Similarity searching using compound class-specific combinations of substructures found in randomly generated molecular fragment populations

Fine fingerprints. Herein, we show that combinations of randomly generated fragments are signatures of active molecules. Small sets of such fragments are encoded as bit string representations and used for similarity searching. These fingerprints are successfully applied to mine high-throughput screening data sets. Shown are randomly generated substructures encoded as a small fingerprint that were extracted from a fragment pathway specific for cathepsin B inhibitors. (Figure Presented). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.