quisinostat   Click here for help

GtoPdb Ligand ID: 7503

Synonyms: JNJ-26481585
PDB Ligand Antimalarial Ligand
Compound class: Synthetic organic
Comment: Quisinostat is an HDAC inhibitor. The compound has highest potency for HDAC1 and modest potency with HDACs 2, 4, 10, and 11. Quisinostat exhibits >30-fold selectivity against HDACs 3, 5, 8, and 9, with lowest potency for HDACs 6 and 7 [1].

The compound also has antimalarial activity [2]. The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 95.31
Molecular weight 394.21
XLogP 2.23
No. Lipinski's rules broken 0
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Canonical SMILES ONC(=O)c1cnc(nc1)N1CCC(CC1)CNCc1cn(c2c1cccc2)C
Isomeric SMILES ONC(=O)c1cnc(nc1)N1CCC(CC1)CNCc1cn(c2c1cccc2)C
InChI InChI=1S/C21H26N6O2/c1-26-14-17(18-4-2-3-5-19(18)26)11-22-10-15-6-8-27(9-7-15)21-23-12-16(13-24-21)20(28)25-29/h2-5,12-15,22,29H,6-11H2,1H3,(H,25,28)
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Summary of Clinical Use Click here for help
This compound is being assessed in clinical trials for efficacy against solid and hematologic malignancies and has progressed to Phase 2 evaluation. Click here to link to ClinicalTrials.gov's full list of quisinostat studies.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Preclinical studies in human multiple myeloma cells (cell lines and from patient samples) show that quisinostat induces myeloma cell death at low nanomolar concentrations, via histone acetylation and by driving cells towards apoptisis [3-4].