sarpogrelate   Click here for help

GtoPdb Ligand ID: 210

Synonyms: Anplag® | LS-187,118 | MCI-9042
Approved drug
sarpogrelate is an approved drug
Compound class: Synthetic organic
Comment: Sarpogrelate is a 5-HT2A/ 5-HT2B receptor antagonist which blocks serotonin-induced platelet aggregation.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 14
Topological polar surface area 85.3
Molecular weight 429.22
XLogP 3.28
No. Lipinski's rules broken 1
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Canonical SMILES COc1cccc(c1)CCc1ccccc1OCC(OC(=O)CCC(=O)O)CN(C)C
Isomeric SMILES COc1cccc(c1)CCc1ccccc1OCC(OC(=O)CCC(=O)O)CN(C)C
InChI InChI=1S/C24H31NO6/c1-25(2)16-21(31-24(28)14-13-23(26)27)17-30-22-10-5-4-8-19(22)12-11-18-7-6-9-20(15-18)29-3/h4-10,15,21H,11-14,16-17H2,1-3H3,(H,26,27)
1. Muntasir HA, Hossain M, Bhuiyan MA, Komiyama T, Nakamura T, Ozaki M, Nagatomo T. (2007)
Identification of a key amino acid of the human 5-HT(2B) serotonin receptor important for sarpogrelate binding.
J Pharmacol Sci, 104 (3): 274-7. [PMID:17609583]
2. Nishio H, Inoue A, Nakata Y. (1996)
Binding affinity of sarpogrelate, a new antiplatelet agent, and its metabolite for serotonin receptor subtypes.
Arch Int Pharmacodyn Ther, 331 (2): 189-202. [PMID:8937629]
3. Pertz H, Elz S. (1995)
In-vitro pharmacology of sarpogrelate and the enantiomers of its major metabolite: 5-HT2A receptor specificity, stereoselectivity and modulation of ritanserin-induced depression of 5-HT contractions in rat tail artery.
J Pharm Pharmacol, 47 (4): 310-6. [PMID:7791029]
4. Rashid M, Manivet P, Nishio H, Pratuangdejkul J, Rajab M, Ishiguro M, Launay JM, Nagatomo T. (2003)
Identification of the binding sites and selectivity of sarpogrelate, a novel 5-HT2 antagonist, to human 5-HT2A, 5-HT2B and 5-HT2C receptor subtypes by molecular modeling.
Life Sci, 73 (2): 193-207. [PMID:12738034]