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Compound Detail

CHEMBL498947

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CC(C)(C)c1cc(NC(=O)Nc2ccc(Cl)cc2)n(-c2cccc(N)c2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL498947
Phase Preclinical
Structure Type MOL
InChI Key OOEIYCDNOQOFJF-UHFFFAOYSA-N
5
Targets
15
Activities
2
Assay Types
2
PK Parameters
8
Publications
0
Known Names

Molecular Properties

383.9
MW (Da)
5.05
ALogP
4
HBA
3
HBD
85.0
PSA (Ų)
0.55
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22ClN5O
MW 383.88
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -2.06

Activity Summary

IC50 8 meas. best 6.25
Kd 7 meas. best 8.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Discoidin domain-containing receptor 2
CHEMBL5122
 Kd 8.42 8.02 3.8 3
Mitogen-activated protein kinase 14
CHEMBL260
 Kd 7.26 7.26 55.0 3
Discoidin domain-containing receptor 2
CHEMBL5122
 IC50 6.25 6.195 558.0 2
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 5.96 5.83 1100.0 2
Unchecked
CHEMBL612545
 IC50 5.11 5.11 7800.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL3655
 IC50 4.56 4.525 27800.0 2
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 4.49 4.49 32100.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL3655
 Kd 4.46 4.46 35000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.001486 hr -
T1/2 0.01211 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Discoidin domain-containing receptor 2 Kd = 3.8 nM 8.42 Binding affinity to human acrylodan-labeled N-terminal His-tagged DDR2 (558 to 8... 24754677
Discoidin domain-containing receptor 2 Kd = 15.0 nM 7.82 Binding affinity to human acrylodan-labeled N-terminal His-tagged DDR2 (558 to 8... 24754677
Discoidin domain-containing receptor 2 Kd = 15.0 nM 7.82 Binding affinity to human DDR2 by Ambit assay 24754677
Mitogen-activated protein kinase 14 Kd = 55.0 nM 7.26 Activity of human N-terminal His-tagged p38alpha expressed in Escherichia coli B... 19462975
Mitogen-activated protein kinase 14 Kd = 55.0 nM 7.26 Binding affinity to p38alpha 19928858
Mitogen-activated protein kinase 14 Kd = 55.0 nM 7.26 Binding affinity to p38alpha 19396179
Discoidin domain-containing receptor 2 IC50 = 558.0 nM 6.25 Inhibition of wild type DDR2 (unknown origin) preincubated for 30 mins before su... 24754677
Discoidin domain-containing receptor 2 IC50 = 717.0 nM 6.14 Inhibition of DDR2 T654M mutant (unknown origin) preincubated for 30 mins before... 24754677
Mitogen-activated protein kinase 14 IC50 = 1100.0 nM 5.96 Displacement of N,N'-(2,2'-(3,3'-disulfanediylbis(2,5-dioxopyrrolidine-3,1-diyl)... 19928858
Mitogen-activated protein kinase 14 IC50 = 2000.0 nM 5.7 Inhibition of p38alpha active form expressed in Escherichia coli BL21(DE3) cells... 19928858
Unchecked IC50 = 7800.0 nM 5.11 Inhibition of Ustilago maydis GSK-3beta using Ser/Thr 6 peptide as substrate pre... 33499592
Proto-oncogene tyrosine-protein kinase Src IC50 = 27800.0 nM 4.56 Inhibition of chicken N-terminal His-tagged cSrc T338M mutant expressed in Esche... 19462975
Proto-oncogene tyrosine-protein kinase Src IC50 = 32100.0 nM 4.49 Inhibition of wild type chicken N-terminal His-tagged cSrc expressed in Escheric... 19462975
Proto-oncogene tyrosine-protein kinase Src IC50 = 32100.0 nM 4.49 Inhibition of wild type cSrc 19396179
Proto-oncogene tyrosine-protein kinase Src Kd = 35000.0 nM 4.46 Activity of wild type chicken N-terminal His-tagged cSrc expressed in Escherichi... 19462975

Literature References

PubMed DOI Target Context # Activities
24754677 10.1021/jm500167q Discoidin domain-containing receptor 2 6
19462975 10.1021/jm9002928 Proto-oncogene tyrosine-protein kinase Src 3
19928858 10.1021/jm901297e Mitogen-activated protein kinase 14 3
19396179 10.1038/nchembio.162 Proto-oncogene tyrosine-protein kinase Src 3
19396179 10.1038/nchembio.162 Mitogen-activated protein kinase 14 2
19462975 10.1021/jm9002928 Mitogen-activated protein kinase 14 1
33499592 10.1021/acs.jmedchem.0c01568 Glycogen synthase kinase-3 beta 1
33499592 10.1021/acs.jmedchem.0c01568 Unchecked 1

Data from ChEMBL 36 via Core Engine