palonosetron   Click here for help

GtoPdb Ligand ID: 7486

Synonyms: Aloxi® | aurothioglucose | RS-25259-197
Approved drug PDB Ligand
palonosetron is an approved drug (FDA (2003), EMA (2009))
Compound class: Synthetic organic
Comment: Palonosetron is a 'serton' family drug, that is a serotonin 5-HT3 antagonist. Most setrons are antiemetics, apart from alosetron and cilansetron, which are irritable bowel syndrome therapeutics. Setrons are the most widely prescribed antiemetic drugs used in the management of chemotherapy-induced nausea and vomiting (CINV).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 23.55
Molecular weight 296.19
XLogP 2.69
No. Lipinski's rules broken 0
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Canonical SMILES O=C1N(CC2c3c1cccc3CCC2)C1CN2CCC1CC2
Isomeric SMILES O=C1N(C[C@@H]2c3c1cccc3CCC2)[C@@H]1CN2CCC1CC2
InChI InChI=1S/C19H24N2O/c22-19-16-6-2-4-14-3-1-5-15(18(14)16)11-21(19)17-12-20-9-7-13(17)8-10-20/h2,4,6,13,15,17H,1,3,5,7-12H2/t15-,17-/m1/s1
1. De Leon A. (2006)
Palonosetron (Aloxi): a second-generation 5-HT₃ receptor antagonist for chemotherapy-induced nausea and vomiting.
Proc (Bayl Univ Med Cent), 19 (4): 413-6. [PMID:17106506]
2. Moura Barbosa AJ, De Rienzo F, Ramos MJ, Menziani MC. (2010)
Computational analysis of ligand recognition sites of homo- and heteropentameric 5-HT3 receptors.
Eur J Med Chem, 45 (11): 4746-60. [PMID:20724042]