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Compound Detail

CHEMBL5085871

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COc1ccc(-c2ncc(C(=O)NCCCCCC(=O)NO)s2)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5085871
Phase Preclinical
Structure Type MOL
InChI Key TWQBOHAJCMVISD-UHFFFAOYSA-N
11
Targets
12
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

393.5
MW (Da)
2.62
ALogP
7
HBA
3
HBD
109.8
PSA (Ų)
0.33
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H23N3O5S
MW 393.47
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.97

Activity Summary

IC50 12 meas. best 7.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.12 7.12 76.0 1
Histone deacetylase
CHEMBL2093865
 IC50 6.46 6.46 350.0 1
Jurkat
CHEMBL397
 IC50 5.76 5.76 1720.0 1
HCT-116
CHEMBL394
 IC50 5.66 5.66 2190.0 1
MCF7
CHEMBL387
 IC50 5.55 5.55 2810.0 1
B16-F10
CHEMBL612656
 IC50 5.53 5.53 2940.0 1
Unchecked
CHEMBL612545
 IC50 5.19 5.125 6520.0 2
A549
CHEMBL392
 IC50 5.17 5.17 6710.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.95 4.95 11210.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 4.91 4.91 12360.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 4.7 4.7 19810.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 76.0 nM 7.12 Inhibition of recombinant human N-terminal GST tagged HDAC6 expressed in baculov... 35043615
Histone deacetylase IC50 = 350.0 nM 6.46 Inhibition of HDAC in human HeLa nuclear extracts using fluorometric substrate i... 35043615
Jurkat IC50 = 1720.0 nM 5.76 Cytotoxicity against human Jurkat cells assessed as reduction in cell viability ... 35043615
HCT-116 IC50 = 2190.0 nM 5.66 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 35043615
MCF7 IC50 = 2810.0 nM 5.55 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 35043615
B16-F10 IC50 = 2940.0 nM 5.53 Antiproliferative activity against mouse B16-F10 cells assessed as inhibition of... 35043615
Unchecked IC50 = 6520.0 nM 5.19 Antiproliferative activity against human YCC-11 cells assessed as cell growth in... 35043615
A549 IC50 = 6710.0 nM 5.17 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 35043615
Unchecked IC50 = 8730.0 nM 5.06 Antiproliferative activity against human YCC3/7 cells assessed as cell growth in... 35043615
Histone deacetylase 1 IC50 = 11210.0 nM 4.95 Inhibition of recombinant human HDAC1 expressed in baculovirus expression system... 35043615
Histone deacetylase 3 IC50 = 12360.0 nM 4.91 Inhibition of recombinant human His-tagged HDAC3 expressed in baculovirus insect... 35043615
Histone deacetylase 8 IC50 = 19810.0 nM 4.7 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