QSAR of progestogens: Use of a priori and computed molecular descriptors and molecular graphics

dc.creatorKiralj, R
dc.creatorTakahata, Y
dc.creatorFerreira, MMC
dc.date2003
dc.dateJUN
dc.date2014-11-17T23:25:58Z
dc.date2015-11-26T17:43:17Z
dc.date2014-11-17T23:25:58Z
dc.date2015-11-26T17:43:17Z
dc.date.accessioned2018-03-29T00:25:19Z
dc.date.available2018-03-29T00:25:19Z
dc.identifierQsar & Combinatorial Science. Wiley-v C H Verlag Gmbh, v. 22, n. 4, n. 430, n. 448, 2003.
dc.identifier1611-020X
dc.identifierWOS:000184707600003
dc.identifier10.1002/qsar.200390033
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/58516
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/58516
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/58516
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1287546
dc.descriptionQuantitative Structure-Activity Relationship (QSAR) study of two sets of oral progestogens was carried out by using Principal Component Analysis (PCA), Hierarchical Cluster Analysis (HCA) and Partial Least Squares (PLS). A priori, computed (at DFT 6-31G** level) and molecular graphics and modeling descriptors were employed. Molecular graphics and modeling studies of crystal structures of complexes progesterone receptor (PR)-progesterone, Fab'-progesterone and PR-metribolone have been performed. QSAR of progestogens is a three-dimensional phenomenon (over 96% of information is explained by the first three Principal Components), which can be, although it exhibits significant non-linearity, treated well with linear methods such as PLS. Progestogen activity depends primarily on double bond contents and resonance effects which define the skeletal conformation, and also on substituent characteristics (size, conformational and electronic properties). Sterical relationships between a substituent at C6(sp(2)) or C6(sp(3))-alpha and sulfur atom from Met 801 residue of PR are important for progesterone binding to the protein and can be quantified. Basically the same was observed for substituents at beta-C10 with respect to residue Met759.
dc.description22
dc.description4
dc.description430
dc.description448
dc.languageen
dc.publisherWiley-v C H Verlag Gmbh
dc.publisherWeinheim
dc.publisherAlemanha
dc.relationQsar & Combinatorial Science
dc.relationQSAR Comb. Sci.
dc.rightsfechado
dc.rightshttp://olabout.wiley.com/WileyCDA/Section/id-406071.html
dc.sourceWeb of Science
dc.subjectprogesterone
dc.subjectchemometrics
dc.subjectprincipal component analysis
dc.subjecthierarchical cluster analysis
dc.subjectpartial least squares
dc.subjectQuantitative Structure
dc.subjectProgesterone
dc.subjectSteroids
dc.subjectReceptor
dc.titleQSAR of progestogens: Use of a priori and computed molecular descriptors and molecular graphics
dc.typeArtículos de revistas


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