naphthylvinylmethylpyridine   Click here for help

GtoPdb Ligand ID: 8807

Synonyms: (E)-4-(1-naphthylvinyl)pyridine methochloride | compound 2 [PMID: 3351860]
Compound class: Synthetic organic
Comment: Compound 2 is one of a series of compounds investigated as inhibitors of choline O-acetyltransferase (CHAT, a.k.a. choline acetyltransferase) [1], in the search for compounds with the ability to provide protection against nerve agent poisoning.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 3.88
Molecular weight 246.13
XLogP 6.31
No. Lipinski's rules broken 1
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Canonical SMILES C[n+]1ccc(cc1)C=Cc1cccc2c1cccc2
Isomeric SMILES C[n+]1ccc(cc1)/C=C/c1cccc2c1cccc2
InChI InChI=1S/C18H16N/c1-19-13-11-15(12-14-19)9-10-17-7-4-6-16-5-2-3-8-18(16)17/h2-14H,1H3/q+1/b10-9+
1. Gray AP, Platz RD, Henderson TR, Chang TC, Takahashi K, Dretchen KL. (1988)
Approaches to protection against nerve agent poisoning. (Naphthylvinyl)pyridine derivatives as potential antidotes.
J Med Chem, 31 (4): 807-14. [PMID:3351860]
2. White HL, Cavallito CJ. (1970)
Inhibition of bacterial and mammalian choline acetyltransferases by styrylpyridine analogues.
J Neurochem, 17 (11): 1579-89. [PMID:5474659]