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Compound Detail

CHEMBL226838

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Cc1cccc(-c2[nH]c(C(C)(C)C)nc2-c2ccc3c(c2)OCO3)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL226838
Phase Preclinical
Structure Type MOL
InChI Key WGZOTBUYUFBEPZ-UHFFFAOYSA-N
5
Targets
18
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

335.4
MW (Da)
4.47
ALogP
4
HBA
1
HBD
60.0
PSA (Ų)
0.75
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H21N3O2
MW 335.41
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.73

Activity Summary

IC50 18 meas. best 7.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
TGF-beta receptor type-1
CHEMBL4439
 IC50 7.46 7.265 34.9 10
Activin receptor type-1B
CHEMBL5310
 IC50 7.16 7.16 70.0 1
TGF-beta receptor type-1
CHEMBL2021750
 IC50 7.12 7.12 76.6 1
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 6.23 6.218 590.0 5
Receptor-interacting serine/threonine-protein kinase 2
CHEMBL5014
 IC50 6.16 6.16 685.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
TGF-beta receptor type-1 IC50 = 34.9 nM 7.46 Inhibition of human recombinant GST-fused ALK5 expressed in Sf9 insect cells usi... 26483198
TGF-beta receptor type-1 IC50 = 43.8 nM 7.36 Inhibition of ALK5 in human HaCaT cells assessed as inhibition of TGFbeta1-induc... 24786585
TGF-beta receptor type-1 IC50 = 47.0 nM 7.33 Inhibition of ALK5 assessed as inhibition of immobilized Smad3 phosphorylation 19616940
TGF-beta receptor type-1 IC50 = 47.0 nM 7.33 Inhibition of GST-tagged ALK5 kinase domain (unknown origin) using GST-tagged SM... 31303386
TGF-beta receptor type-1 IC50 = 47.0 nM 7.33 Inhibition of ALK5 (unknown origin) 38508118
TGF-beta receptor type-1 IC50 = 54.0 nM 7.27 Inhibition of human recombinant GST-fused ALK5 expressed in Sf9 cells 21435890
TGF-beta receptor type-1 IC50 = 54.0 nM 7.27 Inhibition of GST-fused recombinant human ALK5 expressed in baculovirus-infected... 24704197
TGF-beta receptor type-1 IC50 = 54.0 nM 7.27 Inhibition of human recombinant ALK5 expressed in insect Sf9 cells using casein ... 24786585
TGF-beta receptor type-1 IC50 = 54.4 nM 7.26 Inhibition of human recombinant GST-fused ALK5 expressed in Sf9 cells using case... 23047226
Activin receptor type-1B IC50 = 70.0 nM 7.16 Inhibition of ALK4 (unknown origin) by radioisotopic assay 24786585
TGF-beta receptor type-1 IC50 = 76.6 nM 7.12 Inhibition of ALK5 in mouse 4T1 cells assessed as inhibition of TGFbeta1-induced... 24786585
TGF-beta receptor type-1 IC50 = 169.0 nM 6.77 Inhibition of human recombinant GST-fused ALK5 expressed in Sf9 cells 20472445
Mitogen-activated protein kinase 14 IC50 = 594.0 nM 6.23 Inhibition of human recombinant p38alpha expressed in Escherichia coli using ATF... 21435890
Mitogen-activated protein kinase 14 IC50 = 594.0 nM 6.23 Inhibition of human recombinant p38alpha expressed in Escherichia coli using ATF... 23047226
Mitogen-activated protein kinase 14 IC50 = 590.0 nM 6.23 Inhibition of recombinant human p38-alpha expressed in Escherichia coli using AT... 24704197
Mitogen-activated protein kinase 14 IC50 = 590.0 nM 6.23 Inhibition of human recombinant p38alpha expressed in Escherichia coli using ATF... 24786585
Mitogen-activated protein kinase 14 IC50 = 668.0 nM 6.17 Inhibition of human recombinant p38alpha expressed in Escherichia coli using ATF... 26483198
Receptor-interacting serine/threonine-protein kinase 2 IC50 = 685.0 nM 6.16 Inhibition of RIPK2 (unknown origin) by radioisotopic assay 24786585

Literature References

PubMed DOI Target Context # Activities
20472445 10.1016/j.bmc.2010.04.071 TGF-beta receptor type-1 5
23398362 10.1042/bj20121418 Protein kinase C beta type 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
24786585 10.1021/jm500115w TGF-beta receptor type-1 4
23398362 10.1042/bj20121418 Serine/threonine-protein kinase mTOR 4
23398362 10.1042/bj20121418 Tyrosine-protein kinase Lck 4
23398362 10.1042/bj20121418 cGMP-dependent protein kinase 1 4
23398362 10.1042/bj20121418 Insulin-like growth factor 1 receptor 4
23398362 10.1042/bj20121418 Cyclin-dependent kinase 5/CDK5 activator 1 4
23398362 10.1042/bj20121418 Insulin receptor 4
23398362 10.1042/bj20121418 Tyrosine-protein kinase HCK 4
24786585 10.1021/jm500115w Unchecked 4
23047226 10.1016/j.ejmech.2012.09.011 TGF-beta receptor type-1 3
20621731 10.1016/j.bmcl.2010.05.032 TGF-beta receptor type-1 3
18262787 10.1016/j.bmcl.2008.01.084 TGF-beta receptor type-1 3
23398362 10.1042/bj20121418 Serine/threonine-protein kinase MARK1 2
23398362 10.1042/bj20121418 SRSF protein kinase 3 2
23398362 10.1042/bj20121418 Serine/threonine-protein kinase Nek7 2
21435890 10.1016/j.bmc.2011.03.008 TGF-beta receptor type-1 2
23398362 10.1042/bj20121418 Fibroblast growth factor receptor 3 2

Data from ChEMBL 36 via Core Engine