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Compound Detail

CHEMBL3329991

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Cc1[nH]c2ccccc2c1CCNS(=O)(=O)c1ccc(/C=C/C(=O)NO)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3329991
Phase Preclinical
Structure Type MOL
InChI Key JMDMVJXTEMLGRO-DHZHZOJOSA-N
9
Targets
13
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

399.5
MW (Da)
2.52
ALogP
4
HBA
4
HBD
111.3
PSA (Ų)
0.28
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H21N3O4S
MW 399.47
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.83

Activity Summary

IC50 13 meas. best 8.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 IC50 8.55 8.55 2.8 1
Histone deacetylase 3
CHEMBL1829
 IC50 8.29 8.29 5.1 1
Histone deacetylase 6
CHEMBL1865
 IC50 8.29 8.29 5.1 1
Histone deacetylase 2
CHEMBL1937
 IC50 8.29 8.29 5.1 1
Histone deacetylase 1
CHEMBL325
 IC50 8.29 8.29 5.1 1
HCT-116
CHEMBL394
 IC50 7.54 7.54 29.0 1
MDA-MB-231
CHEMBL400
 IC50 7.54 7.54 29.0 1
ASPC1
CHEMBL612588
 IC50 7.54 6.925 29.0 2
RAW264.7
CHEMBL612557
 IC50 6.48 6.31 330.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase IC50 = 2.8 nM 8.55 Inhibition of HDAC in human HeLa cells nuclear extracts incubated for 30 mins by... 25113875
Histone deacetylase 3 IC50 = 5.13 nM 8.29 Inhibition of HDAC3 (unknown origin) 32791404
Histone deacetylase 1 IC50 = 5.13 nM 8.29 Inhibition of HDAC1 (unknown origin) 32791404
Histone deacetylase 2 IC50 = 5.13 nM 8.29 Inhibition of HDAC2 (unknown origin) 32791404
Histone deacetylase 6 IC50 = 5.13 nM 8.29 Inhibition of HDAC6 (unknown origin) 32791404
HCT-116 IC50 = 29.0 nM 7.54 Cytotoxicity against human HCT-116 cells assessed as inhibition of cell growth b... 32791404
MDA-MB-231 IC50 = 29.0 nM 7.54 Cytotoxicity against human MDA-MB-231 cells assessed as inhibition of cell growt... 32791404
ASPC1 IC50 = 29.0 nM 7.54 Cytotoxicity against human ASPC1 cells assessed as inhibition of cell growth by ... 32791404
RAW264.7 IC50 = 330.0 nM 6.48 Anti-inflammatory activity in LPS-stimulated mouse RAW264.7 cells assessed as su... 25113875
RAW264.7 IC50 = 480.0 nM 6.32 Anti-inflammatory activity in LPS-stimulated mouse RAW264.7 cells assessed as su... 25113875
ASPC1 IC50 = 490.0 nM 6.31 Cytotoxicity against human ASPC1 cells assessed as inhibition of cell growth by ... 32791404
RAW264.7 IC50 = 740.0 nM 6.13 Anti-inflammatory activity in LPS-stimulated mouse RAW264.7 cells assessed as su... 25113875

Literature References

PubMed DOI Target Context # Activities
25113875 10.1016/j.ejmech.2014.08.020 RAW264.7 7
32791404 10.1016/j.ejmech.2020.112679 HCT-116 2
32791404 10.1016/j.ejmech.2020.112679 ASPC1 2
25113875 10.1016/j.ejmech.2014.08.020 Transcription factor p65 1
25113875 10.1016/j.ejmech.2014.08.020 Histone deacetylase 1
25113875 10.1016/j.ejmech.2014.08.020 Rattus norvegicus 1
25113875 10.1016/j.ejmech.2014.08.020 Unchecked 1
25113875 10.1016/j.ejmech.2014.08.020 No relevant target 1
32791404 10.1016/j.ejmech.2020.112679 Histone deacetylase 3 1
32791404 10.1016/j.ejmech.2020.112679 Histone deacetylase 1 1
32791404 10.1016/j.ejmech.2020.112679 Histone deacetylase 2 1
32791404 10.1016/j.ejmech.2020.112679 Histone deacetylase 6 1
32791404 10.1016/j.ejmech.2020.112679 A549 1
32791404 10.1016/j.ejmech.2020.112679 MDA-MB-231 1

Data from ChEMBL 36 via Core Engine