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Compound Detail

CHEMBL4788954

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COc1ccc(-c2ccc3c(NC(=O)CCCCCCC(=O)NO)n[nH]c3c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4788954
Phase Preclinical
Structure Type MOL
InChI Key OQKZYTUPMGUCDP-UHFFFAOYSA-N
6
Targets
13
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

410.5
MW (Da)
4.02
ALogP
5
HBA
4
HBD
116.3
PSA (Ų)
0.23
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 C22H26N4O4
MW 410.47
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.59

Activity Summary

IC50 13 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 8.7 8.6133 2.0 3
Histone deacetylase 8
CHEMBL3192
 IC50 8.44 8.4267 3.6 3
Histone deacetylase 2
CHEMBL1937
 IC50 8.4 8.3867 4.0 3
MCF7
CHEMBL387
 IC50 6.05 6.05 900.0 2
HCT-116
CHEMBL394
 IC50 5.68 5.68 2100.0 1
HeLa
CHEMBL399
 IC50 5.36 5.36 4400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 2.0 nM 8.7 Inhibition of human recombinant HDAC1 using Ac-RHKK(Acetyl)-AMC peptide as fluor... 37708798
Histone deacetylase 1 IC50 = 2.7 nM 8.57 Inhibition of recombinant human C-terminal His/FLAG-tagged HDAC1 (1 to end resid... 32151834
Histone deacetylase 1 IC50 = 2.7 nM 8.57 Inhibition of HDAC1 in human HeLa nuclear extract using Boc-Lys(Ac)-AMC as subst... 33158576
Histone deacetylase 8 IC50 = 3.6 nM 8.44 Inhibition of recombinant human full length C-terminal His-tagged HDAC8 expresse... 32151834
Histone deacetylase 8 IC50 = 3.6 nM 8.44 Inhibition of HDAC8 in human HeLa nuclear extract using Boc-Lys(Ac)-AMC as subst... 33158576
Histone deacetylase 2 IC50 = 4.0 nM 8.4 Inhibition of human recombinant HDAC2 using Ac-RHKK(Acetyl)-AMC peptide as fluor... 37708798
Histone deacetylase 8 IC50 = 4.0 nM 8.4 Inhibition of HDAC8 (unknown origin) using Fluoro-Substrate Peptide as substrate... 37708798
Histone deacetylase 2 IC50 = 4.2 nM 8.38 Inhibition of recombinant human C-terminal His-tagged HDAC2 (1 to end residues) ... 32151834
Histone deacetylase 2 IC50 = 4.2 nM 8.38 Inhibition of HDAC2 in human HeLa nuclear extract using Boc-Lys(Ac)-AMC as subst... 33158576
MCF7 IC50 = 900.0 nM 6.05 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 32151834
MCF7 IC50 = 900.0 nM 6.05 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 33158576
HCT-116 IC50 = 2100.0 nM 5.68 Antiproliferative activity against human HCT-116 cells assessed as reduction in ... 32151834
HeLa IC50 = 4400.0 nM 5.36 Antiproliferative activity against human HeLa cells assessed as reduction in cel... 32151834

Literature References

PubMed DOI Target Context # Activities
32151834 10.1016/j.ejmech.2020.112189 HCT-116 17
32151834 10.1016/j.ejmech.2020.112189 Unchecked 2
32151834 10.1016/j.ejmech.2020.112189 Histone deacetylase 1 1
32151834 10.1016/j.ejmech.2020.112189 Histone deacetylase 2 1
32151834 10.1016/j.ejmech.2020.112189 Histone deacetylase 8 1
32151834 10.1016/j.ejmech.2020.112189 MCF7 1
32151834 10.1016/j.ejmech.2020.112189 HeLa 1
33158576 10.1016/j.ejmech.2020.112954 Histone deacetylase 1 1
33158576 10.1016/j.ejmech.2020.112954 Histone deacetylase 2 1
33158576 10.1016/j.ejmech.2020.112954 Histone deacetylase 8 1
33158576 10.1016/j.ejmech.2020.112954 MCF7 1
37708798 10.1016/j.ejmech.2023.115800 Histone deacetylase 1 1
37708798 10.1016/j.ejmech.2023.115800 Histone deacetylase 2 1
37708798 10.1016/j.ejmech.2023.115800 Histone deacetylase 8 1

Data from ChEMBL 36 via Core Engine