chlorpromazine   Click here for help

GtoPdb Ligand ID: 83

Synonyms: chlorpromazine HCl | Largactil® | Thorazine®
Approved drug PDB Ligand
chlorpromazine is an approved drug (FDA (1957))
Compound class: Synthetic organic
Comment: Chlorpromazine was the first antipsychotic drug to be discovered. It is one of the most sedating of the typical antipsychotics and also causes antimuscarinic effects.
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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 4
Topological polar surface area 31.78
Molecular weight 318.1
XLogP 4.92
No. Lipinski's rules broken 0
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Canonical SMILES CN(CCCN1c2ccccc2Sc2c1cc(Cl)cc2)C
Isomeric SMILES CN(CCCN1c2ccccc2Sc2c1cc(Cl)cc2)C
InChI InChI=1S/C17H19ClN2S/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20/h3-4,6-9,12H,5,10-11H2,1-2H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1957))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
183 chlorpromazine
Synonyms Click here for help
chlorpromazine HCl | Largactil® | Thorazine®
Database Links Click here for help
Specialist databases
GPCRdb Ligand chlorpromazine
Reactome Drug Reactome logo R-ALL-9648300
Reactome Reaction Reactome logo R-HSA-9681616
Other databases
BindingDB Ligand 50001888
CAS Registry No. 50-53-3
DrugBank Ligand DB00477
DrugCentral Ligand 621
GtoPdb PubChem SID 135650088
PubChem CID 2726
RCSB PDB Ligand Z80
Search Google for chemical match using the InChIKey ZPEIMTDSQAKGNT-UHFFFAOYSA-N
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Search PubMed clinical trials chlorpromazine
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UniChem Compound Search for chemical match using the InChIKey ZPEIMTDSQAKGNT-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZPEIMTDSQAKGNT-UHFFFAOYSA-N
Wikipedia Chlorpromazine