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
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
D4 receptor Hs Antagonist Antagonist 10.1 pKi - 2
pKi 10.1 (Ki 9x10-11 M) [2]
D3 receptor Hs Antagonist Antagonist 9.6 pKi - 3
pKi 9.6 (Ki 2.8x10-10 M) [3]
D2 receptor Hs Antagonist Antagonist 9.2 pKi - 1
pKi 9.2 (Ki 6x10-10 M) [1]
5-HT2A receptor Rn Antagonist Antagonist 4.7 pKi - 1
pKi 4.7 (Ki 1.8x10-5 M) [1]