title: Estimation of aqueous solubility of organic compounds with QSPR approach.
abstract: OBJECTIVE
  To derive a QSPR model for estimation of aqueous solubility of organic compounds.
  
  
  METHODS
  Solubility data for 930 diverse compounds was investigated with principal component regression analysis. This set of compounds consists of pharmaceuticals, pollutants, nutrients, herbicides, and pesticides. The diversity of this collection was analyzed using MACCS fingerprint and BCUT chemistry space.
  
  
  RESULTS
  The training set of the solubility data is as diverse as the Available Chemicals Directory, and more diverse than the MDL Drug Data Report. Forty-six molecular descriptors were screened using a genetic algorithm. A QSPR model with a squared correlation coefficient (r2) of 0.92, a root mean square error of 0.53 log molar solubility (log S(w)), an average absolute estimation error of 0.36 log S(w), and a cross-validated q2 of 0.91 was derived. The QSPR model was validated with a test set of 249 compounds not included in the training set. The absolute estimation error for the test set of compounds was 0.39 log S(w).
  
  
  CONCLUSIONS
  A highly predictive QSPR model for estimating aqueous solubility was derived and validated. This model can be used to estimate aqueous solubility for virtual screening and combinatorial library design.
authors.affiliation: Pharmacia, Kalamazoo, Michigan 49007, USA. hua.gao@pharmacia.com
authors.forename: Hua
authors.initials: H
authors.lastname: Gao
authors.forename: Veerabahu
authors.initials: V
authors.lastname: Shanmugasundaram
authors.forename: Pil
authors.initials: P
authors.lastname: Lee
mesh_terms: D000465:Algorithms; D008956:Models, Chemical; D016571:Neural Networks, Computer; D009930:Organic Chemicals / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship; D012044:Regression Analysis; D012995:Solubility; D014867:Water / Q000737:chemistry*
chemical_list: D009930:Organic Chemicals; D014867:Water