The objective of this study was to develop quantitative structure-activity relationships (QSARs) for the toxicity of mono-cyclic aromatic compounds in the Pseudomonas putida initial oxygen uptake assay. The QSARs were developed using response-surface based on descriptors for chemical hydrophobicity (log P) and electrophilicity (LUMO). The model log (Ki-1) = 0.434 (±0.011)log P - 0.389 (±0.013)LUMO - 2.131(±0.031); n = 155, r2 = 0.941, radj2 = 0.940, s = 0.119, F = 1206 led us to conclude that the polar and non-polar narcotics were statistically indistinguishable. Pentafluorophenol, pentachlorophenol and most dinitrophenols classified as weak acid respiratory uncouplers in literature fit well into this model when they were treated as their corresponding phenoxides. This latter result suggests that the action mechanism of these phenols should be reevaluated.
All Science Journal Classification (ASJC) codes
- Molecular Medicine
- Drug Discovery