amisulpride   Click here for help

GtoPdb Ligand ID: 963

Synonyms: (±)-amisulpride | Barhemsys®
Approved drug
amisulpride is an approved drug
Compound class: Synthetic organic
Comment: 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.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 110.11
Molecular weight 369.17
XLogP 2.08
No. Lipinski's rules broken 0
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Canonical SMILES CCN1CCCC1CNC(=O)c1cc(c(cc1OC)N)S(=O)(=O)CC
Isomeric SMILES CCN1CCCC1CNC(=O)c1cc(c(cc1OC)N)S(=O)(=O)CC
InChI InChI=1S/C17H27N3O4S/c1-4-20-8-6-7-12(20)11-19-17(21)13-9-16(25(22,23)5-2)14(18)10-15(13)24-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
4960 amisulpride
Synonyms Click here for help
(±)-amisulpride | Barhemsys®
Database Links Click here for help
Specialist databases
GPCRdb Ligand amisulpride
Other databases
BindingDB Ligand 81790
CAS Registry No. 71675-85-9 (source: Scifinder)
ChEMBL Ligand CHEMBL243712
DrugBank Ligand DB06288
DrugCentral Ligand 179
GtoPdb PubChem SID 135649938
Immunopaedia Search amisulpride
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
UniChem Compound Search for chemical match using the InChIKey NTJOBXMMWNYJFB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NTJOBXMMWNYJFB-UHFFFAOYSA-N
Wikipedia Amisulpride

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Amisulpride (links to external site)
Cat. No. 2132