mecamylamine   

GtoPdb Ligand ID: 3990

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).
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
InChI Key IMYZQPCYWPFTAG-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Used in the treatment of severe essential hypertension and in uncomplicated cases of malignant hypertension.
Mechanism Of Action and Pharmacodynamic Effects
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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