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Compound Detail

CHEMBL514351

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Cc1ccc(NCc2ccc(/C=C/C(=O)NO)cc2)cc1Nc1nccc(-c2cccnc2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL514351
Phase Preclinical
Structure Type MOL
InChI Key HIRRHXZKTMZOHN-PKNBQFBNSA-N
28
Targets
57
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

452.5
MW (Da)
4.72
ALogP
7
HBA
4
HBD
112.1
PSA (Ų)
0.17
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H24N6O2
MW 452.52
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.18

Activity Summary

IC50 56 meas. best 7.44
EC50 1 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.44 7.44 36.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.11 7.11 77.0 1
EOL1
CHEMBL614489
 IC50 6.96 6.93 110.0 2
CCRF-CEM
CHEMBL382
 IC50 6.14 6.12 730.0 2
K562
CHEMBL385
 IC50 6.13 6.115 740.0 2
HCT-116
CHEMBL394
 IC50 5.9 5.9 1258.9 2
A2780
CHEMBL614004
 IC50 5.8 5.8 1580.0 2
NCI-H69
CHEMBL614805
 IC50 5.8 5.8 1580.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.8 5.425 1580.0 8
PC-3
CHEMBL390
 IC50 5.8 5.8 1580.0 2
Histone deacetylase
CHEMBL2093865
 EC50 5.77 5.77 1710.0 1
NCI-H460
CHEMBL396
 IC50 5.7 5.7 1995.3 2
MDA-MB-468
CHEMBL614335
 IC50 5.6 5.6 2510.0 2
CCRF-CEM/VCR-1000
CHEMBL614540
 IC50 5.6 5.6 2510.0 2
HeLa
CHEMBL399
 IC50 5.58 5.54 2650.0 2
A549
CHEMBL392
 IC50 5.5 5.485 3162.3 2
SAOS-2
CHEMBL614894
 IC50 5.5 5.5 3160.0 2
SK-BR-3
CHEMBL613834
 IC50 5.5 5.5 3160.0 2
A-431
CHEMBL614069
 IC50 5.5 5.5 3160.0 2
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 5.34 5.34 4600.0 1
MCF7
CHEMBL387
 IC50 5.3 5.3 5010.0 2
CAL-27
CHEMBL1075408
 IC50 5.3 5.3 5010.0 2
SK-OV-3
CHEMBL614925
 IC50 5.2 5.2 6309.6 2
ASPC1
CHEMBL612588
 IC50 5.2 5.2 6309.6 2
MDA-MB-231
CHEMBL400
 IC50 5.2 5.2 6309.6 2
Tyrosine-protein kinase ABL1
CHEMBL1862
 IC50 5.16 5.1 6900.0 2
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 5.04 5.04 9200.0 1
HCT-15
CHEMBL612263
 IC50 5.0 5.0 10000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 36.0 nM 7.44 Inhibition of human recombinant HDAC6 expressed in HEK293 cells 19301902
Histone deacetylase 1 IC50 = 77.0 nM 7.11 Inhibition of human recombinant HDAC1 expressed in HEK293 cells 19301902
EOL1 IC50 = 110.0 nM 6.96 Cytotoxicity against human EOL-1 cells after 72 hrs by alamar-blue cell viabilit... 19301902
EOL1 IC50 = 125.89 nM 6.9 Cytotoxicity against human EOL-1 cells after 72 hrs by alamar-blue cell viabilit... 19301902
CCRF-CEM IC50 = 730.0 nM 6.14 Cytotoxicity against human CCRF-CEM cells after 72 hrs by alamar-blue cell viabi... 19301902
K562 IC50 = 740.0 nM 6.13 Cytotoxicity against human K562 cells after 72 hrs by alamar-blue cell viability... 19301902
K562 IC50 = 794.33 nM 6.1 Cytotoxicity against human K562 cells after 72 hrs by alamar-blue cell viability... 19301902
CCRF-CEM IC50 = 794.33 nM 6.1 Cytotoxicity against human CCRF-CEM cells after 72 hrs by alamar-blue cell viabi... 19301902
HCT-116 IC50 = 1258.93 nM 5.9 Cytotoxicity against human HCT116 cells after 72 hrs by alamar-blue cell viabili... 19301902
HCT-116 IC50 = 1260.0 nM 5.9 Cytotoxicity against human HCT116 cells after 72 hrs by alamar-blue cell viabili... 19301902
NCI-H69 IC50 = 1580.0 nM 5.8 Cytotoxicity against human H69 cells after 72 hrs by alamar-blue cell viability ... 19301902
NON-PROTEIN TARGET IC50 = 1584.89 nM 5.8 Cytotoxicity against human WM266.4 cells after 72 hrs by alamar-blue cell viabil... 19301902
NON-PROTEIN TARGET IC50 = 1580.0 nM 5.8 Cytotoxicity against human WM266.4 cells after 72 hrs by alamar-blue cell viabil... 19301902
NCI-H69 IC50 = 1584.89 nM 5.8 Cytotoxicity against human H69 cells after 72 hrs by alamar-blue cell viability ... 19301902
PC-3 IC50 = 1584.89 nM 5.8 Cytotoxicity against human PC3 cells after 72 hrs by alamar-blue cell viability ... 19301902
A2780 IC50 = 1584.89 nM 5.8 Cytotoxicity against human A2780 cells after 72 hrs by alamar-blue cell viabilit... 19301902
PC-3 IC50 = 1580.0 nM 5.8 Cytotoxicity against human PC3 cells after 72 hrs by alamar-blue cell viability ... 19301902
A2780 IC50 = 1580.0 nM 5.8 Cytotoxicity against human A2780 cells after 72 hrs by alamar-blue cell viabilit... 19301902
Histone deacetylase EC50 = 1710.0 nM 5.77 Inhibition of HDAC in human HeLa cells assessed as induction of cellular histone... 19301902
NON-PROTEIN TARGET IC50 = 1995.26 nM 5.7 Cytotoxicity against human Hec1A cells after 72 hrs by alamar-blue cell viabilit... 19301902

Literature References

PubMed DOI Target Context # Activities
19301902 10.1021/jm800988r NON-PROTEIN TARGET 8
19301902 10.1021/jm800988r A549 2
19301902 10.1021/jm800988r A2780 2
19301902 10.1021/jm800988r HCT-15 2
19301902 10.1021/jm800988r HCT-116 2
19301902 10.1021/jm800988r PC-3 2
19301902 10.1021/jm800988r ASPC1 2
19301902 10.1021/jm800988r A-431 2
19301902 10.1021/jm800988r CAL-27 2
19301902 10.1021/jm800988r CCRF-CEM 2
19301902 10.1021/jm800988r EOL1 2
19301902 10.1021/jm800988r NCI-H460 2
19301902 10.1021/jm800988r SK-OV-3 2
19301902 10.1021/jm800988r MDA-MB-231 2
19301902 10.1021/jm800988r SK-BR-3 2
19301902 10.1021/jm800988r Tyrosine-protein kinase ABL1 2
19301902 10.1021/jm800988r HeLa 2
19301902 10.1021/jm800988r MDA-MB-468 2
19301902 10.1021/jm800988r K562 2
19301902 10.1021/jm800988r MCF7 2

Data from ChEMBL 36 via Core Engine