haloperidol   Click here for help

GtoPdb Ligand ID: 86

Synonyms: Haldol® | MCN-JR-1625 | R-1625 | Serenace®
Approved drug PDB Ligand
haloperidol is an approved drug (FDA (1967))
Compound class: Synthetic organic
Comment: Haloperidol is a typical antipsychotic drug.
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View more information in the IUPHAR Pharmacology Education Project: haloperidol

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 40.54
Molecular weight 375.14
XLogP 4.02
No. Lipinski's rules broken 0
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Canonical SMILES Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1ccc(cc1)Cl
Isomeric SMILES Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1ccc(cc1)Cl
InChI InChI=1S/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2
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Summary of Clinical Use Click here for help
Used in the management of psychotic disorders including schizophrenia, and in the control of Tourettes syndrome. Also used for the control of ADHD in children and for the prevention of severe nausea and vomiting.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The precise mechanism underlying the therapeutic effects of haloperidol remains incompletely understood, but antagonism of dopamine receptors plays a significant role. Haloperidol appears to have strong central antidopaminergic action accompanied by a much weaker central anticholinergic action. Antiemetic activity may be caused by direct inhibition of dopamine receptors in the chemoreceptor trigger zone (CTZ).