Quantitative structure-property relationship modeling of β-cyclodextrin complexation free energies

CODESSA-PRO was used to model binding energies for 1:1 complexation systems between 218 organic guest molecules and P-cyclodextrin, using a seven-parameter equation with R-2 = 0.796 and R-cv(2) = 0.779. Fragment-based TRAIL calculations gave a better fit with R-2 = 0.943 and R-cv(2) = 0.848 for 195 data points in the database. The advantages and disadvantages of each approach are discussed, and it is concluded that a combination of the two approaches has much promise from a practical viewpoint.