citarinostat   Click here for help

GtoPdb Ligand ID: 9426

Synonyms: ACY-241 | Compound (I) [WO2016200919] [2] | HDAC-IN-2
PDB Ligand
Compound class: Synthetic organic
Comment: Citarinostat (ACY-241) is a next-generation HDAC6 inhibitor, that is under investigation for potential antineoplastic activity [1]. Note that it exhibits only ~10-fold enzymic selectivity against the class I isoform, HDAC1.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 13
Topological polar surface area 107.45
Molecular weight 467.17
XLogP 4.36
No. Lipinski's rules broken 1
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Canonical SMILES ONC(=O)CCCCCCNC(=O)c1cnc(nc1)N(c1ccccc1Cl)c1ccccc1
Isomeric SMILES ONC(=O)CCCCCCNC(=O)c1cnc(nc1)N(c1ccccc1Cl)c1ccccc1
InChI InChI=1S/C24H26ClN5O3/c25-20-12-7-8-13-21(20)30(19-10-4-3-5-11-19)24-27-16-18(17-28-24)23(32)26-15-9-2-1-6-14-22(31)29-33/h3-5,7-8,10-13,16-17,33H,1-2,6,9,14-15H2,(H,26,32)(H,29,31)
1. Huang P, Almeciga-Pinto I, Jarpe M, van Duzer JH, Mazitschek R, Yang M, Jones SS, Quayle SN. (2017)
Selective HDAC inhibition by ACY-241 enhances the activity of paclitaxel in solid tumor models.
Oncotarget, 8 (2): 2694-2707. [PMID:27926524]
2. Van DJH, Seyedi F, Liu G. (2016)
Crystalline forms of a histone deacetylase inhibitor.
Patent number: WO2016200919. Assignee: Acetylon Pharmaceuticals, Inc.. Priority date: 08/06/2015. Publication date: 15/12/2016.