nicotine

Ligand id: 2585

Name: nicotine

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 16.13
Molecular weight 162.12
XLogP 1.49
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. Cohen C, Bergis OE, Galli F, Lochead AW, Jegham S, Biton B, Leonardon J, Avenet P, Sgard F, Besnard F et al.. (2003)
SSR591813, a novel selective and partial alpha4beta2 nicotinic receptor agonist with potential as an aid to smoking cessation.
J. Pharmacol. Exp. Ther.306 (1): 407-20. [PMID:12682217]
2. Cordero-Erausquin M, Marubio LM, Klink R, Changeux JP. (2000)
Nicotinic receptor function: new perspectives from knockout mice.
Trends Pharmacol. Sci.21 (6): 211-7. [PMID:10838608]
3. Flores CM, Rogers SW, Pabreza LA, Wolfe BB, Kellar KJ. (1992)
A subtype of nicotinic cholinergic receptor in rat brain is composed of alpha 4 and beta 2 subunits and is up-regulated by chronic nicotine treatment.
Mol. Pharmacol.41 (1): 31-7. [PMID:1732720]
4. Gopalakrishnan M, Monteggia LM, Anderson DJ, Molinari EJ, Piattoni-Kaplan M, Donnelly-Roberts D, Arneric SP, Sullivan JP. (1996)
Stable expression, pharmacologic properties and regulation of the human neuronal nicotinic acetylcholine alpha 4 beta 2 receptor.
J. Pharmacol. Exp. Ther.276 (1): 289-97. [PMID:8558445]
5. Stauderman KA, Mahaffy LS, Akong M, Veli├želebi G, Chavez-Noriega LE, Crona JH, Johnson EC, Elliott KJ, Gillespie A, Reid RT et al.. (1998)
Characterization of human recombinant neuronal nicotinic acetylcholine receptor subunit combinations alpha2beta4, alpha3beta4 and alpha4beta4 stably expressed in HEK293 cells.
J. Pharmacol. Exp. Ther.284 (2): 777-89. [PMID:9454827]
6. Sullivan JP, Donnelly-Roberts D, Briggs CA, Anderson DJ, Gopalakrishnan M, Piattoni-Kaplan M, Campbell JE, McKenna DG, Molinari E, Hettinger AM et al.. (1996)
A-85380 [3-(2(S)-azetidinylmethoxy) pyridine]: in vitro pharmacological properties of a novel, high affinity alpha 4 beta 2 nicotinic acetylcholine receptor ligand.
Neuropharmacology35 (6): 725-34. [PMID:8887981]
7. Talavera K, Gees M, Karashima Y, Meseguer VM, Vanoirbeek JA, Damann N, Everaerts W, Benoit M, Janssens A, Vennekens R et al.. (2009)
Nicotine activates the chemosensory cation channel TRPA1.
Nat. Neurosci.12 (10): 1293-9. [PMID:19749751]
8. Wang H, Shi H, Zhang L, Pourrier M, Yang B, Nattel S, Wang Z. (2000)
Nicotine is a potent blocker of the cardiac A-type K(+) channels. Effects on cloned Kv4.3 channels and native transient outward current.
Circulation102 (10): 1165-71. [PMID:10973847]