olanzapine   Click here for help

GtoPdb Ligand ID: 47

Synonyms: LY-170053 | Zyprexa®
Approved drug
olanzapine is an approved drug (EMA & FDA (1996))
Compound class: Synthetic organic
Comment: Olanzapine displays affinity for numerous receptors from the serotonin, histamine, alpha adrenergic, dopamine and muscarinic acetylcholine receptor families. Its antipsychotic properties are believed to arise from its antagonism of the dopamine D2 and 5-HT2A receptors.
Marketed formulations may contain olanzapine pamoate (PubChem CID 12085238). Olanzapine is represented on some databases with some of the double bonds in a different position. See CHEBI:7735 and CHEMBL715.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 59.11
Molecular weight 312.14
XLogP 2.79
No. Lipinski's rules broken 0
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Canonical SMILES CN1CCN(CC1)C1=c2cc(sc2=Nc2c(N1)cccc2)C
Isomeric SMILES CN1CCN(CC1)C1=c2cc(sc2=Nc2c(N1)cccc2)C
InChI InChI=1S/C17H20N4S/c1-12-11-13-16(21-9-7-20(2)8-10-21)18-14-5-3-4-6-15(14)19-17(13)22-12/h3-6,11,18H,7-10H2,1-2H3
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Summary of Clinical Use Click here for help
Antipsychotic used in the treatment of schizophrenia and other psychotic illnesses, including bipolar disorder.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Antagonism of dopamine D2 receptors in the mesolimbic pathway relieves positive symptoms of schizophrenia (such as delusions, disordered thoughts and speech, and hallucinations), while antagonism of 5-HT2A receptors in the frontal cortex may contribute to the drug's ability to ease the negative symptoms of schizophrenia (such as emotional and thought defecits).
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