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Compound Detail

CHEMBL522590

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Cn1cc(C2=C(c3coc4cc(CO)ccc34)C(=O)NC2=O)c2cc(F)c(Cl)cc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL522590
Phase Preclinical
Structure Type MOL
InChI Key NZVVXITYPLCRRD-UHFFFAOYSA-N
11
Targets
13
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

424.8
MW (Da)
3.78
ALogP
5
HBA
2
HBD
84.5
PSA (Ų)
0.49
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H14ClFN2O4
MW 424.82
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -0.22

Activity Summary

IC50 13 meas. best 9.02

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 9.02 9.02 0.9 1
HuP-T3
CHEMBL1075477
 IC50 5.68 5.68 2100.0 1
BXPC-3
CHEMBL614530
 IC50 5.3 5.3 5000.0 1
CDK9/cyclin T1
CHEMBL2111389
 IC50 5.27 5.27 5400.0 1
MIA PaCa-2
CHEMBL614725
 IC50 5.16 5.16 7000.0 1
Cyclin-dependent kinase 2
CHEMBL301
 IC50 4.97 4.95 10600.0 2
CDK6/cyclin D3
CHEMBL2111448
 IC50 4.94 4.94 11600.0 1
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
 IC50 4.87 4.87 13400.0 1
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
 IC50 4.79 4.755 16100.0 2
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
 IC50 4.74 4.74 18300.0 1
Cyclin-dependent kinase 3
CHEMBL4442
 IC50 4.6 4.6 25100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glycogen synthase kinase-3 beta IC50 = 0.95 nM 9.02 Inhibition of human GSK3-beta by scintillation counting 19338355
HuP-T3 IC50 = 2100.0 nM 5.68 Growth inhibition of human HUPT3 cells after 72 hrs by MTS assay 19338355
BXPC-3 IC50 = 5000.0 nM 5.3 Growth inhibition of human BxPC3 cells after 72 hrs by MTS assay 19338355
CDK9/cyclin T1 IC50 = 5400.0 nM 5.27 Inhibition of CDK9/cyclin T1 19338355
MIA PaCa-2 IC50 = 7000.0 nM 5.16 Growth inhibition of human MIAPaCa2 cells after 72 hrs by MTS assay 19338355
Cyclin-dependent kinase 2 IC50 = 10600.0 nM 4.97 Inhibition of CDK2/Cyclin A 19338355
CDK6/cyclin D3 IC50 = 11600.0 nM 4.94 Inhibition of CDK6/cyclin D3 19338355
Cyclin-dependent kinase 2 IC50 = 11700.0 nM 4.93 Inhibition of CDK2/Cyclin E 19338355
Cyclin-dependent kinase 1/cyclin B1 IC50 = 13400.0 nM 4.87 Inhibition of CDK1/Cyclin B 19338355
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 16100.0 nM 4.79 Inhibition of CDK5/P35 19338355
Cyclin-dependent kinase 4/cyclin D1 IC50 = 18300.0 nM 4.74 Inhibition of CDK4/Cyclin D1 19338355
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 18900.0 nM 4.72 Inhibition of CDK5/P25 19338355
Cyclin-dependent kinase 3 IC50 = 25100.0 nM 4.6 Inhibition of CDK3/Cyclin E 19338355

Literature References

PubMed DOI Target Context # Activities
19338355 10.1021/jm801317h Unchecked 9
19338355 10.1021/jm801317h Cyclin-dependent kinase 2 2
19338355 10.1021/jm801317h Cyclin-dependent kinase 5/CDK5 activator 1 2
19338355 10.1021/jm801317h Glycogen synthase kinase-3 beta 1
19338355 10.1021/jm801317h MIA PaCa-2 1
19338355 10.1021/jm801317h BXPC-3 1
19338355 10.1021/jm801317h HuP-T3 1
19338355 10.1021/jm801317h Cyclin-dependent kinase 1/cyclin B1 1
19338355 10.1021/jm801317h Cyclin-dependent kinase 3 1
19338355 10.1021/jm801317h Cyclin-dependent kinase 4/cyclin D1 1
19338355 10.1021/jm801317h CDK6/cyclin D3 1
19338355 10.1021/jm801317h CDK9/cyclin T1 1

Data from ChEMBL 36 via Core Engine