lurasidone   Click here for help

GtoPdb Ligand ID: 7461

Synonyms: Latuda® | SM-13496
Approved drug
lurasidone is an approved drug (FDA (2010), EMA (2014))
Compound class: Synthetic organic
Comment: Lurasidone is an atypical antipsychotic with activity at serotonin family receptors that are involved in learning and memory. It is devoid of the anticholinergic effects which are common with most other antipsychotics.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 84.99
Molecular weight 492.26
XLogP 5.2
No. Lipinski's rules broken 1
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Canonical SMILES O=C1N(CC2CCCCC2CN2CCN(CC2)c2nsc3c2cccc3)C(=O)C2C1C1CCC2C1
Isomeric SMILES O=C1N(C[C@@H]2CCCC[C@H]2CN2CCN(CC2)c2nsc3c2cccc3)C(=O)[C@@H]2[C@H]1[C@H]1CC[C@@H]2C1
InChI InChI=1S/C28H36N4O2S/c33-27-24-18-9-10-19(15-18)25(24)28(34)32(27)17-21-6-2-1-5-20(21)16-30-11-13-31(14-12-30)26-22-7-3-4-8-23(22)35-29-26/h3-4,7-8,18-21,24-25H,1-2,5-6,9-17H2/t18-,19+,20-,21-,24+,25-/m0/s1
1. Ishibashi T, Horisawa T, Tokuda K, Ishiyama T, Ogasa M, Tagashira R, Matsumoto K, Nishikawa H, Ueda Y, Toma S et al.. (2010)
Pharmacological profile of lurasidone, a novel antipsychotic agent with potent 5-hydroxytryptamine 7 (5-HT7) and 5-HT1A receptor activity.
J Pharmacol Exp Ther, 334 (1): 171-81. [PMID:20404009]
2. Nakazawa S, Yokoyama C, Nishimura N, Horisawa T, Kawasaki A, Mizuma H, Doi H, Onoe H. (2013)
Evaluation of dopamine D₂/D₃ and serotonin 5-HT₂A receptor occupancy for a novel antipsychotic, lurasidone, in conscious common marmosets using small-animal positron emission tomography.
Psychopharmacology (Berl.), 225 (2): 329-39. [PMID:22868411]