iloperidone   Click here for help

GtoPdb Ligand ID: 87

Synonyms: Fanapt® | HP-873
Approved drug
iloperidone is an approved drug (FDA (2009))
Compound class: Synthetic organic
Comment: Iloperidone is an atypical antipsychotic drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 64.8
Molecular weight 426.2
XLogP 4.11
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(ccc1OCCCN1CCC(CC1)c1noc2c1ccc(c2)F)C(=O)C
Isomeric SMILES COc1cc(ccc1OCCCN1CCC(CC1)c1noc2c1ccc(c2)F)C(=O)C
InChI InChI=1S/C24H27FN2O4/c1-16(28)18-4-7-21(23(14-18)29-2)30-13-3-10-27-11-8-17(9-12-27)24-20-6-5-19(25)15-22(20)31-26-24/h4-7,14-15,17H,3,8-13H2,1-2H3
1. Kalkman HO, Subramanian N, Hoyer D. (2001)
Extended radioligand binding profile of iloperidone: a broad spectrum dopamine/serotonin/norepinephrine receptor antagonist for the management of psychotic disorders.
Neuropsychopharmacology, 25 (6): 904-14. [PMID:11750183]
2. Kongsamut S, Roehr JE, Cai J, Hartman HB, Weissensee P, Kerman LL, Tang L, Sandrasagra A. (1996)
Iloperidone binding to human and rat dopamine and 5-HT receptors.
Eur J Pharmacol, 317 (2-3): 417-23. [PMID:8997630]
3. Meltzer HY, Matsubara S, Lee JC. (1989)
The ratios of serotonin2 and dopamine2 affinities differentiate atypical and typical antipsychotic drugs.
Psychopharmacol Bull, 25 (3): 390-2. [PMID:2576319]
4. Strupczewski JT, Bordeau KJ, Chiang Y, Glamkowski EJ, Conway PG, Corbett R, Hartman HB, Szewczak MR, Wilmot CA, Helsley GC. (1995)
3-[[(Aryloxy)alkyl]piperidinyl]-1,2-benzisoxazoles as D2/5-HT2 antagonists with potential atypical antipsychotic activity: antipsychotic profile of iloperidone (HP 873).
J Med Chem, 38 (7): 1119-31. [PMID:7707315]