caa a22 4500 469053232 CHVBK 20180323132836.0 cr unu---uuuuu 170328e19920201xx s 000 0 eng 10.1007/BF00124384 doi (NATIONALLICENCE)springer-10.1007/BF00124384 Models for the binding of amiodarone to the thyroid hormone receptor [Elektronische Daten] [David Chalmers, Sharon Munro, Magdy Iskander, David Craik] Summary: The antiarrhythmic drug amiodarone has recently been characterized as the first known thyroid hormone antagonist. Its mode of interaction with the thyroid hormone receptor is therefore of interest. A computational analysis of the conformational flexibility of amiodarone using molecular mechanics and the semiempirical molecular orbital method AM1 has been performed. The molecular mechanics studies show that the low-energy conformations of the benzoylbenzofuran portion of amiodarone can be grouped into 4 distinct classes, while the diethylaminoethoxy side chain is extremely flexible. Conformers representative of the 4 low-energy classes were fitted to an extended thyroid hormone receptor model. Four independent modes in which amiodarone could bind to the thyroid hormone receptor site were evaluated. ESCOM Science Publishers B.V, 1992 Molecular graphics nationallicence Conformational search nationallicence Molecular mechanics nationallicence Semiempirical molecular orbital calculations nationallicence Chalmers David School of Pharmaceutical Chemistry, Victorian College of Pharmacy Ltd., 381 Royal Parade, 3052, Parkville, Vic., Australia aut Munro Sharon School of Pharmaceutical Chemistry, Victorian College of Pharmacy Ltd., 381 Royal Parade, 3052, Parkville, Vic., Australia aut Iskander Magdy School of Pharmaceutical Chemistry, Victorian College of Pharmacy Ltd., 381 Royal Parade, 3052, Parkville, Vic., Australia aut Craik David School of Pharmaceutical Chemistry, Victorian College of Pharmacy Ltd., 381 Royal Parade, 3052, Parkville, Vic., Australia aut Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 6/1(1992-02-01), 19-31 0920-654X 6:1<19 1992 6 10822 https://doi.org/10.1007/BF00124384 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00124384 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Chalmers David School of Pharmaceutical Chemistry, Victorian College of Pharmacy Ltd., 381 Royal Parade, 3052, Parkville, Vic., Australia aut NATIONALLICENCE 700 1- Munro Sharon School of Pharmaceutical Chemistry, Victorian College of Pharmacy Ltd., 381 Royal Parade, 3052, Parkville, Vic., Australia aut NATIONALLICENCE 700 1- Iskander Magdy School of Pharmaceutical Chemistry, Victorian College of Pharmacy Ltd., 381 Royal Parade, 3052, Parkville, Vic., Australia aut NATIONALLICENCE 700 1- Craik David School of Pharmaceutical Chemistry, Victorian College of Pharmacy Ltd., 381 Royal Parade, 3052, Parkville, Vic., Australia aut NATIONALLICENCE 773 0- Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 6/1(1992-02-01), 19-31 0920-654X 6:1<19 1992 6 10822 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer