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
Bioactivity Comments
Measuring displacement of [3H]spiperone from rat cortex provides an IC50 value for iloperidone of 9nM [4]. The ratio of IC50 values of dopamine D2 binding over 5-HT2 binding is 12.2. When >1, this ratio indicates the potential efficacy of a drug as an atypical antipsychotic [3].
We have been unable to find open-access data for iloperidone at the human dopamine D2 and serotonin 5-HT2 receptors to substantiate the drug's MMOA.
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
5-HT7 receptor Rn Antagonist Antagonist 7.7 pKi - 2
pKi 7.7 [2]
5-HT6 receptor Rn Antagonist Antagonist 7.4 pKi - 2
pKi 7.4 [2]
5-HT6 receptor Hs Antagonist Antagonist 7.2 pKi - 1
pKi 7.2 [1]
5-HT1A receptor Hs Antagonist Antagonist 7.0 pKi - 1
pKi 7.0 [1]
5-HT7 receptor Hs Antagonist Antagonist 7.0 pKi - 1
pKi 7.0 [1]
5-HT1A receptor Rn Antagonist Antagonist 6.8 pKi - 2
pKi 6.8 [2]
D2 receptor Rn Antagonist Antagonist 7.0 pIC50 - 4
pIC50 7.0 (IC50 1.1x10-7 M) [4]
Description: Measuring displacement of [3H]spiperone from rat striatum.