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Compound Detail

CHEMBL4438671

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CCn1cnc(-c2ccc(OC)cc2)c1-c1ccc(/C=C/C(=O)NO)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4438671
Phase Preclinical
Structure Type MOL
InChI Key JRABOCDIAYUFQB-AWNIVKPZSA-N
9
Targets
10
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

363.4
MW (Da)
3.76
ALogP
5
HBA
2
HBD
76.4
PSA (Ų)
0.40
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 C21H21N3O3
MW 363.42
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.58

Activity Summary

IC50 10 meas. best 7.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 IC50 7.44 6.87 36.0 2
Histone deacetylase 6
CHEMBL1865
 IC50 7.18 7.18 66.0 1
Histone deacetylase 1
CHEMBL325
 IC50 6.73 6.73 187.0 1
HT-29
CHEMBL384
 IC50 6.52 6.52 300.0 1
HCT-116
CHEMBL394
 IC50 6.52 6.52 300.0 1
KB-V1
CHEMBL4296451
 IC50 6.52 6.52 300.0 1
518A2
CHEMBL4483222
 IC50 6.52 6.52 300.0 1
Unchecked
CHEMBL612545
 IC50 6.52 6.52 300.0 1
PANC-1
CHEMBL614139
 IC50 6.52 6.52 300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase IC50 = 36.0 nM 7.44 Inhibition of HDAC in human HeLa cytosolic extract using Fluor-de-lys as substra... 30245394
Histone deacetylase 6 IC50 = 66.0 nM 7.18 Inhibition of recombinant human His-tagged HDAC6 expressed in baculovirus infect... 30245394
Histone deacetylase 1 IC50 = 187.0 nM 6.73 Inhibition of recombinant human GST-fused HDAC1 expressed in HEK293 cells Fluor-... 30245394
518A2 IC50 = 300.0 nM 6.52 Cytotoxicity against human 518A2 cells assessed as inhibition of cell growth by ... 32791404
HCT-116 IC50 = 300.0 nM 6.52 Cytotoxicity against human HCT-116 cells assessed as inhibition of cell growth b... 32791404
PANC-1 IC50 = 300.0 nM 6.52 Cytotoxicity against human PANC-1 cells assessed as inhibition of cell growth by... 32791404
HT-29 IC50 = 300.0 nM 6.52 Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth by ... 32791404
Unchecked IC50 = 300.0 nM 6.52 Cytotoxicity against human MCF7/Topo cells assessed as inhibition of cell growth... 32791404
KB-V1 IC50 = 300.0 nM 6.52 Cytotoxicity against human vinblastine resistant KB-V1 cells assessed as inhibit... 32791404
Histone deacetylase IC50 = 504.0 nM 6.3 Inhibition of HDAC in human HeLa nuclear extract using Fluor-de-lys as substrate... 30245394

Literature References

PubMed DOI Target Context # Activities
30245394 10.1016/j.ejmech.2018.08.073 Histone deacetylase 2
30245394 10.1016/j.ejmech.2018.08.073 Histone deacetylase 1 1
30245394 10.1016/j.ejmech.2018.08.073 Histone deacetylase 6 1
32791404 10.1016/j.ejmech.2020.112679 518A2 1
32791404 10.1016/j.ejmech.2020.112679 HCT-116 1
32791404 10.1016/j.ejmech.2020.112679 PANC-1 1
32791404 10.1016/j.ejmech.2020.112679 HT-29 1
32791404 10.1016/j.ejmech.2020.112679 Unchecked 1
32791404 10.1016/j.ejmech.2020.112679 KB-V1 1
32791404 10.1016/j.ejmech.2020.112679 Fibroblast 1

Data from ChEMBL 36 via Core Engine