title: Simple method for the prediction of the separation of racemates with high-performance liquid chromatography on Whelk-O1 chiral stationary phase.
abstract: A simple method for the prediction of whether or not a racemate can be separated on a Whelk-O1 chiral stationary phase has been developed. In this approach, molecules are represented by counting the number of atom types of the neighbors spheres of the chiral center. A decision tree is then used to decide based on a few of these atom count descriptors whether a given racemate can be separated. High values of correct prediction were obtained, namely with more than 94% for training sets and of about 90% for cross-validation results. The same rate of correct prediction was also obtained on an external data set. The descriptors can be rapidly and easily retrieved by just counting the atom types around the chiral center by inspecting the chemical diagram of the molecule. Furthermore, the decision tree model can be applied through the use of a small set of rules that eventually predicts whether or not a racemate is separated. Due to its computational simplicity, the procedure is of interest for experimentalists that need to make rapid assessment of the separation without having to program or input complex formulas.
authors.affiliation: Computer-Chemie-Centrum, Universität Erlangen-Nürnberg, Nägelsbachstrasse 25, Erlangen, Germany. alberto.delrio@unimore.it
authors.forename: Alberto
authors.initials: A
authors.lastname: Del Rio
authors.forename: Johann
authors.initials: J
authors.lastname: Gasteiger
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D015394:Molecular Structure; D013237:Stereoisomerism