Clustering chemical databases using adaptable projection cells and MCS similarity values.

Abstract

In this paper we propose a new method based on measurements of the structural similarity for the clustering of chemical databases. The proposed method allows the dynamic adjustment of the size and number of cells or clusters in which the database is classified. Classification is carried out using measurements of structural similarity obtained from the matching of molecular graphs. The classification process is open to the use of different similarity indexes and different measurements of matching. This process consists of the projection of the obtained measures of similarity among the elements of the database in a new space of similarity. The possibility of the dynamic readjustment of the dimension and characteristic of the projection space to adapt to the most favorable conditions of the problem under study and the simplicity and computational efficiency make the proposed method appropriate for its use with medium and large databases. The clustering method increases the performance of the screening processes in chemical databases, facilitating the recovery of chemical compounds that share all or subsets of common substructures to a given pattern. For the realization of the work a database of 498 natural compounds with wide molecular diversity extracted from SPECS and BIOSPECS B.V. free database has been used.