caa a22 4500 467938709 CHVBK 20180406153005.0 cr unu---uuuuu 170328e20060601xx s 000 0 eng 10.1007/s10822-006-9058-y doi (NATIONALLICENCE)springer-10.1007/s10822-006-9058-y Representation of molecular structure using quantum topology with inductive logic programming in structure-activity relationships [Elektronische Daten] [Bård Buttingsrud, Einar Ryeng, Ross King, Bjørn Alsberg] The requirement of aligning each individual molecule in a data set severely limits the type of molecules which can be analysed with traditional structure activity relationship (SAR) methods. A method which solves this problem by using relations between objects is inductive logic programming (ILP). Another advantage of this methodology is its ability to include background knowledge as 1st-order logic. However, previous molecular ILP representations have not been effective in describing the electronic structure of molecules. We present a more unified and comprehensive representation based on Richard Bader's quantum topological atoms in molecules (AIM) theory where critical points in the electron density are connected through a network. AIM theory provides a wealth of chemical information about individual atoms and their bond connections enabling a more flexible and chemically relevant representation. To obtain even more relevant rules with higher coverage, we apply manual postprocessing and interpretation of ILP rules. We have tested the usefulness of the new representation in SAR modelling on classifying compounds of low/high mutagenicity and on a set of factor Xa inhibitors of high and low affinity. Springer Science+Business Media B.V., 2006 Structure representation using quantum topology (StruQT) nationallicence Atoms in molecules (AIM) nationallicence Bader theory nationallicence Inductive logic programming (ILP) nationallicence Structure-activity relationship (SAR) nationallicence Quantitative structure-activity relationship (QSAR) nationallicence Buttingsrud Bård Chemometrics and Bioinformatics Group, Department of chemistry, Norwegian University of Science and Technology, Trondheim, Norway aut Ryeng Einar Chemometrics and Bioinformatics Group, Department of chemistry, Norwegian University of Science and Technology, Trondheim, Norway aut King Ross Computational Biology Group, Department of Computer Science, University of Wales Aberystwyth, Wales, United Kingdom aut Alsberg Bjørn Chemometrics and Bioinformatics Group, Department of chemistry, Norwegian University of Science and Technology, Trondheim, Norway aut Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 20/6(2006-06-01), 361-373 0920-654X 20:6<361 2006 20 10822 https://doi.org/10.1007/s10822-006-9058-y text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10822-006-9058-y text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Buttingsrud Bård Chemometrics and Bioinformatics Group, Department of chemistry, Norwegian University of Science and Technology, Trondheim, Norway aut NATIONALLICENCE 700 1- Ryeng Einar Chemometrics and Bioinformatics Group, Department of chemistry, Norwegian University of Science and Technology, Trondheim, Norway aut NATIONALLICENCE 700 1- King Ross Computational Biology Group, Department of Computer Science, University of Wales Aberystwyth, Wales, United Kingdom aut NATIONALLICENCE 700 1- Alsberg Bjørn Chemometrics and Bioinformatics Group, Department of chemistry, Norwegian University of Science and Technology, Trondheim, Norway aut NATIONALLICENCE 773 0- Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 20/6(2006-06-01), 361-373 0920-654X 20:6<361 2006 20 10822 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer