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Compound Detail

CHEMBL5077674

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COc1ccc(-c2ncc(/C=C/C(=O)Nc3ccccc3N)s2)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5077674
Phase Preclinical
Structure Type MOL
InChI Key LRIIAFNAXQSTDT-CSKARUKUSA-N
11
Targets
12
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

381.5
MW (Da)
4.06
ALogP
6
HBA
2
HBD
86.5
PSA (Ų)
0.50
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 C20H19N3O3S
MW 381.46
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.07

Activity Summary

IC50 12 meas. best 6.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Jurkat
CHEMBL397
 IC50 6.47 6.47 340.0 1
Histone deacetylase
CHEMBL2093865
 IC50 6.28 6.28 530.0 1
HCT-116
CHEMBL394
 IC50 5.75 5.75 1800.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 5.65 5.65 2220.0 1
MCF7
CHEMBL387
 IC50 5.52 5.52 3050.0 1
Unchecked
CHEMBL612545
 IC50 5.34 5.27 4590.0 2
A549
CHEMBL392
 IC50 5.28 5.28 5240.0 1
B16-F10
CHEMBL612656
 IC50 5.2 5.2 6370.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.05 5.05 8810.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.98 4.98 10430.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 4.94 4.94 11550.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Jurkat IC50 = 340.0 nM 6.47 Cytotoxicity against human Jurkat cells assessed as reduction in cell viability ... 35043615
Histone deacetylase IC50 = 530.0 nM 6.28 Inhibition of HDAC in human HeLa nuclear extracts using fluorometric substrate i... 35043615
HCT-116 IC50 = 1800.0 nM 5.75 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 35043615
Histone deacetylase 3 IC50 = 2220.0 nM 5.65 Inhibition of recombinant human His-tagged HDAC3 expressed in baculovirus insect... 35043615
MCF7 IC50 = 3050.0 nM 5.52 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 35043615
Unchecked IC50 = 4590.0 nM 5.34 Antiproliferative activity against human YCC-11 cells assessed as cell growth in... 35043615
A549 IC50 = 5240.0 nM 5.28 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 35043615
B16-F10 IC50 = 6370.0 nM 5.2 Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of... 35043615
Unchecked IC50 = 6280.0 nM 5.2 Antiproliferative activity against human YCC3/7 cells assessed as cell growth in... 35043615
Histone deacetylase 6 IC50 = 8810.0 nM 5.05 Inhibition of recombinant human N-terminal GST tagged HDAC6 expressed in baculov... 35043615
Histone deacetylase 1 IC50 = 10430.0 nM 4.98 Inhibition of recombinant human HDAC1 expressed in baculovirus expression system... 35043615
Histone deacetylase 8 IC50 = 11550.0 nM 4.94 Inhibition of full length recombinant human C-terminal His tagged HDAC8 expresse... 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