racecadotril   Click here for help

GtoPdb Ligand ID: 11654

Synonyms: (+/-)-acetorphan | acetorphan | Hidrasec®
Approved drug
racecadotril is an approved drug (UK (2011))
Compound class: Synthetic organic
Comment: Racecadotril (acetorphan) is an orally administered antidiarrheal drug. It is a prodrug that is hydrolysed to its active metabolite thiorphan (an enkephalinase inhibitor).
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 12
Topological polar surface area 97.77
Molecular weight 385.13
XLogP 3.12
No. Lipinski's rules broken 1
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Canonical SMILES O=C(CNC(=O)C(Cc1ccccc1)CSC(=O)C)OCc1ccccc1
Isomeric SMILES CC(=O)SCC(Cc1ccccc1)C(=O)NCC(=O)OCc1ccccc1
InChI InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)
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Molecular structure representations generated using Open Babel