ziprasidone   Click here for help

GtoPdb Ligand ID: 59

Synonyms: CP-88059 | CP-88059-27 | CP-880591 | CP-8805927 | Geodon®
Approved drug
ziprasidone is an approved drug (FDA (2001))
Compound class: Synthetic organic
Comment: Ziprasidone is a monoaminergic antagonist with affinity for a range of receptors including dopamine receptors, alpha 1 and 2 adrenoceptors, the histamine H1 receptor, and serotonin 5-HT receptors. Marketed formulations may contain ziprasidone hydrochloride (PubChem CID 219099).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 76.71
Molecular weight 412.11
XLogP 3.89
No. Lipinski's rules broken 0
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Canonical SMILES O=C1Nc2c(C1)cc(c(c2)Cl)CCN1CCN(CC1)c1nsc2c1cccc2
Isomeric SMILES O=C1Nc2c(C1)cc(c(c2)Cl)CCN1CCN(CC1)c1nsc2c1cccc2
InChI InChI=1S/C21H21ClN4OS/c22-17-13-18-15(12-20(27)23-18)11-14(17)5-6-25-7-9-26(10-8-25)21-16-3-1-2-4-19(16)28-24-21/h1-4,11,13H,5-10,12H2,(H,23,27)
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Summary of Clinical Use Click here for help
Used in the treatment of schizophrenia and related psychotic disorders. Additionally used as a monotherapy for the acute treatment of bipolar manic or mixed episodes and as an adjunct to lithium or valproate for maintenance treatment of bipolar disorder.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The antipsychotic effects of ziprasidone are believed to be due to its antagonism of D2 receptors in the mesolimbic pathways and 5HT2A receptors in the frontal cortex.
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