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
Bioactivity Comments
We have been unable to find publicly available bioactivity data for this drug at the human D2-like receptors, so therefore these have not been tagged as the drug's primary target. However, in vivo rodent studies clearly show that the effects of this drug arise via antagonism of these receptors [1]. And, in addition, an in vivo study in marmosets shows preferential binding of lurasidone to dopamine D2/D3 receptors over 5-HT2A receptors [2].
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
5-HT7 receptor Primary target of this compound Hs Antagonist Antagonist 9.3 pKi - 1
pKi 9.3 (Ki 4.95x10-10 M) [1]
D2 receptor Rn Antagonist Antagonist 8.8 pKi - 1
pKi 8.8 (Ki 1.68x10-9 M) [1]
5-HT2A receptor Rn Antagonist Antagonist 8.7 pKi - 1
pKi 8.7 (Ki 2.03x10-9 M) [1]
5-HT1A receptor Rn Agonist Partial agonist 8.2 pKi - 1
pKi 8.2 (Ki 6.75x10-9 M) [1]
α2C-adrenoceptor Hs Antagonist Antagonist 8.0 pKi - 1
pKi 8.0 (Ki 1.08x10-8 M) [1]
α2A-adrenoceptor Hs Antagonist Antagonist 7.4 pKi - 1
pKi 7.4 (Ki 4.07x10-8 M) [1]