Three-Dimensional Common-Feature Hypotheses for Octopamine Agonist 1-Arylimidazolidine-2-Thiones

International Journal of Molecular Sciences

Akinori Hirashima¹  Masako Morimoto²  Hiroto Ohta²  Eiichi Kuwano¹  Eiji Taniguchi³ 

[1] Department of Applied Genetics and Pest Management, Faculty of Agriculture, Graduate School, Kyushu University, 6-10-1 Hakozaki, Fukuoka 812-8581, Japan. E-mail:;Graduate School of Bioresource and Bioenvironmental Sciences, Kyushu University, 6-10-1 Hakozaki, Fukuoka 812-8581, Japan;School of Agriculture, Kyushu Tokai University, Kumamoto 869-1404, Japan

关键词: Octopamine agonist;    Common-feature hypothesis;    Periplaneta americana;    Pharmacophore;    HipHop;   

DOI  :  10.3390/i3020056

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2002 by MDPI (http://www.mdpi.org), Basel, Switzerland.