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Compound Detail

CHEMBL325654

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COc1cc2c(cc1OC)-c1[nH]c3ccc(C#N)cc3c1CC(=O)N2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL325654
Phase Preclinical
Structure Type MOL
InChI Key TUMYZJPVQGGVEN-UHFFFAOYSA-N
7
Targets
9
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

333.4
MW (Da)
3.22
ALogP
4
HBA
2
HBD
87.1
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 C19H15N3O3
MW 333.35
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.28

Activity Summary

IC50 9 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 7.75 7.75 18.0 2
Cyclin-dependent kinase 1/cyclin B
CHEMBL2094127
 IC50 7.36 7.36 44.0 2
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
 IC50 7.22 7.22 60.0 1
HCT-116
CHEMBL394
 IC50 6.33 6.33 470.0 1
COLO 205
CHEMBL614561
 IC50 6.33 6.33 470.0 1
IGROV-1
CHEMBL613984
 IC50 6.03 6.03 930.0 1
OVCAR-3
CHEMBL614213
 IC50 5.82 5.82 1500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glycogen synthase kinase-3 beta IC50 = 17.99 nM 7.75 Inhibitory activity against glycogen synthase kinase-3 beta purified from insect... 14695817
Glycogen synthase kinase-3 beta IC50 = 18.0 nM 7.75 Inhibition of GSK3-beta expressed in insect Sf9 cells 19906467
Cyclin-dependent kinase 1/cyclin B IC50 = 43.95 nM 7.36 Inhibitory activity against cyclin dependent kinase 1-cyclinB extracted from M p... 14695817
Cyclin-dependent kinase 1/cyclin B IC50 = 44.0 nM 7.36 Inhibition of CDK1/cyclin B expressed in M phase starfish oocyte 19906467
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 59.98 nM 7.22 Inhibitory activity against cyclin-dependent kinase 5/p25 14695817
COLO 205 IC50 = 470.0 nM 6.33 Antiproliferative activity against human COLO205 cells after 48 hrs by sulforhod... 19906467
HCT-116 IC50 = 470.0 nM 6.33 Antiproliferative activity against human HCT116 cells after 48 hrs by sulforhoda... 19906467
IGROV-1 IC50 = 930.0 nM 6.03 Antiproliferative activity against human IGROV1 cells after 48 hrs by sulforhoda... 19906467
OVCAR-3 IC50 = 1500.0 nM 5.82 Antiproliferative activity against human OVCAR-3 cells after 48 hrs by sulforhod... 19906467

Literature References

PubMed DOI Target Context # Activities
19906467 10.1016/j.ejmech.2009.10.018 COLO 205 2
19906467 10.1016/j.ejmech.2009.10.018 HCT-116 2
19906467 10.1016/j.ejmech.2009.10.018 IGROV-1 2
19906467 10.1016/j.ejmech.2009.10.018 OVCAR-3 2
14695817 10.1021/jm0308904 Cyclin-dependent kinase 1/cyclin B 1
14695817 10.1021/jm0308904 Cyclin-dependent kinase 5/CDK5 activator 1 1
14695817 10.1021/jm0308904 Glycogen synthase kinase-3 beta 1
19906467 10.1016/j.ejmech.2009.10.018 Cyclin-dependent kinase 1/cyclin B 1
19906467 10.1016/j.ejmech.2009.10.018 Glycogen synthase kinase-3 beta 1
19906467 10.1016/j.ejmech.2009.10.018 Malate dehydrogenase, mitochondrial 1

Data from ChEMBL 36 via Core Engine