title: Molecular quantum similarity analysis of estrogenic activity.
abstract: The main objective of this study was to evaluate the capability of 120 aromatic chemicals to bind to the human alpha estrogen receptor (hER alpha) by the use of quantum similarity methods. The experimental data were segregated into two categories, i.e., those compounds with and without estrogenicity activity (active and inactive). To identify potential ligands, semiquantitative structure-activity relationships were developed for the complete set correlating the presence or lack of binding affinity to the estrogen receptor with structural features of the molecules. The structure-activity relationships were based upon molecular similarity indices, which implicitly contain information related to changes in the electron distributions of the molecules, along with indicator variables, accounting for several structural features. In addition, the whole set was split into several chemical classes for modeling purposes. Models were validated by dividing the complete set into several training and test sets to allow for external predictions to be made.
authors.affiliation: Institute of Computational Chemistry, University of Girona, Campus Montilivi, 17071 Girona, Spain. annag@iqc.udg.es
authors.forename: Ana
authors.initials: A
authors.lastname: Gallegos Saliner
authors.forename: Lluís
authors.initials: L
authors.lastname: Amat
authors.forename: Ramon
authors.initials: R
authors.lastname: Carbó-Dorca
authors.forename: T Wayne
authors.initials: TW
authors.lastname: Schultz
authors.forename: Mark T D
authors.initials: MT
authors.lastname: Cronin
mesh_terms: D004968:Estrogens, Non-Steroidal / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D005260:Female; D006801:Humans; D006841:Hydrocarbons, Aromatic / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D008024:Ligands; D008958:Models, Molecular; D021281:Quantitative Structure-Activity Relationship; D011789:Quantum Theory; D011960:Receptors, Estrogen / Q000187:drug effects / Q000235:genetics / Q000378:metabolism*; D015003:Yeasts / Q000378:metabolism
chemical_list: D004968:Estrogens, Non-Steroidal; D006841:Hydrocarbons, Aromatic; D008024:Ligands; D011960:Receptors, Estrogen