mepenzolic acid   Click here for help

GtoPdb Ligand ID: 10470

Synonyms: (±)-mepenzolate | Cantril® | glycophenylate | mepenzolate | racemic mepenzolate
Approved drug
mepenzolic acid is an approved drug (FDA (1956))
Compound class: Synthetic organic
Comment: In in vitro binding assays, (R)-mepenzolate has a higher affinity for the human M2 and M3 muscarinic acetylcholine receptors than (S)-mepenzolate [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 46.53
Molecular weight 340.19
XLogP 2.95
No. Lipinski's rules broken 0
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Canonical SMILES O=C(C(c1ccccc1)(c1ccccc1)O)OC1CCC[N+](C1)(C)C
Isomeric SMILES O=C(C(c1ccccc1)(c1ccccc1)O)OC1CCC[N+](C1)(C)C
InChI InChI=1S/C21H26NO3/c1-22(2)15-9-14-19(16-22)25-20(23)21(24,17-10-5-3-6-11-17)18-12-7-4-8-13-18/h3-8,10-13,19,24H,9,14-16H2,1-2H3/q+1
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Summary of Clinical Use Click here for help
Mepenzolate (bromide) is used as adjunctive therapy in the treatment of gastrointestinal ulcers.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Mepenzolate has reported anticholinergic (anti-muscarinic) activity [1-2].
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