Deconstructing 14-phenylpropyloxymetopon: Minimal requirements for binding to mu opioid receptors

L Stavitskaya, J Shim, JR Healy, RR Matsumoto…

Index: Stavitskaya, Lidiya; Shim, Jihyun; Healy, Jason R.; Matsumoto, Rae R.; MacKerell Jr., Alexander D.; Coop, Andrew Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 14 p. 4556 - 4563

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Citation Number: 2

Abstract

A series of phenylpropyloxyethylamines and cinnamyloxyethylamines were synthesized as deconstructed analogs of 14-phenylpropyloxymetopon and analyzed for opioid receptor binding affinity. Using the Conformationally Sampled Pharmacophore modeling approach, we discovered a series of compounds lacking a tyrosine mimetic, historically considered essential for μ opioid binding. Based on the binding studies, we have identified the ...