carbachol   Click here for help

GtoPdb Ligand ID: 298

Synonyms: Carbastat® | Carboptic®
Approved drug PDB Ligand
carbachol is an approved drug (FDA (1972))
Compound class: Synthetic organic
Comment: Carbachol is a cholinergic agonist acting at both muscarinic and nicotinic receptors.
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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 4
Topological polar surface area 52.32
Molecular weight 147.11
XLogP -0.97
No. Lipinski's rules broken 0
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Canonical SMILES NC(=O)OCC[N+](C)(C)C
Isomeric SMILES NC(=O)OCC[N+](C)(C)C
InChI InChI=1S/C6H14N2O2/c1-8(2,3)4-5-10-6(7)9/h4-5H2,1-3H3,(H-,7,9)/p+1
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Lithocholylcholine, a bile acid/acetylcholine hybrid, is a muscarinic receptor antagonist.
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Persistent binding and functional antagonism by xanomeline at the muscarinic M5 receptor.
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5. Jakubík J, Bacáková L, El-Fakahany EE, Tucek S. (1997)
Positive cooperativity of acetylcholine and other agonists with allosteric ligands on muscarinic acetylcholine receptors.
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6. Kovacs I, Yamamura HI, Waite SL, Varga EV, Roeske WR. (1998)
Pharmacological comparison of the cloned human and rat M2 muscarinic receptor genes expressed in the murine fibroblast (B82) cell line.
J Pharmacol Exp Ther, 284 (2): 500-7. [PMID:9454790]
7. Wood MD, Murkitt KL, Ho M, Watson JM, Brown F, Hunter AJ, Middlemiss DN. (1999)
Functional comparison of muscarinic partial agonists at muscarinic receptor subtypes hM1, hM2, hM3, hM4 and hM5 using microphysiometry.
Br J Pharmacol, 126 (7): 1620-4. [PMID:10323594]