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
SMILES / InChI / InChIKey
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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
InChI Key ZPEIMTDSQAKGNT-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1957))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine
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
BindingDB Ligand 50001888
CAS Registry No. 50-53-3
ChEBI CHEBI:3647
ChEMBL Ligand CHEMBL71
DrugBank Ligand DB00477
DrugCentral Ligand 621
GtoPdb PubChem SID 135650088
PubChem CID 2726
RCSB PDB Ligand Z80
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Wikipedia Chlorpromazine