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Theoretical studies on opioid receptors and ligands. I. Molecular modeling and QSAR studies on the interaction mechanism of fentanyl analogs binding to μ‐opioid receptor
Author(s) -
Jiang Hua Liang,
Huang Xiao Qin,
Rong Suo Bao,
Luo Xiao Min,
Chen Jian Zhong,
Tang Yun,
Chen Kai Xian,
Zhu You Cheng,
Jin Wen Qiao,
Chi Zhi Qiang,
Ji Ru Yun,
Cao Yang
Publication year - 2000
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/(sici)1097-461x(2000)78:4<285::aid-qua11>3.0.co;2-i
Subject(s) - chemistry , quantitative structure–activity relationship , stereochemistry , fentanyl , molecular model , opioid , opioid receptor , mechanism (biology) , affinities , receptor , pharmacology , biochemistry , physics , medicine , quantum mechanics
Based on our previous result of the three‐dimensional model of the μ‐opioid receptor, binding conformations of 13 fentanyl analogs and three‐dimensional structures for the complexs of these analogs with μ‐opioid receptor were constructed employing the molecular modeling method and our binding conformation search program for ligands (BCSPL). Energetic calculation and quantitative structure–activity relationship (QSAR) analysis indicated a good correlation between the calculated binding energies of fentanyl analogs and their binding affinities, p K i 's and p K 's, and analgesic activities, − log ED 50 's. Based on the three‐dimensional models, the possible interaction mechanism of fentanyl analogs with μ‐opioid receptor can be illustrated and the available structure–activity relationship of these analgesic agents can be explained reasonably. © 2000 John Wiley & Sons, Inc. Int J Quant Chem 78: 285–293, 2000