title: Investigation of structure-activity relationship between chemical structure and CCR5 anti HIV-1 activity in a class of 1-[N-(Methyl)-N- (phenylsulfonyl)amino]-2-(phenyl)-4-[4-(substituted)piperidin-1-yl]butane derivatives: the electronic-topological approach.
abstract: The relationship between chemical structure and CCR5 anti HIV-1 activity was investigated in the series of 1-[N-(Methyl)-N-(phenylsulfonyl)amino]-2-(phenyl)-4-[4-(substituted) piperidin-1-yl]butanes derivatives including 114 molecules by using the Electron-Topological Method (ETM). In the frameworks of this approach, its input data were taken as the results of conformational and quantum-mechanical calculations. Conformational analysis and quantum-chemical calculations were carried out for each molecule. Then molecular fragments being specific for active molecules and non-active molecules were revealed by using ETM. The result of testing showed the high ability of ETM in predicting the activity and inactivity investigated series. In order to classify and to develop a model for those molecules, cluster and discriminant analyses are conducted. First, cluster analysis is implemented in order to classify similar molecules into the groups. Then, discriminant analysis is used to construct models including descriptors. By doing so, two obtained discriminant functions segregate those molecules into three different groups by using the descriptors called EHOMO, Dipole Moment and SEZPE.
authors.affiliation: Erciyes University, 38039, Kayseri, Turkey. muratsaracoglu@gmail.com
authors.forename: Murat
authors.initials: M
authors.lastname: Saracoglu
authors.forename: Sedat Giray
authors.initials: SG
authors.lastname: Kandemirli
authors.forename: Murat Alper
authors.initials: MA
authors.lastname: Başaran
authors.forename: Hakan
authors.initials: H
authors.lastname: Sayiner
authors.forename: Fatma
authors.initials: F
authors.lastname: Kandemirli
mesh_terms: D019380:Anti-HIV Agents / Q000737:chemistry* / Q000494:pharmacology*; D002073:Butanes / Q000737:chemistry / Q000494:pharmacology; D065100:CCR5 Receptor Antagonists; D015497:HIV-1 / Q000187:drug effects*; D008958:Models, Molecular; D008968:Molecular Conformation; D016571:Neural Networks, Computer; D010880:Piperidines / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013450:Sulfones / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D019380:Anti-HIV Agents; D002073:Butanes; D065100:CCR5 Receptor Antagonists; D010880:Piperidines; D013450:Sulfones