These authors contributed equally to this work.
Advances in Computational Medicinal Chemistry: Matched Molecular Pair Analysis
Article first published online: 18 OCT 2012
© 2012 Wiley Periodicals, Inc.
Drug Development Research
Special Issue: Impact of Omics on Drug Discovery and Development. Part II
Volume 73, Issue 8, pages 518–527, December 2012
How to Cite
Wassermann, A. M., Dimova, D., Iyer, P. and Bajorath, J. (2012), Advances in Computational Medicinal Chemistry: Matched Molecular Pair Analysis. Drug Dev. Res., 73: 518–527. doi: 10.1002/ddr.21045
- Issue published online: 11 DEC 2012
- Article first published online: 18 OCT 2012
- Boehringer Ingelheim Pharma
- structure–activity/property relationships;
- computational methods;
- data mining;
- compound design;
- property prediction;
- matched molecular pairs;
- molecular transformations;
- matching molecular series
Herein we discuss the concept of matched molecular pairs (MMPs) and relevant medicinal chemistry applications. In recent years, this concept has become popular in medicinal chemistry as it provides a formal and general basis to establish structural relationships between compounds, identify chemical changes that transform structurally related compounds into each other, and facilitate a large-scale analysis of structure–activity relationships. Algorithms have been developed for the systematic computational identification of qualifying pairs in large compound databases. In addition to a number of other areas such as graphical analysis and visualization of structure–activity relationships, systematic MMP analysis has significantly advanced the field of computational medicinal chemistry, providing a basis for many practical applications. Characteristic features of this concept include that it eliminates subjective criteria from structural comparisons, alleviates the need to employ predefined molecular hierarchies in studying structural relationships, and elucidates distinguishing structural features between active compounds in a highly intuitive manner. Hence, the results of computational MMP analysis are readily accessible to medicinal chemists, which makes this type of analysis highly attractive for a variety of applications.