Three-dimensional common-feature hypotheses for octopamine agonist arylethanolamines

Akinori Hirashima, Masako Morimoto, Eiichi Kuwano, Eiji Taniguchi, Morifusa Eto

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Three-dimensional pharmacophore hypotheses were built from a set of 12 octopamine (OA) agonist arylethanolamines (AEAs). Among the 10 common-featured models generated by program catalyst/HipHop, a hypothesis including a hydrogen-bond donor (HBD) and a hydrogen-bond acceptor lipid (HBAl) features was considered to be important in evaluating the OA activity. OA mapped well onto all the HBD and HBAl features of the hypothesis. On the other hand, for some inactive compounds, their lack of affinity is primarily due to their inability to achieve an energetically favorable conformation shared by the active compounds. Taken together, structures of a 4-OH-Ph, α-OH, and a primary amine are important for OA activities. The present studies on OA agonists demonstrate that an HBD and an HBAl sites located on the molecule seem to be essential for OA activity.

Original languageEnglish
Pages (from-to)81-87
Number of pages7
JournalJournal of Molecular Graphics and Modelling
Volume21
Issue number2
DOIs
Publication statusPublished - Oct 2002

All Science Journal Classification (ASJC) codes

  • Spectroscopy
  • Physical and Theoretical Chemistry
  • Computer Graphics and Computer-Aided Design
  • Materials Chemistry

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