title: Principal components describing biological activities and molecular diversity of heterocyclic aromatic ring fragments.
abstract: Ten physicochemical variables have been calculated for each of 100 different aromatic rings. These variables were selected because of their potential involvement in the molecular recognition of drug-receptor binding interactions, and they include size, lipophilicity, dipole magnitude and orientation, HOMO and LUMO energies, and electronic point charges. A total of 59 different aromatic ring systems were studied including monocyclics and [5.5]-, [6.5]- and [6.6]-fused bicyclics. A principal components analysis of b1ese results generated four principal components which account for 84% of the total variance in the data. These principal components provide a quantitative measure of molecular diversity, and their relevance for structure-activity relationships is discussed. The principal components correlate with the in vitro biological activity of heterocyclic aromatic fragments within a series of previously reported HIV-1 reverse transcriptase inhibitors.
authors.affiliation: Department of Medicinal Chemistry, Organon Research Laboratories, Scotland, U.K.
authors.forename: S
authors.initials: S
authors.lastname: Gibson
authors.forename: R
authors.initials: R
authors.lastname: McGuire
authors.forename: D C
authors.initials: DC
authors.lastname: Rees
mesh_terms: D055598:Chemical Phenomena; D002627:Chemistry, Physical; D054303:HIV Reverse Transcriptase / Q000037:antagonists & inhibitors; D006571:Heterocyclic Compounds / Q000737:chemistry*; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry*; D018894:Reverse Transcriptase Inhibitors / Q000737:chemistry; D012984:Software; D013223:Statistics as Topic; D013329:Structure-Activity Relationship
chemical_list: D006571:Heterocyclic Compounds; D011084:Polycyclic Aromatic Hydrocarbons; D018894:Reverse Transcriptase Inhibitors; D054303:HIV Reverse Transcriptase