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Compound Detail

CHEMBL518383

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O=C(Nc1ccc(F)cc1)c1n[nH]cc1NC(=O)c1c(F)cccc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL518383
Phase Preclinical
Structure Type MOL
InChI Key BDRDBXXWQDFXEC-UHFFFAOYSA-N
12
Targets
20
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

360.3
MW (Da)
3.33
ALogP
3
HBA
3
HBD
86.9
PSA (Ų)
0.67
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H11F3N4O2
MW 360.30
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.91

Activity Summary

IC50 19 meas. best 8.52
EC50 1 meas. best 6.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclin-dependent kinase 2
CHEMBL301
 IC50 8.52 8.52 3.0 1
CDK2/Cyclin A2
CHEMBL3038469
 IC50 8.52 7.57 3.0 4
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
 IC50 8.0 7.95 10.0 3
Cyclin-dependent kinase 2/cyclin A
CHEMBL2094128
 IC50 7.52 7.52 30.0 1
Unchecked
CHEMBL612545
 EC50 6.29 6.29 507.0 1
A2058
CHEMBL613503
 IC50 6.0 6.0 1011.0 1
HCT-116
CHEMBL394
 IC50 5.85 5.8033 1400.0 3
Unchecked
CHEMBL612545
 IC50 5.61 5.61 2460.0 1
HeLa
CHEMBL399
 IC50 5.08 5.08 8230.0 1
NCI-H460
CHEMBL396
 IC50 5.02 5.02 9460.0 1
A-375
CHEMBL613859
 IC50 4.87 4.87 13380.0 1
SMMC-7721
CHEMBL613831
 IC50 4.63 4.63 23210.0 1
CDK1/Cyclin A
CHEMBL3038467
 IC50 4.53 4.53 29470.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 40.0 mL.min-1.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclin-dependent kinase 2 IC50 = 3.0 nM 8.52 Inhibition of CDK2/Cyclin A by radiometric assay 18656911
CDK2/Cyclin A2 IC50 = 3.0 nM 8.52 Inhibition of C-terminal His6-tagged human full length CDK2/N-terminal GST-tagge... 30091915
CDK2/Cyclin A2 IC50 = 3.0 nM 8.52 Inhibition of full length GST-tagged human CDK2/Cyclin A 30639897
CDK2/Cyclin A2 IC50 = 6.0 nM 8.22 Inhibition of CDK2/cyclin A2 (unknown origin) using FAM-labeled peptide and ATP ... 33611192
Cyclin-dependent kinase 1/cyclin B1 IC50 = 10.0 nM 8.0 Inhibition of CDK1/Cyclin B by radiometric assay 18656911
Cyclin-dependent kinase 1/cyclin B1 IC50 = 10.0 nM 8.0 Inhibition of full length GST-tagged human CDK1/cyclin B 30639897
Cyclin-dependent kinase 1/cyclin B1 IC50 = 14.0 nM 7.85 Inhibition of CDK1/cyclin B1 (unknown origin) using FAM-labeled peptide and ATP ... 33611192
Cyclin-dependent kinase 2/cyclin A IC50 = 30.0 nM 7.52 Inhibition of CDK2/cyclin A (unknown origin) by radiometric filter binding assay 26115571
Unchecked EC50 = 507.0 nM 6.29 Protection against cisplatin-induced cell death in neonatal mouse HEI-OC1 cells ... 30091915
A2058 IC50 = 1011.0 nM 6.0 Antiproliferative activity against human A2058 cells assessed as reduction in ce... 33611192
HCT-116 IC50 = 1400.0 nM 5.85 Antiproliferative activity against human HCT116 cells assessed as cell viability... 18656911
HCT-116 IC50 = 1400.0 nM 5.85 Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 h... 26115571
HCT-116 IC50 = 1960.0 nM 5.71 Antiproliferative activity against human HCT116 cells assessed as inhibition of ... 31991336
Unchecked IC50 = 2460.0 nM 5.61 Cytotoxicity against mouse NIH/3T3 cells incubated for 72 hrs by CCK-8 assay 31991336
HeLa IC50 = 8230.0 nM 5.08 Antiproliferative activity against human Hela cells assessed as inhibition of ce... 31991336
NCI-H460 IC50 = 9460.0 nM 5.02 Antiproliferative activity against human H460 cells assessed as inhibition of ce... 31991336
CDK2/Cyclin A2 IC50 = 9520.0 nM 5.02 Inhibition of recombinant human full length CDK2/cyclin A2 incubated for 10 mins... 31991336
A-375 IC50 = 13380.0 nM 4.87 Antiproliferative activity against human A375 cells assessed as inhibition of ce... 31991336
SMMC-7721 IC50 = 23210.0 nM 4.63 Antiproliferative activity against human SMMC7721 cells assessed as inhibition o... 31991336
CDK1/Cyclin A IC50 = 29470.0 nM 4.53 Inhibition of recombinant human full length CDK1/cyclin A2 expressed in Sf9 cell... 31991336

Literature References

PubMed DOI Target Context # Activities
31991336 10.1016/j.ejmech.2020.112073 NCI-H460 4
31991336 10.1016/j.ejmech.2020.112073 HCT-116 4
31991336 10.1016/j.ejmech.2020.112073 A-375 3
31991336 10.1016/j.ejmech.2020.112073 CDK2/Cyclin A2 2
30639897 10.1016/j.ejmech.2019.01.003 CDK2/Cyclin A2 1
33611192 10.1016/j.ejmech.2021.113281 A2058 1
31991336 10.1016/j.ejmech.2020.112073 Cyclin-dependent kinase 4/cyclin D1 1
31991336 10.1016/j.ejmech.2020.112073 CDK1/Cyclin A 1
31991336 10.1016/j.ejmech.2020.112073 Unchecked 1
31991336 10.1016/j.ejmech.2020.112073 SMMC-7721 1
31991336 10.1016/j.ejmech.2020.112073 HeLa 1
18656911 10.1021/jm800382h Cyclin-dependent kinase 2 1
30639897 10.1016/j.ejmech.2019.01.003 Cyclin-dependent kinase 1/cyclin B1 1
30091915 10.1021/acs.jmedchem.8b00669 Spiral organ of cochlea 1
30091915 10.1021/acs.jmedchem.8b00669 Unchecked 1
30091915 10.1021/acs.jmedchem.8b00669 CDK2/Cyclin A2 1
26115571 10.1016/j.bmcl.2015.05.100 HCT-116 1
26115571 10.1016/j.bmcl.2015.05.100 Cyclin-dependent kinase 2/cyclin A 1
18656911 10.1021/jm800382h Mus musculus 1
18656911 10.1021/jm800382h Cyclin-dependent kinase 1/cyclin B1 1

Data from ChEMBL 36 via Core Engine