title: Ionic interactions for substituted MCH1R inhibitors studied by pK(a) values.
abstract: MCH1R inhibitors with the quinoline moiety having the aromatic amine and aliphatic amine chain were selected, and then the effect of substituents of the quinoline ring on the ionic interaction were studied by calculating pK(a) values for these amines at the B3LYP/6-311++G(d,p)//B3LYP/6-31+G(d) level in the gas phase and in water. For substituent with C, N, O, and S atoms next to the quinoline ring, respectively, the pK(a) values of aromatic amines are estimated to be 8.98, 12.19, 4.64, and 4.33 and those of the aliphatic amines are 12.65, 10.82, 9.94, and 11.55, respectively.
authors.affiliation: Bio-Organic Science Division, Korea Research Institute of Chemical Technology, Daejon 305-600, Republic of Korea.
authors.forename: Joo Yun
authors.initials: JY
authors.lastname: Lee
authors.forename: Hyuk
authors.initials: H
authors.lastname: Lee
authors.forename: Jung Yun
authors.initials: JY
authors.lastname: Lim
authors.forename: Seung-Eun
authors.initials: SE
authors.lastname: Yoo
authors.forename: Nam Sook
authors.initials: NS
authors.lastname: Kang
mesh_terms: D000588:Amines; D002626:Chemistry, Pharmaceutical / Q000379:methods; D015195:Drug Design; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007477:Ions; D008024:Ligands; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D011485:Protein Binding; D011804:Quinolines / Q000737:chemistry; D017481:Receptors, Somatostatin / Q000037:antagonists & inhibitors* / Q000737:chemistry*; D055672:Static Electricity; D013816:Thermodynamics
chemical_list: D000588:Amines; D007477:Ions; D008024:Ligands; C103263:MCHR1 protein, human; D011804:Quinolines; D017481:Receptors, Somatostatin