mecamylamine   Click here for help

GtoPdb Ligand ID: 3990

Approved drug
mecamylamine is an approved drug (FDA (2013))
Compound class: Synthetic organic
Comment: Mecamylamine is a non-selective, non-competitive antagonist of nicotinic acetylcholine receptors (nAChRs). It is often used as a research tool for its action as a ganglionic blocker (or ganglioplegic).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 12.03
Molecular weight 167.17
XLogP 2.66
No. Lipinski's rules broken 0
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Canonical SMILES CNC1(C)C2CCC(C1(C)C)C2
Isomeric SMILES CNC1(C)C2CCC(C1(C)C)C2
InChI InChI=1S/C11H21N/c1-10(2)8-5-6-9(7-8)11(10,3)12-4/h8-9,12H,5-7H2,1-4H3
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Summary of Clinical Use Click here for help
Used in the treatment of severe essential hypertension and in uncomplicated cases of malignant hypertension.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Blocker of the neuronal acetylcholine receptor on ganglions , which prevents stimulation of the postsynaptic receptors by acetylcholine. This leads to a reduction in sympathetic tone, vasodilation, and reduced cardiac output.
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