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Compound Detail

CHEMBL492634

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Cc1cccc(-c2[nH]c(Cc3cccc(C(N)=O)c3)nc2-c2ccc3nccnc3c2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL492634
Phase Preclinical
Structure Type MOL
InChI Key RYKSGWSKILPDDY-UHFFFAOYSA-N
6
Targets
23
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

420.5
MW (Da)
4.08
ALogP
5
HBA
2
HBD
110.4
PSA (Ų)
0.45
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H20N6O
MW 420.48
Aromatic Rings 5
Heavy Atoms 32
NP-Likeness -1.18

Activity Summary

IC50 23 meas. best 8.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
TGF-beta receptor type-1
CHEMBL4439
 IC50 8.28 7.6246 5.3 13
Activin receptor type-1B
CHEMBL5310
 IC50 7.64 7.64 23.0 1
TGF-beta receptor type-1
CHEMBL2021750
 IC50 7.36 7.36 44.2 1
Receptor-interacting serine/threonine-protein kinase 2
CHEMBL5014
 IC50 6.96 6.96 111.0 1
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 6.32 6.1617 480.0 6
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 5.61 5.61 2440.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 8.95 % Mus musculus
F 11.4 % Rattus norvegicus
F 34.4 % Macaca mulatta
F 84.9 % Canis lupus familiaris
F 85.0 % Canis lupus familiaris
F 34.0 % Macaca mulatta
F 9.0 % Mus musculus
F 11.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
TGF-beta receptor type-1 IC50 = 5.3 nM 8.28 Inhibition of human His-tagged TbetaR-1 assessed as inhibition of SMAD3 phosphor... 32092587
TGF-beta receptor type-1 IC50 = 13.0 nM 7.89 Inhibition of TGFBR1 (unknown origin) 30530193
TGF-beta receptor type-1 IC50 = 17.0 nM 7.77 Inhibition of human recombinant GST-fused ALK5 expressed in Sf9 cells 21435890
TGF-beta receptor type-1 IC50 = 17.0 nM 7.77 Inhibition of human recombinant GST-fused ALK5 expressed in insect Sf9 cells usi... 21696866
TGF-beta receptor type-1 IC50 = 17.0 nM 7.77 Inhibition of GST-fused recombinant human ALK5 expressed in baculovirus-infected... 24704197
TGF-beta receptor type-1 IC50 = 17.0 nM 7.77 Inhibition of human recombinant ALK5 expressed in insect Sf9 cells using casein ... 24786585
TGF-beta receptor type-1 IC50 = 17.2 nM 7.76 Inhibition of human recombinant GST-fused ALK5 expressed in Sf9 cells using case... 21911290
TGF-beta receptor type-1 IC50 = 17.2 nM 7.76 Inhibition of human recombinant GST-fused ALK5 expressed in Sf9 cells using case... 23047226
TGF-beta receptor type-1 IC50 = 19.6 nM 7.71 Inhibition of ALK5 in human HaCaT cells assessed as inhibition of TGFbeta1-induc... 24786585
Activin receptor type-1B IC50 = 23.0 nM 7.64 Inhibition of ALK4 (unknown origin) by radioisotopic assay 24786585
TGF-beta receptor type-1 IC50 = 36.0 nM 7.44 Inhibition of human recombinant GST-fused ALK5 expressed in Sf9 cells 20472445
TGF-beta receptor type-1 IC50 = 36.0 nM 7.44 Inhibition of TGFbetaR1 (unknown origin) 38626523
TGF-beta receptor type-1 IC50 = 36.0 nM 7.44 Inhibition of GST fused human recombinant ALK5 expressed in Sf9 cells by radiois... 18571921
TGF-beta receptor type-1 IC50 = 44.2 nM 7.36 Inhibition of ALK5 in mouse 4T1 cells assessed as inhibition of TGFbeta1-induced... 24786585
Receptor-interacting serine/threonine-protein kinase 2 IC50 = 111.0 nM 6.96 Inhibition of RIPK2 (unknown origin) by radioisotopic assay 24786585
Mitogen-activated protein kinase 14 IC50 = 480.0 nM 6.32 Inhibition of human recombinant p38alpha expressed in Escherichia coli using ATF... 21435890
Mitogen-activated protein kinase 14 IC50 = 480.0 nM 6.32 Inhibition of human recombinant p38alpha expressed in Escherichia coli using ATF... 21696866
TGF-beta receptor type-1 IC50 = 480.0 nM 6.32 Inhibition of human recombinant p38alpha expressed in Escherichia coli using ATF... 21911290
Mitogen-activated protein kinase 14 IC50 = 480.0 nM 6.32 Inhibition of human recombinant p38alpha expressed in Escherichia coli using ATF... 23047226
Mitogen-activated protein kinase 14 IC50 = 480.0 nM 6.32 Inhibition of recombinant human p38-alpha expressed in Escherichia coli using AT... 24704197

Literature References

PubMed DOI Target Context # Activities
24786585 10.1021/jm500115w Unchecked 5
20472445 10.1016/j.bmc.2010.04.071 TGF-beta receptor type-1 4
20472445 10.1016/j.bmc.2010.04.071 ADMET 4
20621731 10.1016/j.bmcl.2010.05.032 TGF-beta receptor type-1 3
24786585 10.1021/jm500115w TGF-beta receptor type-1 3
21696866 10.1016/j.ejmech.2011.05.063 TGF-beta receptor type-1 3
21911290 10.1016/j.bmcl.2011.08.064 TGF-beta receptor type-1 3
24704197 10.1016/j.bmc.2014.03.022 TGF-beta receptor type-1 2
21435890 10.1016/j.bmc.2011.03.008 TGF-beta receptor type-1 2
23047226 10.1016/j.ejmech.2012.09.011 TGF-beta receptor type-1 2
21696866 10.1016/j.ejmech.2011.05.063 Unchecked 1
23047226 10.1016/j.ejmech.2012.09.011 Unchecked 1
21911290 10.1016/j.bmcl.2011.08.064 Rhesus monkey 1
21911290 10.1016/j.bmcl.2011.08.064 Rattus norvegicus 1
21911290 10.1016/j.bmcl.2011.08.064 Mus musculus 1
21911290 10.1016/j.bmcl.2011.08.064 Unchecked 1
18571921 10.1016/j.bmcl.2008.06.007 TGF-beta receptor type-1 1
38626523 10.1016/j.ejmech.2024.116395 TGF-beta receptor type-1 1
21435890 10.1016/j.bmc.2011.03.008 Unchecked 1
21435890 10.1016/j.bmc.2011.03.008 Mitogen-activated protein kinase 14 1

Data from ChEMBL 36 via Core Engine