Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL396097

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(NO)C(c1ccccc1)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL396097
Phase Preclinical
Structure Type MOL
InChI Key OFSBBVCLWMCGNY-UHFFFAOYSA-N
9
Targets
22
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

227.3
MW (Da)
2.32
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.62
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H13NO2
MW 227.26
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.41

Activity Summary

IC50 22 meas. best 6.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 5
CHEMBL2563
 IC50 6.85 6.8167 140.0 3
Histone deacetylase 4
CHEMBL3524
 IC50 6.66 6.304 220.0 5
Histone deacetylase 7
CHEMBL2716
 IC50 6.41 6.2633 390.0 3
Histone deacetylase 9
CHEMBL4145
 IC50 6.29 6.29 510.0 2
Unchecked
CHEMBL612545
 IC50 5.54 5.54 2900.0 1
Histone deacetylase
CHEMBL2093865
 IC50 5.34 5.34 4600.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 5.18 5.18 6600.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 4.96 4.96 11000.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 4.37 4.27 43000.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 5 IC50 = 140.0 nM 6.85 Inhibition of human recombinant N-terminal FLAG-tagged HDAC5 (620-1122) expresse... 19699639
Histone deacetylase 5 IC50 = 160.0 nM 6.8 Inhibition of human recombinant HDAC5 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 5 IC50 = 160.0 nM 6.8 Inhibition of human C-terminal His-tagged HDAC5 catalytic domain (656 to 1122 re... 30463802
Histone deacetylase 4 IC50 = 220.0 nM 6.66 Inhibition of recombinant human HDAC4 using Boc-Lys (trifluoroacetyl)-AMC as sub... 34006099
Histone deacetylase 4 IC50 = 250.0 nM 6.6 Inhibition of human recombinant HDAC4 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 4 IC50 = 250.0 nM 6.6 Inhibition of HDAC4 catalytic domain (648 to 1057 residues) (unknown origin) usi... 30463802
Histone deacetylase 7 IC50 = 390.0 nM 6.41 Inhibition of human recombinant N-terminal FLAG-tagged HDAC7 (438-915) expressed... 19699639
Histone deacetylase 9 IC50 = 510.0 nM 6.29 Inhibition of human recombinant HDAC9 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 9 IC50 = 510.0 nM 6.29 Inhibition of human C-terminal His-tagged HDAC9 (604 to 1066 residues) expressed... 30463802
Histone deacetylase 7 IC50 = 650.0 nM 6.19 Inhibition of human recombinant HDAC7 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 7 IC50 = 650.0 nM 6.19 Inhibition of human N-terminal GST-tagged HDAC7 (518 to end residues) expressed ... 30463802
Histone deacetylase 4 IC50 = 750.0 nM 6.12 Inhibition of human recombinant N-terminal FLAG-tagged HDAC4 (612-1034) expresse... 19699639
Histone deacetylase 4 IC50 = 2900.0 nM 5.54 Inhibition of HDAC4 in human Jurkat E6.1 cells using Boc-Lys-TFA as substrate in... 24261862
Unchecked IC50 = 2900.0 nM 5.54 Inhibition of HDAC class 2a/HDAC8 in human Jurkat cells using Boc-Lys-TFA as sub... 30463802
Histone deacetylase IC50 = 4600.0 nM 5.34 Inhibition of class 2a HDAC in HEK293T cells after 16 hrs by whole cell assay 19699639
Histone deacetylase 2 IC50 = 6600.0 nM 5.18 Inhibition of recombinant C-terminal FLAG-tagged HDAC2 expressed in baculovirus ... 19699639
Histone deacetylase 6 IC50 = 11000.0 nM 4.96 Inhibition of human recombinant full length HDAC6 after 60 mins by fluorescence ... 24261862
Histone deacetylase 6 IC50 = 11000.0 nM 4.96 Inhibition of recombinant human HDAC6 expressed in HEK293 cells using Lys-Ac-AMC... 30463802
Histone deacetylase 8 IC50 = 43000.0 nM 4.37 Inhibition of human full length C-terminal His-tagged HDAC8 expressed in baculov... 30463802
Histone deacetylase 8 IC50 = 45000.0 nM 4.35 Inhibition of human recombinant full length HDAC8 using Boc_Lys_TFA as substrate... 24261862

Literature References

PubMed DOI Target Context # Activities
24261862 10.1021/jm4011884 Histone deacetylase 4 3
30463802 10.1016/j.bmcl.2018.11.009 Unchecked 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
19699639 10.1016/j.bmcl.2009.08.010 Histone deacetylase 2 2
19699639 10.1016/j.bmcl.2009.08.010 Histone deacetylase 1 2
19699639 10.1016/j.bmcl.2009.08.010 Histone deacetylase 2
24261862 10.1021/jm4011884 Histone deacetylase 8 1
26005563 10.1039/c4md00401a Histone deacetylase 3 1
26005563 10.1039/c4md00401a Histone deacetylase 2 1
34006099 10.1021/acs.jmedchem.1c00491 Histone deacetylase 8 1
24261862 10.1021/jm4011884 Histone deacetylase 5 1
24261862 10.1021/jm4011884 Histone deacetylase 7 1
24261862 10.1021/jm4011884 Histone deacetylase 9 1
24261862 10.1021/jm4011884 Histone deacetylase 3 1
24261862 10.1021/jm4011884 Histone deacetylase 6 1
17346959 10.1016/j.bmcl.2007.02.064 Histone deacetylase 8 1
19699639 10.1016/j.bmcl.2009.08.010 Histone deacetylase 8 1
19699639 10.1016/j.bmcl.2009.08.010 Histone deacetylase 6 1
19699639 10.1016/j.bmcl.2009.08.010 Histone deacetylase 4 1
19699639 10.1016/j.bmcl.2009.08.010 Histone deacetylase 5 1

Data from ChEMBL 36 via Core Engine