amisulpride

Ligand id: 963

Name: amisulpride

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View more information in the IUPHAR Pharmacology Education Project: amisulpride

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 110.11
Molecular weight 369.17
XLogP 1.53
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name
4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide
International Nonproprietary Names
INN number INN
4960 amisulpride
Synonyms
(±)-amisulpride
Database Links
BindingDB Ligand 81790
CAS Registry No. 71675-85-9 (source: Scifinder)
ChEBI CHEBI:64045
ChEMBL Ligand CHEMBL243712
DrugBank Ligand DB06288
GtoPdb PubChem SID 135649938
PubChem CID 2159
Search Google for chemical match using the InChIKey NTJOBXMMWNYJFB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NTJOBXMMWNYJFB
Search PubMed clinical trials amisulpride
Search PubMed titles amisulpride
Search PubMed titles/abstracts amisulpride
Search UniChem for chemical match using the InChIKey NTJOBXMMWNYJFB-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone NTJOBXMMWNYJFB
Wikipedia Amisulpride
Comments
The approved drug amisulpride is a racemic mixture of (+)-amisulpride and (-)-amisulpride. The structure shown here does not specify stereochemistry and represents the mixture. The links to external resources in the table above all match the INN-assigned compound amisulpride without stereochemistry specified. Alternative stereoisomers are represented by CID 5746246 and CID 3055076.

The INN-assigned compound sultopride has a similar but distinct structure to amisulpride; however the nomenclature for these two compounds is sometimes used interchangeably on other resources.