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Compound Detail

CHEMBL4066043

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O=C(NO)c1ccc(CC(=O)N(CCO)c2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4066043
Phase Preclinical
Structure Type MOL
InChI Key RFAZNTABYJYOAR-UHFFFAOYSA-N
12
Targets
73
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

314.3
MW (Da)
1.37
ALogP
4
HBA
3
HBD
89.9
PSA (Ų)
0.55
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H18N2O4
MW 314.34
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -1.23

Activity Summary

IC50 73 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.82 7.254 15.0 20
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 7.1 5.84 79.4 8
Histone deacetylase 1
CHEMBL325
 IC50 6.08 5.6273 842.0 15
Histone deacetylase 3
CHEMBL1829
 IC50 5.77 5.752 1700.0 5
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 5.77 5.77 1700.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 5.77 5.77 1700.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 5.7 5.5688 1990.0 8
Histone deacetylase 2
CHEMBL1937
 IC50 5.66 5.4029 2208.0 7
697
CHEMBL2366253
 IC50 5.08 5.08 8330.0 1
HL-60
CHEMBL383
 IC50 4.95 4.95 11300.0 2
HAL-01
CHEMBL2366142
 IC50 4.86 4.86 13860.0 2
Jurkat
CHEMBL397
 IC50 4.79 4.79 16070.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 15.0 nM 7.82 Inhibition of HDAC6 (unknown origin) 37797564
Histone deacetylase 6 IC50 = 25.0 nM 7.6 Inhibition of HDAC6 (unknown origin) 36073117
Histone deacetylase 6 IC50 = 33.78 nM 7.47 Inhibition of HDAC6 (unknown origin) using Fluor de lys as substrate by fluoresc... 31865013
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of human recombinant HDAC6 incubated for 45 mins by microplate reader... 33523672
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of zinc-dependent recombinant human HDAC6 incubated for 30 mins in pr... 37660484
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of HDAC6 (unknown origin) 27318122
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of recombinant human HDAC6 using fluorescent substrate incubated for ... 34992037
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of HDAC6 (unknown origin) 33992929
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of HDAC6 (unknown origin) 34139324
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of human HDAC6 incubated for 30 mins by fluorescence method 29133060
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of human HDAC6 (unknown origin) 32067866
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of human HDAC6 using (Z-(Ac)Lys-AMC) as substrate after 90 mins by fl... 30448419
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of HDAC6 (unknown origin) 29549837
Histone deacetylase 6 IC50 = 56.0 nM 7.25 Inhibition of human HDAC6 after 15 mins by trypsin-coupled fluorescence assay 28453994
Histone deacetylase 6 IC50 = 58.0 nM 7.24 Inhibition of recombinant human HDAC6 using 7-AMC-labelled HDAC substrate measur... 30245394
Polyamine deacetylase HDAC10 IC50 = 79.43 nM 7.1 Inhibition of tubastatin-Alexa647-tracer binding to recombinant GST-tagged HDAC1... 30964290
Histone deacetylase 6 IC50 = 85.0 nM 7.07 Inhibition of human recombinant HDAC6 using ZMAL (Z-Lys(Ac)-AMC) fluorogenic sub... 32803970
Histone deacetylase 6 IC50 = 85.0 nM 7.07 Inhibition of N-terminal GST-tagged full length human recombinant HDAC6 (1 to 12... 38714044
Histone deacetylase 6 IC50 = 85.0 nM 7.07 Inhibition of recombinant human N-terminal GST-tagged HDAC6 (1 to 1215 residues)... 36351184
Histone deacetylase 6 IC50 = 85.0 nM 7.07 Inhibition of recombinant full length N-terminal GST-tagged human HDAC6 expresse... 31391882

Literature References

PubMed DOI Target Context # Activities
31710483 10.1021/acs.jmedchem.9b01194 Unchecked 3
33523672 10.1021/acs.jmedchem.0c01782 Unchecked 3
30964290 10.1021/acs.jmedchem.8b01936 Polyamine deacetylase HDAC10 2
31710483 10.1021/acs.jmedchem.9b01194 ADMET 2
31865013 10.1016/j.ejmech.2019.111950 Unchecked 2
28453994 10.1016/j.ejmech.2017.04.013 Histone deacetylase 11 1
31391882 10.1039/C8MD00454D Histone deacetylase 1 1
30448419 10.1016/j.ejmech.2018.11.020 Histone deacetylase 6 1
29549837 10.1016/j.ejmech.2018.03.005 Histone deacetylase 1 1
29549837 10.1016/j.ejmech.2018.03.005 Histone deacetylase 2 1
29549837 10.1016/j.ejmech.2018.03.005 Histone deacetylase 3 1
29549837 10.1016/j.ejmech.2018.03.005 Histone deacetylase 6 1
37797564 10.1016/j.ejmech.2023.115833 Unchecked 1
28453994 10.1016/j.ejmech.2017.04.013 Histone deacetylase 9 1
28453994 10.1016/j.ejmech.2017.04.013 Histone deacetylase 8 1
28453994 10.1016/j.ejmech.2017.04.013 Histone deacetylase 7 1
28453994 10.1016/j.ejmech.2017.04.013 Histone deacetylase 5 1
28453994 10.1016/j.ejmech.2017.04.013 Histone deacetylase 4 1
28453994 10.1016/j.ejmech.2017.04.013 Histone deacetylase 3 1
28453994 10.1016/j.ejmech.2017.04.013 Histone deacetylase 2 1

Data from ChEMBL 36 via Core Engine