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Compound Detail

CHEMBL271741

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Nc1ccc(-c2ccccc2)cc1NC(=O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL271741
Phase Preclinical
Structure Type MOL
InChI Key ZWLFHHHQRUYIBT-UHFFFAOYSA-N
4
Targets
11
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

288.4
MW (Da)
4.19
ALogP
2
HBA
2
HBD
55.1
PSA (Ų)
0.71
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 C19H16N2O
MW 288.35
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -0.88

Activity Summary

IC50 10 meas. best 7.57
EC50 1 meas. best 5.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 2
CHEMBL1937
 IC50 7.57 6.4933 27.0 6
Histone deacetylase 1
CHEMBL325
 IC50 7.28 6.9633 52.0 3
HCT-116
CHEMBL394
 EC50 5.96 5.96 1100.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 4.96 4.96 11000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 2 IC50 = 27.0 nM 7.57 Inhibition of human recombinant HDAC2 preincubated for 24 hrs followed by 1 hr r... 20392638
Histone deacetylase 1 IC50 = 52.0 nM 7.28 Inhibition of human recombinant HDAC1 using Boc-L-Lys (Ac)-AMC as substrate prei... 22771007
Histone deacetylase 1 IC50 = 60.0 nM 7.22 Inhibition of HDAC1 18182289
Histone deacetylase 2 IC50 = 140.0 nM 6.85 Inhibition of human recombinant HDAC2 using Boc-L-Lys (Ac)-AMC as substrate prei... 22771007
Histone deacetylase 2 IC50 = 350.0 nM 6.46 Inhibition of human recombinant HDAC2 using Boc-L-Lys (Ac)-AMC as substrate prei... 22771007
Histone deacetylase 1 IC50 = 410.0 nM 6.39 Inhibition of human recombinant HDAC1 using Boc-L-Lys (Ac)-AMC as substrate prei... 22771007
Histone deacetylase 2 IC50 = 780.0 nM 6.11 Inhibition of HDAC2 18182289
Histone deacetylase 2 IC50 = 900.0 nM 6.05 Inhibition of human recombinant HDAC2 preincubated for 1 hr with substrate by pr... 20392638
HCT-116 EC50 = 1100.0 nM 5.96 Cytotoxicity against human HCT116 cells after 71 hrs by MTS assay 20392638
Histone deacetylase 2 IC50 = 1200.0 nM 5.92 Inhibition of human recombinant HDAC2 using Boc-L-Lys (Ac)-AMC as substrate prei... 22771007
Histone deacetylase 3 IC50 = 11000.0 nM 4.96 Inhibition of HDAC3 18182289

Literature References

PubMed DOI Target Context # Activities
22771007 10.1016/j.bmcl.2012.06.017 Histone deacetylase 2 6
22771007 10.1016/j.bmcl.2012.06.017 Histone deacetylase 3 4
22771007 10.1016/j.bmcl.2012.06.017 Histone deacetylase 1 4
22771007 10.1016/j.bmcl.2012.06.017 Histone deacetylase 8 3
20392638 10.1016/j.bmcl.2010.03.091 Histone deacetylase 2 3
22771007 10.1016/j.bmcl.2012.06.017 Unchecked 2
18304810 10.1016/j.bmcl.2008.02.012 Histone deacetylase 1 1
20392638 10.1016/j.bmcl.2010.03.091 HCT-116 1
18304810 10.1016/j.bmcl.2008.02.012 Histone deacetylase 2 1
18304810 10.1016/j.bmcl.2008.02.012 HCT-116 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 1 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 11 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 8 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 7 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 6 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 5 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 4 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 2 1
18182289 10.1016/j.bmcl.2007.12.031 Histone deacetylase 3 1
18182289 10.1016/j.bmcl.2007.12.031 HCT-116 1

Data from ChEMBL 36 via Core Engine