8-12-20(14-17)35(33,34)31(5)26(2,3)4/h6-16H,1H2,2-5H3,(H,27,28)(H,29,32)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195808
PNG
(US9206188, 59 | US9834551, Example 59)
Show SMILES Fc1ccc(cc1NC(=O)C=C)-c1cnc2[nH]ccc2c1
Show InChI InChI=1S/C16H12FN3O/c1-2-15(21)20-14-8-10(3-4-13(14)17)12-7-11-5-6-18-16(11)19-9-12/h2-9H,1H2,(H,18,19)(H,20,21)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195824
PNG
(US9206188, 75 | US9834551, Example 75)
Show SMILES Cc1ccc2cc([nH]c2c1)-c1c[nH]c2ncc(cc12)-c1cccc(NC(=O)C=C)c1
Show InChI InChI=1S/C25H20N4O/c1-3-24(30)28-19-6-4-5-16(10-19)18-11-20-21(14-27-25(20)26-13-18)23-12-17-8-7-15(2)9-22(17)29-23/h3-14,29H,1H2,2H3,(H,26,27)(H,28,30)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195827
PNG
(US9206188, 78 | US9834551, Example 78)
Show SMILES CCC#CC(=O)Nc1cccc(n1)-c1cnc2[nH]ccc2c1
Show InChI InChI=1S/C17H14N4O/c1-2-3-7-16(22)21-15-6-4-5-14(20-15)13-10-12-8-9-18-17(12)19-11-13/h4-6,8-11H,2H2,1H3,(H,18,19)(H,20,21,22)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase ITK/TSK


(Homo sapiens (Human))
BDBM195834
PNG
(US9206188, 85 | US9834551, Example 85)
Show SMILES CCC#CC(=O)Nc1cc(ccc1F)-c1cnc2[nH]ccc2c1
Show InChI InChI=1S/C18H14FN3O/c1-2-3-4-17(23)22-16-10-12(5-6-15(16)19)14-9-13-7-8-20-18(13)21-11-14/h5-11H,2H2,1H3,(H,20,21)(H,22,23)
PDB
MMDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a 35n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK2


(Homo sapiens (Human))
BDBM195906
PNG
(US9206188, 150 | US9834551, Example 150)
Show SMILES C=CC(=O)Nc1cccc(c1)-c1cnc2NC(=O)Cc2c1
Show InChI InChI=1S/C16H13N3O2/c1-2-14(20)18-13-5-3-4-10(7-13)12-6-11-8-15(21)19-16(11)17-9-12/h2-7,9H,1,8H2,(H,18,20)(H,17,19,21)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a>1.00E+5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195754
PNG
(US9206188, 5 | US9834551, Example 5)
Show SMILES C=CC(=O)Nc1cccc(c1)-c1cnc2[nH]cc(-c3cc4ccccc4[nH]3)c2n1
Show InChI InChI=1S/C23H17N5O/c1-2-21(29)26-16-8-5-7-14(10-16)20-13-25-23-22(28-20)17(12-24-23)19-11-15-6-3-4-9-18(15)27-19/h2-13,27H,1H2,(H,24,25)(H,26,29)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195756
PNG
(US9206188, 7 | US9834551, Example 7)
Show SMILES Clc1c[nH]c2ncc(cc12)-c1cccc(NC(=O)C=C)c1
Show InChI InChI=1S/C16H12ClN3O/c1-2-15(21)20-12-5-3-4-10(6-12)11-7-13-14(17)9-19-16(13)18-8-11/h2-9H,1H2,(H,18,19)(H,20,21)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Tyrosine-protein kinase JAK3


(Homo sapiens (Human))
BDBM195769
PNG
(US9206188, 20 | US9834551, Example 20)
Show SMILES Clc1c[nH]c2ncc(cc12)-c1cccc(NC(=O)C#C)c1
Show InChI InChI=1S/C16H10ClN3O/c1-2-15(21)20-12-5-3-4-10(6-12)11-7-13-14(17)9-19-16(13)18-8-11/h1,3-9H,(H,18,19)(H,20,21)
PDB

Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
antibodypedia
GoogleScholar
AffyNet 
PC cid
PC sid
UniChem
US Patent
n/an/a<5n/an/an/an/an/an/a



ARRIEN PHARMACEUTICALS LLC

US Patent


Assay Description
1H-pyrrolo[2,3-b]pyridine, 1H-pyrazolo[3,4-b]pyridine and 5H-pyrrolo[2,3-b]pyrazine series of compounds exhibited over >100 fold selective against Ja...


US Patent US9206188 (2015)


BindingDB Entry DOI: 10.7270/Q2057DRT
More data for this
Ligand-Target Pair
Displayed 1 to 50 (of 228 total )  |  Next  |  Last  >>
* indicates data uncertainty>20%