Quantitative structure-metabolism relationships (QSMR) using computational chemistry: pattern recognition analysis and statistical prediction of phase II conjugation reactions of substituted benzoic acids in the rat

Xenobiotica. 1999 Jan;29(1):27-42. doi: 10.1080/004982599238795.

Abstract

1. Quantitative relationships between molecular physico-chemical properties of 22 substituted benzoic acids and the extent of excretion of their metabolites in rat urine have been investigated using computational chemistry and multivariate statistics. 2. A data set of 34 theoretically derived physico-chemical descriptors calculated was used to classify the benzoic acids according to their predominant urinary metabolic fate. 3. Quantitative structure-metabolism relationships were obtained by linear regression using combinations of physico-chemical descriptors allowing the prediction of % urinary excretion of glycine (r = 0.73) and glucuronide conjugates (r = 0.82) and % urinary excretion of the parent compound (r = 0.91).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzoates / chemistry*
  • Benzoates / classification
  • Benzoates / urine*
  • Computer Simulation
  • Linear Models
  • Models, Biological*
  • Models, Statistical
  • Pattern Recognition, Automated
  • Rats
  • Regression Analysis
  • Structure-Activity Relationship

Substances

  • Benzoates