compound 2h [PMID: 30664827]   Click here for help

GtoPdb Ligand ID: 10604

Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 2h is the hit compound from a series of dual-stage antiplasmodial HDAC inhibitors [1-2].
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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 12
Topological polar surface area 98.74
Molecular weight 459.22
XLogP 4.53
No. Lipinski's rules broken 0
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Canonical SMILES ONC(=O)c1ccc(cc1)CN(C(=O)c1ccc(cc1)C(C)C)CC(=O)NCc1ccccc1
Isomeric SMILES ONC(=O)c1ccc(cc1)CN(C(=O)c1ccc(cc1)C(C)C)CC(=O)NCc1ccccc1
InChI InChI=1S/C27H29N3O4/c1-19(2)22-12-14-24(15-13-22)27(33)30(17-21-8-10-23(11-9-21)26(32)29-34)18-25(31)28-16-20-6-4-3-5-7-20/h3-15,19,34H,16-18H2,1-2H3,(H,28,31)(H,29,32)
1. Koehne E, Kreidenweiss A, Zoleko Manego R, McCall M, Mombo-Ngoma G, Mackwitz MKW, Hansen FK, Held J. (2019)
Histone deacetylase inhibitors with high in vitro activities against Plasmodium falciparum isolates collected from Gabonese children and adults.
Sci Rep, 9 (1): 17336. [PMID:31758015]
2. Mackwitz MKW, Hesping E, Antonova-Koch Y, Diedrich D, Woldearegai TG, Skinner-Adams T, Clarke M, Schöler A, Limbach L, Kurz T et al.. (2019)
Structure-Activity and Structure-Toxicity Relationships of Peptoid-Based Histone Deacetylase Inhibitors with Dual-Stage Antiplasmodial Activity.
ChemMedChem, 14 (9): 912-926. [PMID:30664827]