caa a22 4500 469053690 CHVBK 20180323132837.0 cr unu---uuuuu 170328e19920401xx s 000 0 eng 10.1007/BF00129425 doi (NATIONALLICENCE)springer-10.1007/BF00129425 A pseudoreceptor docking study of 4,5-α-epoxymorphinans with a range of dielectric constants [Elektronische Daten] [Rick Gussio, Sovitj Pou, Jih-Hsiang Chen, Gary Smythers] Summary: Thirteen 4,5-epoxymorphinan μ agonists with established analgesic action were docked into an Asp-Lys-His-Phe pseudoreceptor complex under a range of distance-dependent dielectric conditions. The number of compounds with potential energies of the docked complexes that agreed in rank order with corresponding analgesic potencies was determined for each condition. Two dielectric conditions, n-decane (1.991) and ethanol (24.3), enabled the greatest number of compounds to relate to their pseudoreceptors with each having 9 and 8 successes respectively. Both of these conditions demonstrated unique influences on the types of structures that were successfully docked. For example, the morphine stereoisomer α-isomorphine, the geometric isomer B/C trans-morphine, and the 8-position-substituted γ-isomorphine were successes in the n-decane condition, whereas the ethanol condition produced the substituted codeine derivatives dihydroco-deinone and dihydroxycodeinone. These findings emphasize the importance of dielectric influence when developing force-field modeled quantitative structure-activity relationships for a closely related homologous series. ESCOM Science Publishers B.V, 1992 Pseudoreceptor modeling nationallicence Opiate molecular modeling nationallicence Quantitative structure-activity relationships nationallicence QSAR nationallicence Dielectric constants nationallicence Docking nationallicence Gussio Rick Advanced Scientific Computing Laboratory, National Cancer Institute-FCRDC, PRI/DynCorp, Box B, 21702, Frederick, MD, U.S.A. aut Pou Sovitj Department of Pharmacology and Toxicology, School of Pharmacy, University of Maryland at Baltimore, 20 N. Pine St., 21702, Baltimore, MD, U.S.A. aut Chen Jih-Hsiang Advanced Scientific Computing Laboratory, National Cancer Institute-FCRDC, PRI/DynCorp, Box B, 21702, Frederick, MD, U.S.A. aut Smythers Gary Advanced Scientific Computing Laboratory, National Cancer Institute-FCRDC, PRI/DynCorp, Box B, 21702, Frederick, MD, U.S.A. aut Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 6/2(1992-04-01), 149-158 0920-654X 6:2<149 1992 6 10822 https://doi.org/10.1007/BF00129425 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00129425 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Gussio Rick Advanced Scientific Computing Laboratory, National Cancer Institute-FCRDC, PRI/DynCorp, Box B, 21702, Frederick, MD, U.S.A aut NATIONALLICENCE 700 1- Pou Sovitj Department of Pharmacology and Toxicology, School of Pharmacy, University of Maryland at Baltimore, 20 N. Pine St., 21702, Baltimore, MD, U.S.A aut NATIONALLICENCE 700 1- Chen Jih-Hsiang Advanced Scientific Computing Laboratory, National Cancer Institute-FCRDC, PRI/DynCorp, Box B, 21702, Frederick, MD, U.S.A aut NATIONALLICENCE 700 1- Smythers Gary Advanced Scientific Computing Laboratory, National Cancer Institute-FCRDC, PRI/DynCorp, Box B, 21702, Frederick, MD, U.S.A aut NATIONALLICENCE 773 0- Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 6/2(1992-04-01), 149-158 0920-654X 6:2<149 1992 6 10822 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer