Information entropic functions for molecular descriptor profiling.

The identification of molecular descriptors that are able to distinguish between different compound classes is of paramount importance in chemoinformatics. To aid in the identification of such discriminatory descriptors, concepts from information theory have been adapted. In an earlier study, an approach termed Differential Shannon Entropy (DSE) has been introduced for descriptor profiling to detect and quantify compound database-dependent differences in the information content and value range distribution of descriptors. Because the DSE approach was intrinsically limited in its ability to select compound class-specific descriptors by comparing data sets of very different size, this approach has recently been extended to Mutual Information-DSE (MI-DSE). Herein, DSE, MI-DSE, and the Shannon entropy concept underlying both information theoretic approaches are introduced and compared, and differences between their application areas are discussed.