(-)-sulpiride   

GtoPdb Ligand ID: 958

Synonyms: S-(-)-sulpiride
(-)-sulpiride is an approved drug
Compound class: Synthetic organic
Comment: The (-)-enantiomer of sulpiride is approved with the INN levosulpiride and is also a component of the approved drug sulpiride.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 110.11
Molecular weight 341.14
XLogP 0.62
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCN1CCCC1CNC(=O)c1cc(ccc1OC)S(=O)(=O)N
Isomeric SMILES CCN1CCC[C@H]1CNC(=O)c1cc(ccc1OC)S(=O)(=O)N
InChI InChI=1S/C15H23N3O4S/c1-3-18-8-4-5-11(18)10-17-15(19)13-9-12(23(16,20)21)6-7-14(13)22-2/h6-7,9,11H,3-5,8,10H2,1-2H3,(H,17,19)(H2,16,20,21)/t11-/m0/s1
InChI Key BGRJTUBHPOOWDU-NSHDSACASA-N
Classification
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name
N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-methoxy-5-sulfamoylbenzamide
International Nonproprietary Names
INN number INN
6593 levosulpiride
2359 sulpiride
Synonyms
S-(-)-sulpiride
Database Links
BindingDB Ligand 81774
CAS Registry No. 23672-07-3 (source: SciFinder)
ChEBI CHEBI:64119
ChEMBL Ligand CHEMBL267044
DrugBank Ligand DB00391
DrugCentral Ligand 1577
GtoPdb PubChem SID 135651093
PubChem CID 688272
Search Google for chemical match using the InChIKey BGRJTUBHPOOWDU-NSHDSACASA-N
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Search PubMed clinical trials sulpiride
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Search UniChem for chemical match using the InChIKey BGRJTUBHPOOWDU-NSHDSACASA-N
Search UniChem for chemicals with the same backbone BGRJTUBHPOOWDU
Wikipedia Sulpiride

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Tocris
(S)-(-)-Sulpiride
Cat. No. 0895