Schuffenhauer, Ansgar and Varin, Thibault (2011) Rule-Based Classification of chemical structures by scaffold. Molecular informatics, 30 (8). ISSN 1868-1751

Abstract

Database for small organic chemical molecules usually contain millions of structures. The screening decks of pharmaceutical companies contain more than a million of structures. Nevertheless chemical substructure searching in these databases can be performed interactively in seconds. Because of this nobody has really missed structural classification of these databases for the purpose of finding data for selected chemical substructures. However, a full deck high-throughput screen also produces also activity data for more than a million of substances. How can this amount of data be analyzed? Which are the active scaffolds identified by an assays? To answer such questions systematic classifications of molecules by scaffolds are needed. In this review it is described how molecules can be hierarchically classified by their scaffolds. It is explained how such classifications can be used to identify active scaffolds in an HTS data set. Once active classes are identified, they need to be visualized in the context of related scaffolds in order to understand SAR. Consequently such visualizations are another topic of this review. In addition scaffold based diversity measures are discussed and an outlook is given about the potential impact of structural classifications on a chemically aware semantic web.

Item Type:	Article
Additional Information:	This is a review article. There is no disclosure of new content and no molecules from Novartis are used.
Keywords:	Scaffold, Structural classification, Compound Set Enrichment, Diversity
Date Deposited:	13 Oct 2015 13:15
Last Modified:	13 Oct 2015 13:15
URI:	https://oak.novartis.com/id/eprint/4904