perospirone   

GtoPdb Ligand ID: 7556

Synonyms: Lullan® (Japan)
perospirone is an approved drug
Compound class: Synthetic organic
Comment: Perospirone is an azapirone class atypical (second generation) antipsychotic. A higher incidence of extrapyramidal side-effects is associated with perospirone use than with other atypical antipsychotics, but fewer than reported with typical (first generation) antipsychotics.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 84.99
Molecular weight 426.21
XLogP 3.7
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C1N(CCCCN2CCN(CC2)c2nsc3c2cccc3)C(=O)C2C1CCCC2
Isomeric SMILES O=C1N(CCCCN2CCN(CC2)c2nsc3c2cccc3)C(=O)[C@@H]2[C@H]1CCCC2
InChI InChI=1S/C23H30N4O2S/c28-22-17-7-1-2-8-18(17)23(29)27(22)12-6-5-11-25-13-15-26(16-14-25)21-19-9-3-4-10-20(19)30-24-21/h3-4,9-10,17-18H,1-2,5-8,11-16H2/t17-,18+
InChI Key FBVFZWUMDDXLLG-HDICACEKSA-N
References
1. Seeman P, Chau-Wong M, Tedesco J, Wong K. (1975)
Brain receptors for antipsychotic drugs and dopamine: direct binding assays.
Proc. Natl. Acad. Sci. U.S.A., 72 (11): 4376-80. [PMID:1060115]
2. Seeman P, Tallerico T. (1998)
Antipsychotic drugs which elicit little or no parkinsonism bind more loosely than dopamine to brain D2 receptors, yet occupy high levels of these receptors.
Mol. Psychiatry, 3 (2): 123-34. [PMID:9577836]
3. Sokoloff P, Andrieux M, Besançon R, Pilon C, Martres MP, Giros B, Schwartz JC. (1992)
Pharmacology of human dopamine D3 receptor expressed in a mammalian cell line: comparison with D2 receptor.
Eur. J. Pharmacol., 225 (4): 331-7. [PMID:1354163]