flupentixol   Click here for help

GtoPdb Ligand ID: 948

Synonyms: cis flupenthixol | alpha-flupenthixol | flupenthixol
Approved drug
flupentixol is an approved drug
Compound class: Synthetic organic
Comment: The approved drug flupentixol (aka flupenthixol) is the cis form. Flupenthixol is not approved for marketing by US FDA, but is available in other countries. For the structure of the trans form please see our entry for trans-flupenthixol.
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View more information in the IUPHAR Pharmacology Education Project: flupentixol

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 52.01
Molecular weight 434.16
XLogP 4.42
No. Lipinski's rules broken 0
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Canonical SMILES OCCN1CCN(CC1)CCC=C1c2ccccc2Sc2c1cc(cc2)C(F)(F)F
Isomeric SMILES OCCN1CCN(CC1)CC/C=C\1/c2ccccc2Sc2c1cc(cc2)C(F)(F)F
InChI InChI=1S/C23H25F3N2OS/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29/h1-2,4-8,16,29H,3,9-15H2/b18-5-
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Summary of Clinical Use Click here for help
Flupentixol may be used in the treatment of schizophrenia and depression. However, there is no information regarding approval for use of this compound on the US FDA website, although the compound does have an INN. Other national approval agencies may have granted marketing authorisation.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Antagonist of dopamine D1 and D2 receptors thereby increasing the levels of central serotonin and noradrenaline and in turn improving mood.