Abstract: Three-dimensional pharmacophore hypotheses were built from a set of 10 octopamine (OA) agonist 1-arylimidazole-2(3H)-thiones (AIHTs) and 1-arylimidazolidine-2-thiones (AITs). Among the ten common-featured models generated by program Catalyst/HipHop, a hypothesis including a hydrophobic aromatic (HpAr), three hydrophobic aliphatic (HpAl) and a hydrogen-bond acceptor lipid (HBAl) features was considered to be important in evaluating the OA-agonist activity. Active OA agonist 2,6-Et2 AIT mapped well onto all the HpAr, HpAl and HBAl features of the hypothesis. On the other hand, inactive compound 2,6-Et2 AIHT was shown to be difficult to achieve the energetically favorable conformation which is found in the active molecules in order to fit the 3D common-feature pharmacophore models. The present studies on OA agonists demonstrate that an HpAr, three HpAls and an HBAl sites located on the molecule seem to be essential for OA-agonist activity.
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Hirashima, A.; Morimoto, M.; Ohta, H.; Kuwano, E.; Taniguchi, E.; Eto, M. Three-Dimensional Common-Feature Hypotheses for Octopamine Agonist 1-Arylimidazolidine-2-Thiones. Int. J. Mol. Sci. 2002, 3, 56-68.
Hirashima A, Morimoto M, Ohta H, Kuwano E, Taniguchi E, Eto M. Three-Dimensional Common-Feature Hypotheses for Octopamine Agonist 1-Arylimidazolidine-2-Thiones. International Journal of Molecular Sciences. 2002; 3(2):56-68.
Hirashima, Akinori; Morimoto, Masako; Ohta, Hiroto; Kuwano, Eiichi; Taniguchi, Eiji; Eto, Morifusa. 2002. "Three-Dimensional Common-Feature Hypotheses for Octopamine Agonist 1-Arylimidazolidine-2-Thiones." Int. J. Mol. Sci. 3, no. 2: 56-68.