No Electron Left Behind: A Rule-Based Expert System To Predict Chemical Reactions and Reaction Mechanisms Export

@article{ChenB09, abstract = {PMID: 19719121 Predicting the course and major products of arbitrary reactions is a fundamental problem in chemistry, one that chemists must address in a variety of tasks ranging from synthesis design to reaction discovery. Described here is an expert system to predict organic chemical reactions based on a knowledge base of over 1500 manually composed reaction transformation rules. Novel rule extensions are introduced to enable robust predictions and describe detailed reaction mechanisms at the level of electron flows in elementary reaction steps, ensuring that all reactions are properly balanced and atom-mapped. The core reaction prediction functionalities of this expert system are illustrated with applications including: (1) prediction of detailed reaction mechanisms; (2) computer-based learning in organic chemistry; (3) retrosynthetic analysis; and (4) combinatorial library design. Select applications are available via http://cdb.ics.uci.edu .}, author = {Chen, Jonathan H. and Baldi, Pierre}, citeulike-article-id = {5692647}, citeulike-linkout-0 = {http://dx.doi.org/10.1021/ci900157k}, citeulike-linkout-1 = {http://pubs.acs.org/doi/abs/10.1021/ci900157k}, day = {28}, doi = {10.1021/ci900157k}, journal = {Journal of Chemical Information and Modeling}, keywords = {elementary, patterns, reactivity, recurring, rules, smirks, transformation}, month = {September}, number = {9}, pages = {2034--2043}, posted-at = {2009-09-08 12:41:21}, priority = {2}, title = {No Electron Left Behind: A Rule-Based Expert System To Predict Chemical Reactions and Reaction Mechanisms}, url = {http://dx.doi.org/10.1021/ci900157k}, volume = {49}, year = {2009} }

TY - JOUR ID - ChenB09 L3 - citeulike-article-id:5692647 N2 - PMID: 19719121 Predicting the course and major products of arbitrary reactions is a fundamental problem in chemistry, one that chemists must address in a variety of tasks ranging from synthesis design to reaction discovery. Described here is an expert system to predict organic chemical reactions based on a knowledge base of over 1500 manually composed reaction transformation rules. Novel rule extensions are introduced to enable robust predictions and describe detailed reaction mechanisms at the level of electron flows in elementary reaction steps, ensuring that all reactions are properly balanced and atom-mapped. The core reaction prediction functionalities of this expert system are illustrated with applications including: (1) prediction of detailed reaction mechanisms; (2) computer-based learning in organic chemistry; (3) retrosynthetic analysis; and (4) combinatorial library design. Select applications are available via http://cdb.ics.uci.edu . IS - 9 JF - Journal of Chemical Information and Modeling EP - 2043 TI - No Electron Left Behind: A Rule-Based Expert System To Predict Chemical Reactions and Reaction Mechanisms VL - 49 SP - 2034 KW - elementary KW - patterns KW - reactivity KW - recurring KW - rules KW - smirks KW - transformation AU - Chen, Jonathan AU - Baldi, Pierre PY - 2009/09/28/ UR - http://dx.doi.org/10.1021/ci900157k ER -