abexinostat   Click here for help

GtoPdb Ligand ID: 8366

Synonyms: CRA-024781 | CRA-24781 | PCI-24781
Compound class: Synthetic organic
Comment: Abexinostat is an investigational inhibitor of histone deacetylase enzymes (HDACs), with antitumour activity [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 104.04
Molecular weight 397.16
XLogP 1.88
No. Lipinski's rules broken 0
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Canonical SMILES ONC(=O)c1ccc(cc1)OCCNC(=O)c1oc2c(c1CN(C)C)cccc2
Isomeric SMILES ONC(=O)c1ccc(cc1)OCCNC(=O)c1oc2c(c1CN(C)C)cccc2
InChI InChI=1S/C21H23N3O5/c1-24(2)13-17-16-5-3-4-6-18(16)29-19(17)21(26)22-11-12-28-15-9-7-14(8-10-15)20(25)23-27/h3-10,27H,11-13H2,1-2H3,(H,22,26)(H,23,25)
Bioactivity Comments
Abexinostat exhibits modest selectivity for HDAC1 and HDAC3 [1]. Buggy et al (2006) report IC50 values for abexinostat-induced inhibition of HDACs 2, 6, 8 and 10 in addition to those in the table below [1]. HDAC1 is tagged as the primary molecular target for data metrics purposes only.
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
histone deacetylase 1 Primary target of this compound Hs Inhibitor Inhibition 8.1 pIC50 - 1
pIC50 8.1 (IC50 7x10-9 M) [1]
histone deacetylase 3 Hs Inhibitor Inhibition 8.1 pIC50 - 1
pIC50 8.1 (IC50 8.2x10-9 M) [1]