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
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
No information available.
Summary of Clinical Use Click here for help
Racecadotril is approved for use as an antidiarrheal agent in several European, South American and South East Asian countries. It is not approved for use in the US.
External links Click here for help