Discovering H-bonding rules in crystals with inductive logic programming.
In the domain of crystal engineering, various schemes have been proposed for the classification of hydrogen bonding (H-bonding) patterns observed in 3D crystal structures. In this study, the aim is to complement these schemes with rules that predict H-bonding in crystals from 2D structural information only. Modern computational power and the advances in inductive logic programming (ILP) can now provide computational chemistry with the opportunity for extracting structure-specific rules from large databases that can be incorporated into expert systems. ILP technology is here applied to H-bonding in crystals to develop a self-extracting expert system utilizing data in the Cambridge Structural Database of small molecule crystal structures. A clear increase in performance was observed when the ILP system DMax was allowed to refer to the local structural environment of the possible H-bond donor/acceptor pairs. This ability distinguishes ILP from more traditional approaches that build rules on the basis of global molecular properties.
Ando
Howard Y
HY
Research Formulations, Pfizer Global Research and Development, Ann Arbor Laboratories, Ann Arbor, Michigan 48105, USA. Howard.Ando@Pfizer.com
Dehaspe
Luc
L
Luyten
Walter
W
Van Craenenbroeck
Elke
E
Vandecasteele
Henk
H
Van Meervelt
Luc
L
D001185:Artificial Intelligence; D003198:Computer Simulation; D003460:Crystallization; D003663:Decision Trees; D015195:Drug Design; D001330:Electronic Data Processing; D005544:Forecasting; D006860:Hydrogen Bonding; D008954:Models, Biological; D008968:Molecular Conformation; D015394:Molecular Structure; D012984:Software