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Compound Detail

CHEMBL5178565

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COc1ccc(CNC(=O)c2cc(F)ccc2N2CCOCC2)cc1OCC(=O)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5178565
Phase Preclinical
Structure Type MOL
InChI Key PZUVXTINZATZEB-UHFFFAOYSA-N
12
Targets
12
Activities
1
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

433.4
MW (Da)
1.49
ALogP
7
HBA
3
HBD
109.4
PSA (Ų)
0.43
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24FN3O6
MW 433.44
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.61

Activity Summary

IC50 12 meas. best 7.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
K562
CHEMBL385
 IC50 7.21 7.21 61.0 1
H22
CHEMBL614998
 IC50 7.02 7.02 95.0 1
HCT-116
CHEMBL394
 IC50 6.98 6.98 105.0 1
MDA-MB-231
CHEMBL400
 IC50 6.98 6.98 104.0 1
HepG2
CHEMBL395
 IC50 6.94 6.94 114.0 1
MCF7
CHEMBL387
 IC50 6.91 6.91 124.0 1
HFL1
CHEMBL612547
 IC50 6.3 6.3 495.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.62 5.62 2421.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 5.49 5.49 3246.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 5.17 5.17 6720.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.05 5.05 8855.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 4.78 4.78 16509.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
K562 IC50 = 61.0 nM 7.21 Antiproliferative activity against human K562 cells assessed as inhibition of ce... 35926141
H22 IC50 = 95.0 nM 7.02 Antiproliferative activity against mouse H22 cells assessed as inhibition of cel... 35926141
HCT-116 IC50 = 105.0 nM 6.98 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 35926141
MDA-MB-231 IC50 = 104.0 nM 6.98 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 35926141
HepG2 IC50 = 114.0 nM 6.94 Antiproliferative activity against human HepG2 cells assessed as inhibition of c... 35926141
MCF7 IC50 = 124.0 nM 6.91 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 35926141
HFL1 IC50 = 495.0 nM 6.3 Antiproliferative activity against human HFL1 cells assessed as inhibition of ce... 35926141
Histone deacetylase 6 IC50 = 2421.0 nM 5.62 Inhibition of HDAC6 in human HeLa cells using BOC-K(Ac)-AMC as substrate measure... 35926141
Histone deacetylase 3 IC50 = 3246.0 nM 5.49 Inhibition of HDAC3 in human HeLa cells using BOC-K(Ac)-AMC as substrate measure... 35926141
Histone deacetylase 2 IC50 = 6720.0 nM 5.17 Inhibition of HDAC2 in human HeLa cells using BOC-K(Ac)-AMC as substrate measure... 35926141
Histone deacetylase 1 IC50 = 8855.0 nM 5.05 Inhibition of HDAC1 in human HeLa cells using BOC-K(Ac)-AMC as substrate measure... 35926141
Histone deacetylase 8 IC50 = 16509.0 nM 4.78 Inhibition of HDAC8 in human HeLa cells using BOC-K(Ac)-AMC as substrate measure... 35926141

Literature References

PubMed DOI Target Context # Activities
35926141 10.1021/acs.jmedchem.2c00681 Histone deacetylase 2
35926141 10.1021/acs.jmedchem.2c00681 K562 1
35926141 10.1021/acs.jmedchem.2c00681 HepG2 1
35926141 10.1021/acs.jmedchem.2c00681 HCT-116 1
35926141 10.1021/acs.jmedchem.2c00681 MDA-MB-231 1
35926141 10.1021/acs.jmedchem.2c00681 H22 1
35926141 10.1021/acs.jmedchem.2c00681 MCF7 1
35926141 10.1021/acs.jmedchem.2c00681 HFL1 1
35926141 10.1021/acs.jmedchem.2c00681 Histone deacetylase 1 1
35926141 10.1021/acs.jmedchem.2c00681 Histone deacetylase 2 1
35926141 10.1021/acs.jmedchem.2c00681 Histone deacetylase 3 1
35926141 10.1021/acs.jmedchem.2c00681 Histone deacetylase 6 1
35926141 10.1021/acs.jmedchem.2c00681 Histone deacetylase 8 1

Data from ChEMBL 36 via Core Engine