title: QSAR and docking studies of anthraquinone derivatives by similarity cluster prediction.
abstract: Forty anthraquinone derivatives have been downloaded from PubChem database and investigated in a quantitative structure-activity relationships (QSAR) study. The models describing log P and LD50 of this set were built up on the hypermolecule scheme that mimics the investigated receptor space; the models were validated by the leave-one-out procedure, in the external test set and in a new version of prediction by using similarity clusters. Molecular docking approach using Lamarckian Genetic Algorithm was made on this class of anthraquinones with respect to 3Q3B receptor. The best scored molecules in the docking assay were used as leaders in the similarity clustering procedure. It is demonstrated that the LD50 data of this set of anthraquinones are related to the binding energies of anthraquinone ligands to the 3Q3B receptor.
authors.affiliation: a Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University , Cluj , Romania.
authors.forename: Alexandra M
authors.initials: AM
authors.lastname: Harsa
authors.affiliation: a Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University , Cluj , Romania.
authors.forename: Teodora E
authors.initials: TE
authors.lastname: Harsa
authors.affiliation: a Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University , Cluj , Romania.
authors.forename: Mircea V
authors.initials: MV
authors.lastname: Diudea
mesh_terms: D000465:Algorithms; D000880:Anthraquinones / Q000737:chemistry* / Q000494:pharmacology*; D062126:Databases, Chemical; D038362:Glycogen Synthase Kinase 3 / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000378:metabolism; D000071679:Glycogen Synthase Kinase 3 beta; D008024:Ligands; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D021281:Quantitative Structure-Activity Relationship
chemical_list: D000880:Anthraquinones; D008024:Ligands; D000071679:Glycogen Synthase Kinase 3 beta; D038362:Glycogen Synthase Kinase 3
keywords: 3Q3B Receptor; AUTODOCK Vina; QSAR; anthraquinone; docking; hypermolecule; leave-one-out; log P; similarity