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Compound Detail

CHEMBL3426804

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O=C(/C=C/c1ccc(NC(=O)C(Cc2ccccc2)c2ccccc2)cn1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3426804
Phase Preclinical
Structure Type MOL
InChI Key UQSIPNLHOWORHA-BUHFOSPRSA-N
15
Targets
31
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

387.4
MW (Da)
3.57
ALogP
4
HBA
3
HBD
91.3
PSA (Ų)
0.33
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21N3O3
MW 387.44
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.79

Activity Summary

IC50 30 meas. best 8.0
EC50 1 meas. best 6.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 8.0 7.9867 10.0 3
K562
CHEMBL385
 IC50 7.4 7.4 40.0 1
HCT-116
CHEMBL394
 IC50 7.16 7.16 70.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 7.1 7.1 80.0 3
A549
CHEMBL392
 IC50 6.66 6.66 220.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.46 6.46 350.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.21 6.21 610.0 3
Histone deacetylase 1
CHEMBL325
 IC50 5.85 5.85 1420.0 3
Histone deacetylase 2
CHEMBL1937
 IC50 5.75 5.75 1770.0 3
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 5.75 5.75 1800.0 2
Histone deacetylase 7
CHEMBL2716
 IC50 5.06 5.06 8770.0 2
Histone deacetylase 5
CHEMBL2563
 IC50 5.03 5.03 9370.0 2
Histone deacetylase 11
CHEMBL3310
 IC50 4.99 4.99 10200.0 2
Histone deacetylase 9
CHEMBL4145
 IC50 4.97 4.97 10600.0 2
Histone deacetylase 4
CHEMBL3524
 IC50 4.93 4.93 11700.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 10.0 nM 8.0 Inhibition of recombinant HDAC6 (unknown origin) by homogeneous fluorescence rel... 25905694
Histone deacetylase 6 IC50 = 10.0 nM 8.0 Inhibition of HDAC6 (unknown origin) 35148101
Histone deacetylase 6 IC50 = 11.0 nM 7.96 Inhibition of human recombinant HDAC6 using fluorogenic p53 (379-382 residues) (... 36549114
K562 IC50 = 40.0 nM 7.4 Antiproliferative activity against human K562 cells incubated for 72 hrs by Cell... 36549114
HCT-116 IC50 = 70.0 nM 7.16 Antiproliferative activity against human HCT-116 cells incubated for 72 hrs by C... 36549114
Histone deacetylase 3 IC50 = 80.0 nM 7.1 Inhibition of recombinant HDAC3 (unknown origin) by homogeneous fluorescence rel... 25905694
Histone deacetylase 3 IC50 = 80.0 nM 7.1 Inhibition of HDAC3 (unknown origin) 35148101
Histone deacetylase 3 IC50 = 80.0 nM 7.1 Inhibition of human recombinant HDAC3 using fluorogenic p53 (379-382 residues) (... 36549114
A549 IC50 = 220.0 nM 6.66 Antiproliferative activity against human A549 cells incubated for 72 hrs by Cell... 36549114
Human immunodeficiency virus 1 EC50 = 350.0 nM 6.46 Reversal of HIV-1 latency infected in GFP-fused human J-Lat 10.6 cells increase ... 33540228
Histone deacetylase 8 IC50 = 610.0 nM 6.21 Inhibition of recombinant HDAC8 (unknown origin) by homogeneous fluorescence rel... 25905694
Histone deacetylase 8 IC50 = 610.0 nM 6.21 Inhibition of HDAC8 (unknown origin) 35148101
Histone deacetylase 8 IC50 = 612.0 nM 6.21 Inhibition of human recombinant HDAC8 using fluorogenic diacetylated p53 (379-38... 36549114
Histone deacetylase 1 IC50 = 1420.0 nM 5.85 Inhibition of human recombinant HDAC1 using fluorogenic p53 (379-382 residues) (... 36549114
Histone deacetylase 1 IC50 = 1420.0 nM 5.85 Inhibition of recombinant HDAC1 (unknown origin) by homogeneous fluorescence rel... 25905694
Histone deacetylase 1 IC50 = 1420.0 nM 5.85 Inhibition of HDAC1 (unknown origin) 35148101
Polyamine deacetylase HDAC10 IC50 = 1800.0 nM 5.75 Inhibition of recombinant HDAC10 (unknown origin) by homogeneous fluorescence re... 25905694
Histone deacetylase 2 IC50 = 1770.0 nM 5.75 Inhibition of recombinant HDAC2 (unknown origin) by homogeneous fluorescence rel... 25905694
Histone deacetylase 2 IC50 = 1770.0 nM 5.75 Inhibition of HDAC2 (unknown origin) 35148101
Histone deacetylase 2 IC50 = 1770.0 nM 5.75 Inhibition of human recombinant HDAC2 using fluorogenic p53 (379-382 residues) (... 36549114

Literature References

PubMed DOI Target Context # Activities
36549114 10.1016/j.ejmech.2022.115022 Unchecked 19
36549114 10.1016/j.ejmech.2022.115022 U-937 8
25905694 10.1021/acs.jmedchem.5b00126 NON-PROTEIN TARGET 4
25905694 10.1021/acs.jmedchem.5b00126 A204 3
25905694 10.1021/acs.jmedchem.5b00126 RD 3
25905694 10.1021/acs.jmedchem.5b00126 HOS 3
25905694 10.1021/acs.jmedchem.5b00126 A673 3
25905694 10.1021/acs.jmedchem.5b00126 MG-63 3
33540228 10.1016/j.ejmech.2021.113213 Human immunodeficiency virus 1 2
36549114 10.1016/j.ejmech.2022.115022 K562 2
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 2
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 6 2
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 5 1
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 4 1
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 3 1
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 1 1
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 7 1
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 8 1
25905694 10.1021/acs.jmedchem.5b00126 Histone deacetylase 9 1
25905694 10.1021/acs.jmedchem.5b00126 Polyamine deacetylase HDAC10 1

Data from ChEMBL 36 via Core Engine