Over 20 Years of Reaction Access Systems from MDL: A Novel Reaction Substructure Search Algorithm
Reprint from J. Chem. Inf. Comput. Sci. 2002, 42, 1296-1310. Lingran Chen, James G. Nourse, Bradley D. Christie, Burton A. Leland, and David L. GrierA reprint of this paper is available upon request. To request your copy, complete the contact form and indicate the name of the paper in the question/comment box.
Abstract
From REACCS, to MDL ISIS/Host Reaction Gateway, and most recently to MDL Relational Chemistry Server, a new product based on Oracle data cartridge technology, MDL's reaction database management and retrieval systems have undergone great changes. The evolution of the system architecture is briefly discussed. The evolution of MDL reaction substructure search (RSS) algorithms is detailed. This article mainly describes a novel RSS algorithm. This algorithm is based on a depth-first search approach and is able to fully and prospectively use reaction specific information, such as reacting center and atom-atom mapping (AAM) information. The new algorithm has been used in the recently released MDL Relational Chemistry Server and allows th euser to precisely find reaction instances in databases while minimizing unrelated hits. Finally, the existing and new RSS algorithms are compared with several examples.