Automated Structure Elucidation of Organic Molecules from 13C NMR Spectra Using Genetic Algorithms and Neural Networks
- 2 October 2001
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Chemical Information and Computer Sciences
- Vol. 41 (6) , 1535-1546
- https://doi.org/10.1021/ci0102970
Abstract
The automated structure elucidation of organic molecules from experimentally obtained properties is extended by an entirely new approach. A genetic algorithm is implemented that uses molecular constitution structures as individuals. With this approach, the structure of organic molecules can be optimized to meet experimental criteria, if in addition a fast and accurate method for the prediction of the used physical or chemical features is available. This is demonstrated using 13C NMR spectrum as readily obtainable information. 13C NMR chemical shift, intensity, and multiplicity information is available from 13C NMR DEPT spectra. By means of artificial neural networks a fast and accurate method for calculating the 13C NMR spectrum of the generated structures exists. The approach is limited by the size of the constitutional space that has to be searched and by the accuracy of the shift prediction for the unknown substance. The method is implemented and tested successfully for organic molecules with up to 20 non-hydrogen atoms.Keywords
This publication has 14 references indexed in Scilit:
- Fast Determination of 13C NMR Chemical Shifts Using Artificial Neural NetworksJournal of Chemical Information and Computer Sciences, 2000
- Cocon: From NMR Correlation Data to Molecular ConstitutionsJournal of Molecular Modeling, 1997
- Principles of the Generation of Constitutional and Configurational IsomersJournal of Chemical Information and Computer Sciences, 1996
- Fully Automated Structure ElucidationA Spectroscopist's Dream Comes TrueJournal of Chemical Information and Computer Sciences, 1996
- MOLGEN+, a generator of connectivity isomers and stereoisomers for molecular structure elucidationAnalytica Chimica Acta, 1995
- Neural Network Prediction of Carbon-13 NMR Chemical Shifts of AlkanesJournal of Chemical Information and Computer Sciences, 1995
- Simulation of the 13C nuclear magnetic resonance spectra of trisaccharides using multiple linear regression analysis and neural networksCarbohydrate Research, 1995
- Zur Zuordnung der13C-chemischen Verschiebung substituierter Naphthaline aus Ladungsdichten mit Hilfe neuronaler NetzeAdvanced Synthesis & Catalysis, 1995
- Artificial neural network simulation of 13C NMR shifts for methyl substituted cyclohexanesChemometrics and Intelligent Laboratory Systems, 1994
- Application of recurrent neural networks in chemistry. Prediction and classification of carbon-13 NMR chemical shifts in a series of monosubstituted benzenesJournal of Chemical Information and Computer Sciences, 1992