title: Quantitative structure-activity relationships of nicotine analogues as neuronal nicotinic acetylcholine receptor ligands.
abstract: Quantitative structure-activity relationships of 34 pyrrolidine-modified nicotine agonists are investigated for their binding affinity toward neuronal nicotinic acetylcholine receptor. The results indicate that a large substituent at the R1, R2, and R3 position is detrimental to the binding affinity. Likewise, a large substituent at the R2 alpha or R3 alpha position as well as a hydrogen bond accepting substituent at the R2 beta position are not beneficial to the binding.
authors.affiliation: Pharmaceutical Products Division, Abbott Laboratories, IL 60064, USA.
authors.forename: K H
authors.initials: KH
authors.lastname: Kim
authors.forename: N H
authors.initials: NH
authors.lastname: Lin
authors.forename: D J
authors.initials: DJ
authors.lastname: Anderson
mesh_terms: D001665:Binding Sites; D006860:Hydrogen Bonding; D008954:Models, Biological; D008958:Models, Molecular; D009538:Nicotine / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000378:metabolism; D011978:Receptors, Nicotinic / Q000737:chemistry / Q000378:metabolism*; D012044:Regression Analysis; D013329:Structure-Activity Relationship
chemical_list: D011978:Receptors, Nicotinic; D009538:Nicotine