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BDBM286388 8-(2-(4-acryloylpiperazin-1-yl)ethyl)-6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-(methylamino)pyrido[2,3-d]pyrimidin-7(8H)-one::US10294223, Cpd No. 2::US9567334, Example 2::US9815834, Compound 2

SMILES: CNc1ncc2cc(-c3c(Cl)c(OC)cc(OC)c3Cl)c(=O)n(CCN3CCN(CC3)C(=O)C=C)c2n1

InChI Key: InChIKey=PZMMTZOZIZQHCK-UHFFFAOYSA-N

Data: 6 IC50

Find this compound or compounds like it in BindingDB or PDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 7 hits for monomerid = 286388   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Fibroblast growth factor receptor 1


(Homo sapiens (Human))
BDBM286388
PNG
(8-(2-(4-acryloylpiperazin-1-yl)ethyl)-6-(2,6-dichl...)
Show SMILES CNc1ncc2cc(-c3c(Cl)c(OC)cc(OC)c3Cl)c(=O)n(CCN3CCN(CC3)C(=O)C=C)c2n1 |(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-2.67,3.85,;-1.33,3.08,;,3.85,;1.33,3.08,;2.67,3.85,;2.67,5.39,;1.33,6.16,;4,6.16,;4,7.7,;2.67,8.47,;5.33,5.39,;5.33,3.85,;6.67,3.08,;6.67,1.54,;4,3.08,;4,1.54,;1.33,1.54,;2.67,.77,;,.77,;,-.77,;1.33,-1.54,;1.33,-3.08,;,-3.85,;,-5.39,;1.33,-6.16,;2.67,-5.39,;2.67,-3.85,;1.33,-7.7,;,-8.47,;2.67,-8.47,;4,-7.7,;-1.33,1.54,;-2.67,.77,)|
Show InChI InChI=1S/C25H28Cl2N6O4/c1-5-19(34)32-9-6-31(7-10-32)8-11-33-23-15(14-29-25(28-2)30-23)12-16(24(33)35)20-21(26)17(36-3)13-18(37-4)22(20)27/h5,12-14H,1,6-11H2,2-4H3,(H,28,29,30)
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n/an/a 2.30n/an/an/an/an/a25



Principia Biopharma, Inc.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of FGFR family (FGFR1, FGFR2, FGFR3, FGFR4) kin...


US Patent US9567334 (2017)


BindingDB Entry DOI: 10.7270/Q2XK8HKQ
More data for this
Ligand-Target Pair
Fibroblast growth factor receptor 1


(Homo sapiens (Human))
BDBM286388
PNG
(8-(2-(4-acryloylpiperazin-1-yl)ethyl)-6-(2,6-dichl...)
Show SMILES CNc1ncc2cc(-c3c(Cl)c(OC)cc(OC)c3Cl)c(=O)n(CCN3CCN(CC3)C(=O)C=C)c2n1 |(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-2.67,3.85,;-1.33,3.08,;,3.85,;1.33,3.08,;2.67,3.85,;2.67,5.39,;1.33,6.16,;4,6.16,;4,7.7,;2.67,8.47,;5.33,5.39,;5.33,3.85,;6.67,3.08,;6.67,1.54,;4,3.08,;4,1.54,;1.33,1.54,;2.67,.77,;,.77,;,-.77,;1.33,-1.54,;1.33,-3.08,;,-3.85,;,-5.39,;1.33,-6.16,;2.67,-5.39,;2.67,-3.85,;1.33,-7.7,;,-8.47,;2.67,-8.47,;4,-7.7,;-1.33,1.54,;-2.67,.77,)|
Show InChI InChI=1S/C25H28Cl2N6O4/c1-5-19(34)32-9-6-31(7-10-32)8-11-33-23-15(14-29-25(28-2)30-23)12-16(24(33)35)20-21(26)17(36-3)13-18(37-4)22(20)27/h5,12-14H,1,6-11H2,2-4H3,(H,28,29,30)
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n/an/a 11n/an/an/an/an/an/a



Principia Biopharma, Inc.

Curated by ChEMBL


Assay Description
Inhibition of FGFR1 in HUVEC assessed as reduction in FGF2-induced ERK phosphorylation preincubated for 60 mins followed by FGF2 stimulation for 10 m...


J Med Chem 60: 6516-6527 (2017)


Article DOI: 10.1021/acs.jmedchem.7b00360
BindingDB Entry DOI: 10.7270/Q2C53P3H
More data for this
Ligand-Target Pair
Fibroblast growth factor receptor 1


(Homo sapiens (Human))
BDBM286388
PNG
(8-(2-(4-acryloylpiperazin-1-yl)ethyl)-6-(2,6-dichl...)
Show SMILES CNc1ncc2cc(-c3c(Cl)c(OC)cc(OC)c3Cl)c(=O)n(CCN3CCN(CC3)C(=O)C=C)c2n1 |(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-2.67,3.85,;-1.33,3.08,;,3.85,;1.33,3.08,;2.67,3.85,;2.67,5.39,;1.33,6.16,;4,6.16,;4,7.7,;2.67,8.47,;5.33,5.39,;5.33,3.85,;6.67,3.08,;6.67,1.54,;4,3.08,;4,1.54,;1.33,1.54,;2.67,.77,;,.77,;,-.77,;1.33,-1.54,;1.33,-3.08,;,-3.85,;,-5.39,;1.33,-6.16,;2.67,-5.39,;2.67,-3.85,;1.33,-7.7,;,-8.47,;2.67,-8.47,;4,-7.7,;-1.33,1.54,;-2.67,.77,)|
Show InChI InChI=1S/C25H28Cl2N6O4/c1-5-19(34)32-9-6-31(7-10-32)8-11-33-23-15(14-29-25(28-2)30-23)12-16(24(33)35)20-21(26)17(36-3)13-18(37-4)22(20)27/h5,12-14H,1,6-11H2,2-4H3,(H,28,29,30)
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n/an/a 2.30n/an/an/an/an/an/a



Principia Biopharma, Inc.

Curated by ChEMBL


Assay Description
Inhibition of human FGFR1 using 5-FAM-KKKKEEIYFFF-NH2 as substrate preincubated for 15 mins followed by peptide substrate addition measured after 3 h...


J Med Chem 60: 6516-6527 (2017)


Article DOI: 10.1021/acs.jmedchem.7b00360
BindingDB Entry DOI: 10.7270/Q2C53P3H
More data for this
Ligand-Target Pair
Fibroblast growth factor receptor 1


(Homo sapiens (Human))
US11078199, Cpd 2
PNG
(8-(2-(4-acryloylpiperazin-1-yl)ethyl)-6-(2,6-dichl...)
Show SMILES CNc1ncc2cc(-c3c(Cl)c(OC)cc(OC)c3Cl)c(=O)n(CCN3CCN(CC3)C(=O)C=C)c2n1 |(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-2.67,3.85,;-1.33,3.08,;,3.85,;1.33,3.08,;2.67,3.85,;2.67,5.39,;1.33,6.16,;4,6.16,;4,7.7,;2.67,8.47,;5.33,5.39,;5.33,3.85,;6.67,3.08,;6.67,1.54,;4,3.08,;4,1.54,;1.33,1.54,;2.67,.77,;,.77,;,-.77,;1.33,-1.54,;1.33,-3.08,;,-3.85,;,-5.39,;1.33,-6.16,;2.67,-5.39,;2.67,-3.85,;1.33,-7.7,;,-8.47,;2.67,-8.47,;4,-7.7,;-1.33,1.54,;-2.67,.77,)|
Show InChI InChI=1S/C25H28Cl2N6O4/c1-5-19(34)32-9-6-31(7-10-32)8-11-33-23-15(14-29-25(28-2)30-23)12-16(24(33)35)20-21(26)17(36-3)13-18(37-4)22(20)27/h5,12-14H,1,6-11H2,2-4H3,(H,28,29,30)
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TBA



Citation and Details
More data for this
Ligand-Target Pair
Fibroblast growth factor receptor 2


(Homo sapiens (Human))
BDBM286388
PNG
(8-(2-(4-acryloylpiperazin-1-yl)ethyl)-6-(2,6-dichl...)
Show SMILES CNc1ncc2cc(-c3c(Cl)c(OC)cc(OC)c3Cl)c(=O)n(CCN3CCN(CC3)C(=O)C=C)c2n1 |(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-2.67,3.85,;-1.33,3.08,;,3.85,;1.33,3.08,;2.67,3.85,;2.67,5.39,;1.33,6.16,;4,6.16,;4,7.7,;2.67,8.47,;5.33,5.39,;5.33,3.85,;6.67,3.08,;6.67,1.54,;4,3.08,;4,1.54,;1.33,1.54,;2.67,.77,;,.77,;,-.77,;1.33,-1.54,;1.33,-3.08,;,-3.85,;,-5.39,;1.33,-6.16,;2.67,-5.39,;2.67,-3.85,;1.33,-7.7,;,-8.47,;2.67,-8.47,;4,-7.7,;-1.33,1.54,;-2.67,.77,)|
Show InChI InChI=1S/C25H28Cl2N6O4/c1-5-19(34)32-9-6-31(7-10-32)8-11-33-23-15(14-29-25(28-2)30-23)12-16(24(33)35)20-21(26)17(36-3)13-18(37-4)22(20)27/h5,12-14H,1,6-11H2,2-4H3,(H,28,29,30)
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US Patent
n/an/a 1.20n/an/an/an/an/an/a



Boehringer Ingelheim Pharmaceuticals Inc.



Assay Description
The cell-based effects of FGFR inhibitors were determined by measuring inhibition of FGFR-dependent cell line growth. The cell lines SNU-16 was used ...


Bioorg Med Chem Lett 19: 773-7 (2009)


BindingDB Entry DOI: 10.7270/Q2GX4DVZ
More data for this
Ligand-Target Pair
Fibroblast growth factor receptor 1


(Homo sapiens (Human))
BDBM286388
PNG
(8-(2-(4-acryloylpiperazin-1-yl)ethyl)-6-(2,6-dichl...)
Show SMILES CNc1ncc2cc(-c3c(Cl)c(OC)cc(OC)c3Cl)c(=O)n(CCN3CCN(CC3)C(=O)C=C)c2n1 |(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-2.67,3.85,;-1.33,3.08,;,3.85,;1.33,3.08,;2.67,3.85,;2.67,5.39,;1.33,6.16,;4,6.16,;4,7.7,;2.67,8.47,;5.33,5.39,;5.33,3.85,;6.67,3.08,;6.67,1.54,;4,3.08,;4,1.54,;1.33,1.54,;2.67,.77,;,.77,;,-.77,;1.33,-1.54,;1.33,-3.08,;,-3.85,;,-5.39,;1.33,-6.16,;2.67,-5.39,;2.67,-3.85,;1.33,-7.7,;,-8.47,;2.67,-8.47,;4,-7.7,;-1.33,1.54,;-2.67,.77,)|
Show InChI InChI=1S/C25H28Cl2N6O4/c1-5-19(34)32-9-6-31(7-10-32)8-11-33-23-15(14-29-25(28-2)30-23)12-16(24(33)35)20-21(26)17(36-3)13-18(37-4)22(20)27/h5,12-14H,1,6-11H2,2-4H3,(H,28,29,30)
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n/an/a 1.20n/an/an/an/an/an/a



PRINCIPIA BIOPHARMA, INC.

US Patent


Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of FGFR family (FGFR1, FGFR2, FGFR3, FGFR4) kin...


US Patent US9815834 (2017)


BindingDB Entry DOI: 10.7270/Q2B85B83
More data for this
Ligand-Target Pair
Fibroblast growth factor receptor 1


(Homo sapiens (Human))
BDBM286388
PNG
(8-(2-(4-acryloylpiperazin-1-yl)ethyl)-6-(2,6-dichl...)
Show SMILES CNc1ncc2cc(-c3c(Cl)c(OC)cc(OC)c3Cl)c(=O)n(CCN3CCN(CC3)C(=O)C=C)c2n1 |(-6.67,1.54,;-5.33,.77,;-4,1.54,;-4,3.08,;-2.67,3.85,;-1.33,3.08,;,3.85,;1.33,3.08,;2.67,3.85,;2.67,5.39,;1.33,6.16,;4,6.16,;4,7.7,;2.67,8.47,;5.33,5.39,;5.33,3.85,;6.67,3.08,;6.67,1.54,;4,3.08,;4,1.54,;1.33,1.54,;2.67,.77,;,.77,;,-.77,;1.33,-1.54,;1.33,-3.08,;,-3.85,;,-5.39,;1.33,-6.16,;2.67,-5.39,;2.67,-3.85,;1.33,-7.7,;,-8.47,;2.67,-8.47,;4,-7.7,;-1.33,1.54,;-2.67,.77,)|
Show InChI InChI=1S/C25H28Cl2N6O4/c1-5-19(34)32-9-6-31(7-10-32)8-11-33-23-15(14-29-25(28-2)30-23)12-16(24(33)35)20-21(26)17(36-3)13-18(37-4)22(20)27/h5,12-14H,1,6-11H2,2-4H3,(H,28,29,30)
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n/an/a 2.30n/an/an/an/an/an/a



Boehringer Ingelheim Pharmaceuticals Inc.



Assay Description
A Caliper-based kinase assay (Caliper Life Sciences, Hopkinton, Mass.) was used to measure inhibition of FGFR family (FGFR1, FGFR2, FGFR3, FGFR4) kin...


Bioorg Med Chem Lett 19: 773-7 (2009)


BindingDB Entry DOI: 10.7270/Q2GX4DVZ
More data for this
Ligand-Target Pair