amisulpride

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Ligands
amisulpride

Ligand id: 963

Name: 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

IUPAC Name

4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide

International Nonproprietary Names
INN number	INN
4960	amisulpride

Synonyms
(±)-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
PharmGKB Drug	PA162565877
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
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.

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.