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Compound Detail

CHEMBL3797516

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COc1ccc(C(=O)NO)cc1OCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3797516
Phase Preclinical
Structure Type MOL
InChI Key IGVRDNCZCPXENL-UHFFFAOYSA-N
6
Targets
10
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

273.3
MW (Da)
2.39
ALogP
4
HBA
2
HBD
67.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H15NO4
MW 273.29
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.62

Activity Summary

IC50 10 meas. best 7.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 8
CHEMBL3192
 IC50 7.62 7.595 23.9 2
Histone deacetylase 8
CHEMBL3797017
 IC50 6.57 6.57 268.2 2
Histone deacetylase 6
CHEMBL1865
 IC50 5.54 5.54 2900.0 2
Sphingomyelin phosphodiesterase
CHEMBL2760
 IC50 4.98 4.98 10490.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.92 4.92 12100.0 2
BE(2)-C
CHEMBL4483229
 IC50 4.9 4.9 12700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 8 IC50 = 23.9 nM 7.62 Inhibition of recombinant human HDAC8 using Fluor de Lys as substrate preincubat... 26937828
Histone deacetylase 8 IC50 = 27.0 nM 7.57 Inhibition of recombinant human full length C-terminal His-tagged HDAC8 expresse... 29190092
Histone deacetylase 8 IC50 = 268.2 nM 6.57 Inhibition of recombinant Schistosoma mansoni HDAC8 expressed in Escherichia col... 26937828
Histone deacetylase 8 IC50 = 269.15 nM 6.57 Inhibition of Schistosoma mansoni KDAC8 using (FAM)-labeled peptide as substrate... 28259528
Histone deacetylase 6 IC50 = 2900.0 nM 5.54 Inhibition of recombinant human HDAC6 using Cbz-(Ac)Lys-AMC as substrate preincu... 26937828
Histone deacetylase 6 IC50 = 2900.0 nM 5.54 Inhibition of recombinant human full length HDAC6 expressed in fall armyworm Sf9... 29190092
Sphingomyelin phosphodiesterase IC50 = 10490.0 nM 4.98 Inhibition of acid sphingomyelinase in human HuH7 cell lysate using NBD-sphingom... 29649738
Histone deacetylase 1 IC50 = 12100.0 nM 4.92 Inhibition of recombinant human HDAC1 using Cbz-(Ac)Lys-AMC as substrate preincu... 26937828
Histone deacetylase 1 IC50 = 12100.0 nM 4.92 Inhibition of recombinant human full length C-terminal FLAG-tagged HDAC1 express... 29190092
BE(2)-C IC50 = 12700.0 nM 4.9 Cytotoxicity against human BE(2)-C cells assessed as reduction in cell viability... 29190092

Literature References

PubMed DOI Target Context # Activities
29190092 10.1021/acs.jmedchem.7b01447 Histone deacetylase 8 5
29190092 10.1021/acs.jmedchem.7b01447 Histone deacetylase 1 4
29190092 10.1021/acs.jmedchem.7b01447 Histone deacetylase 6 4
29190092 10.1021/acs.jmedchem.7b01447 BE(2)-C 3
26937828 10.1021/acs.jmedchem.5b01478 Histone deacetylase 8 2
29190092 10.1021/acs.jmedchem.7b01447 Unchecked 2
26937828 10.1021/acs.jmedchem.5b01478 Histone deacetylase 1 1
26937828 10.1021/acs.jmedchem.5b01478 Histone deacetylase 6 1
26937828 10.1021/acs.jmedchem.5b01478 HEK293 1
28259528 10.1016/j.bmc.2017.02.020 Histone deacetylase 8 1
29190092 10.1021/acs.jmedchem.7b01447 HEK293 1
29649738 10.1016/j.ejmech.2018.03.065 Sphingomyelin phosphodiesterase 1

Data from ChEMBL 36 via Core Engine