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Compound Detail

CHEMBL5079482

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COc1cc(-c2ncc(/C=C/C(=O)NO)s2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5079482
Phase Preclinical
Structure Type MOL
InChI Key WKOYMTOKRMOPLE-SNAWJCMRSA-N
11
Targets
12
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

336.4
MW (Da)
2.35
ALogP
7
HBA
2
HBD
89.9
PSA (Ų)
0.48
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H16N2O5S
MW 336.37
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.52

Activity Summary

IC50 12 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 IC50 7.0 7.0 100.0 1
Jurkat
CHEMBL397
 IC50 6.44 6.44 360.0 1
MCF7
CHEMBL387
 IC50 5.89 5.89 1300.0 1
HCT-116
CHEMBL394
 IC50 5.74 5.74 1820.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.68 5.68 2100.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 5.65 5.65 2220.0 1
A549
CHEMBL392
 IC50 5.51 5.51 3080.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.49 5.49 3210.0 1
Unchecked
CHEMBL612545
 IC50 5.32 5.305 4800.0 2
B16-F10
CHEMBL612656
 IC50 5.29 5.29 5090.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 5.12 5.12 7660.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase IC50 = 100.0 nM 7.0 Inhibition of HDAC in human HeLa nuclear extracts using fluorometric substrate i... 35043615
Jurkat IC50 = 360.0 nM 6.44 Cytotoxicity against human Jurkat cells assessed as reduction in cell viability ... 35043615
MCF7 IC50 = 1300.0 nM 5.89 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 35043615
HCT-116 IC50 = 1820.0 nM 5.74 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 35043615
Histone deacetylase 6 IC50 = 2100.0 nM 5.68 Inhibition of recombinant human N-terminal GST tagged HDAC6 expressed in baculov... 35043615
Histone deacetylase 8 IC50 = 2220.0 nM 5.65 Inhibition of full length recombinant human C-terminal His tagged HDAC8 expresse... 35043615
A549 IC50 = 3080.0 nM 5.51 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 35043615
Histone deacetylase 1 IC50 = 3210.0 nM 5.49 Inhibition of recombinant human HDAC1 expressed in baculovirus expression system... 35043615
Unchecked IC50 = 4800.0 nM 5.32 Antiproliferative activity against human YCC-11 cells assessed as cell growth in... 35043615
B16-F10 IC50 = 5090.0 nM 5.29 Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of... 35043615
Unchecked IC50 = 5180.0 nM 5.29 Antiproliferative activity against human YCC3/7 cells assessed as cell growth in... 35043615
Histone deacetylase 3 IC50 = 7660.0 nM 5.12 Inhibition of recombinant human His-tagged HDAC3 expressed in baculovirus insect... 35043615

Literature References

PubMed DOI Target Context # Activities
35043615 10.1021/acs.jmedchem.1c01863 Unchecked 3
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 2
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 1 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 3 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 6 1
35043615 10.1021/acs.jmedchem.1c01863 Histone deacetylase 8 1
35043615 10.1021/acs.jmedchem.1c01863 HCT-116 1
35043615 10.1021/acs.jmedchem.1c01863 A549 1
35043615 10.1021/acs.jmedchem.1c01863 MCF7 1
35043615 10.1021/acs.jmedchem.1c01863 Jurkat 1
35043615 10.1021/acs.jmedchem.1c01863 B16-F10 1

Data from ChEMBL 36 via Core Engine