title: Many drugs contain unique scaffolds with varying structural relationships to scaffolds of currently available bioactive compounds.
abstract: Molecular scaffolds were systematically extracted from approved drugs and analyzed. The majority of drug scaffolds, 552 of 700, were found to represent only a single drug. Moreover, 221 drug scaffolds were not detected in currently available bioactive compounds, i.e., the pool from which drug candidates usually originate. These "drug-unique" scaffolds displayed a variety of structural relationships to currently known bioactive scaffolds, reflecting rather different degrees of relatedness. Many drug-unique scaffolds formed only very limited structural relationships to bioactive scaffolds. These drug scaffolds should represent promising candidates for further chemical exploration and drug repositioning efforts and are made freely available.
authors.affiliation: Department of Life Science Informatics, B-IT, LIMES, Program Unit Medicinal Chemistry and Chemical Biology, Rheinische Friedrich-Wilhelms-Universität Bonn, Dahlmannstr. 2, D-53113 Bonn, Germany.
authors.forename: Ye
authors.initials: Y
authors.lastname: Hu
authors.affiliation: Department of Life Science Informatics, B-IT, LIMES, Program Unit Medicinal Chemistry and Chemical Biology, Rheinische Friedrich-Wilhelms-Universität Bonn, Dahlmannstr. 2, D-53113 Bonn, Germany. Electronic address: bajorath@bit.uni-bonn.de.
authors.forename: Jürgen
authors.initials: J
authors.lastname: Bajorath
mesh_terms: D001672:Biocompatible Materials; D015394:Molecular Structure; D004364:Pharmaceutical Preparations / Q000737:chemistry*
chemical_list: D001672:Biocompatible Materials; D004364:Pharmaceutical Preparations
keywords: Approved drugs; Bioactive compounds; Drug-unique scaffolds; Matched molecular pairs; Scaffolds; Substructure relationships; Topological equivalence