sulpiride   

GtoPdb Ligand ID: 5501

Synonyms: (±)-sulpiride | dl-sulpiride | Dolmatil® | RD 1403 | Sulpor® | sulpyrid
sulpiride is an approved drug
Compound class: Synthetic organic
Comment: The approved drug sulpiride is an enantiomeric mixture of (+)-sulpiride and (-)-sulpiride. We show the non-isomeric structure to represent the mixture.
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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 CCN1CCCC1CNC(=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)
InChI Key BGRJTUBHPOOWDU-UHFFFAOYSA-N
References
1. Auerbach SS, DrugMatrix® and ToxFX® Coordinator National Toxicology Program. 
National Toxicology Program: Dept of Health and Human Services.
Accessed on 02/05/2014. Modified on 02/05/2014. DrugMatrix, https://ntp.niehs.nih.gov/drugmatrix/index.html
2. Burris KD, Pacheco MA, Filtz TM, Kung MP, Kung HF, Molinoff PB. (1995)
Lack of discrimination by agonists for D2 and D3 dopamine receptors.
Neuropsychopharmacology, 12 (4): 335-45. [PMID:7576010]
3. Sethi KK, Vullo D, Verma SM, Tanç M, Carta F, Supuran CT. (2013)
Carbonic anhydrase inhibitors: synthesis and inhibition of the human carbonic anhydrase isoforms I, II, VII, IX and XII with benzene sulfonamides incorporating 4,5,6,7-tetrabromophthalimide moiety.
Bioorg. Med. Chem., 21 (19): 5973-82. [PMID:23965175]
4. Vullo D, Innocenti A, Nishimori I, Pastorek J, Scozzafava A, Pastoreková S, Supuran CT. (2005)
Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides-a new target for the design of antitumor and antiglaucoma drugs?.
Bioorg. Med. Chem. Lett., 15 (4): 963-9. [PMID:15686894]