Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL317814

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(/C=C/c1ccc(NS(=O)(=O)c2ccccc2)cc1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL317814
Phase Preclinical
Structure Type MOL
InChI Key XPHVJIKSPLGZRT-DHZHZOJOSA-N
15
Targets
22
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

318.4
MW (Da)
2.01
ALogP
4
HBA
3
HBD
95.5
PSA (Ų)
0.45
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H14N2O4S
MW 318.35
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.97

Activity Summary

IC50 18 meas. best 7.23
EC50 4 meas. best 5.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 IC50 7.23 7.23 59.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.7 6.7 200.0 1
Unchecked
CHEMBL612545
 IC50 6.7 6.7 199.5 2
Histone deacetylase 1
CHEMBL325
 IC50 6.7 6.7 200.0 4
MDA-MB-231
CHEMBL400
 IC50 6.1 6.1 800.0 1
NCI-H446
CHEMBL612440
 IC50 6.07 6.07 850.0 1
HCT-116
CHEMBL394
 IC50 6.05 6.05 900.0 1
DU-145
CHEMBL613508
 IC50 5.7 5.7 2000.0 1
MCF7
CHEMBL387
 IC50 5.6 5.6 2500.0 1
SW48
CHEMBL614055
 IC50 5.6 5.6 2500.0 1
T-24
CHEMBL614774
 IC50 5.6 5.6 2500.0 1
HCT-116
CHEMBL394
 EC50 5.52 5.52 3000.0 2
A549
CHEMBL392
 IC50 5.52 5.52 3000.0 1
Histone deacetylase 4
CHEMBL3524
 EC50 5.3 5.3 5000.0 1
Histone deacetylase 1
CHEMBL325
 EC50 5.3 5.3 5000.0 1
HMEC
CHEMBL614734
 IC50 5.02 5.02 9500.0 1
Fibroblast MRHF cell line
CHEMBL614496
 IC50 4.96 4.96 11000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase IC50 = 59.0 nM 7.23 Inhibition of HDAC from human HeLa cells 18247554
Histone deacetylase 1 IC50 = 200.0 nM 6.7 Inhibitory concentration against human Histone deacetylase 1 14613312
Histone deacetylase 1 IC50 = 200.0 nM 6.7 In vitro inhibition of partially purified recombinant human Histone deacetylase ... 11597413
Histone deacetylase 1 IC50 = 200.0 nM 6.7 Inhibitory activity on partially purified recombinant human Histone deacetylase ... 12593661
Unchecked IC50 = 200.0 nM 6.7 Inhibition of HDAC 19136179
Unchecked IC50 = 199.53 nM 6.7 Inhibition of HDAC 19136179
Histone deacetylase 8 IC50 = 200.0 nM 6.7 Inhibition of Homo sapiens (human) HDAC8 -
Histone deacetylase 1 IC50 = 200.0 nM 6.7 Inhibition of Histone Deacetylase Enzymatic Assay: For deacetylase assays, 20,00... -
MDA-MB-231 IC50 = 800.0 nM 6.1 Inhibitory concentration against breast MDA-MB-231 cell line 12593661
NCI-H446 IC50 = 850.0 nM 6.07 Inhibitory concentration against lung H446 cell line 12593661
HCT-116 IC50 = 900.0 nM 6.05 Inhibitory concentration against colon HCT116 cell line 12593661
DU-145 IC50 = 2000.0 nM 5.7 Inhibitory concentration against prostate DU145 cell line 12593661
T-24 IC50 = 2500.0 nM 5.6 Inhibitory concentration against bladder T24 cell line 12593661
SW48 IC50 = 2500.0 nM 5.6 Inhibitory concentration against colon SW48 cell line 12593661
MCF7 IC50 = 2500.0 nM 5.6 Inhibitory concentration against breast MCF-7 cell line 12593661
A549 IC50 = 3000.0 nM 5.52 Inhibitory concentration against lung A549 cell line 12593661
HCT-116 EC50 = 3000.0 nM 5.52 In vitro antiproliferative activity against human colon cancer HCT 116 cells det... 11597413
HCT-116 EC50 = 3000.0 nM 5.52 Inhibitory concentration against human colon cancer HCT116 cell proliferation 14613312
Histone deacetylase 1 EC50 = 5000.0 nM 5.3 Concentration of compound required for acetylation of histone-4 in human T24 can... 11597413
Histone deacetylase 4 EC50 = 5000.0 nM 5.3 Inhibition of acetylation of histone-4 in human T-24 cancer cells 14613312

Literature References

PubMed DOI Target Context # Activities
19136179 10.1016/j.ejmech.2008.12.008 Unchecked 2
11597413 10.1016/s0960-894x(01)00552-2 Histone deacetylase 1 2
12593661 10.1021/jm020377a A549 1
- 10.1007/s00044-011-9571-y Histone deacetylase 8 1
18247554 10.1021/jm7011408 Histone deacetylase 1
12593661 10.1021/jm020377a HMEC 1
12593661 10.1021/jm020377a Fibroblast MRHF cell line 1
12593661 10.1021/jm020377a MCF7 1
12593661 10.1021/jm020377a MDA-MB-231 1
12593661 10.1021/jm020377a DU-145 1
12593661 10.1021/jm020377a NCI-H446 1
14613312 10.1021/jm0303094 Histone deacetylase 1 1
12593661 10.1021/jm020377a SW48 1
12593661 10.1021/jm020377a HCT-116 1
12593661 10.1021/jm020377a T-24 1
12593661 10.1021/jm020377a Unchecked 1
12593661 10.1021/jm020377a Histone deacetylase 1 1
11597413 10.1016/s0960-894x(01)00552-2 HCT-116 1
14613312 10.1021/jm0303094 Histone deacetylase 4 1
14613312 10.1021/jm0303094 HCT-116 1

Data from ChEMBL 36 via Core Engine