Reliable QSAR for estimating Koc for persistent organic pollutants: correlation with molecular connectivity indices.
Several recent studies have shown that n-octanol/water partition coefficients may not be a good predictor for estimating soil sorption coefficients of persistent organic pollutants (POPs), defined here as chemicals with log Kow greater than 5. Thus, an alternative QSAR model was developed that seems to provide reliable estimates for the soil sorption coefficients of persistent organic pollutants. This model is based on a set of calculated molecular connectivity indices and evaluated soil sorption data for 18 POPs. The chemical's size and shape, quantified by 1chi, 3chiC and 4chiC(v) indices, have a dominant effect on the soil sorption process of POPs. The developed QSAR model was rationalized in terms of potential hydrophobic interactions between persistent organic pollutants and soil organic matrix. Its high predictive power has been verified by an extensive internal and external validation procedure.
Baker
J R
JR
Civil and Environmental Engineering, Michigan Technological University, Houghton 49931, USA.
Mihelcic
J R
JR
Sabljic
A
A
D000042:Absorption; D005544:Forecasting; D008956:Models, Chemical; D009930:Organic Chemicals; D012989:Soil Pollutants / Q000032:analysis*; D012995:Solubility; D013329:Structure-Activity Relationship
D009930:Organic Chemicals; D012989:Soil Pollutants