Over 20 years of reaction access systems from MDL: A novel reaction substructure search algorithm

Journal of Chemical Information and Computer Sciences

Volumn 42, Issue 6, 2002, Pages 1296-1310

  Chen, Lingran ^a   Nourse, James G ^a   Christie, Bradley D ^a   Leland, Burton A ^a   Grier, David L ^a  

^a MDL Information Systems Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

REACTION ACCESS SYSTEM;

ALGORITHMS; DATABASE SYSTEMS; GATEWAYS (COMPUTER NETWORKS); INFORMATION RETRIEVAL;

COMPUTER SCIENCE;

EID: 0036864926     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci020023s     Document Type: Article

References (11)

1. Wipke, W.T.; Dill, J.D.; Peacock, S.; Hounshell, D. Search and Retrieval Using an Automated Molecular Access System; Presented at the 182nd National Meeting of the American Chemical Society, New York, August, 1981.
2. Molecular Connection (The MDL Newsletter for Communicating with Customers), The 20th Anniversary Issue, Vol. 17, No. 1, January 1998; p 19.
3. The most updated information can be found at MDL's Web site: http://www.mdl.com.
4. Chen, L. Substructure and Maximal Common Substructure Searching. In Computational Medicinal Chemistry and Drug Discovery; Tollenaere, J., Bultinck, P., Winter, H.D., Langenaeker, W., Eds.; Marcel Dekker: New York, in press.
5. Moock, T.E.; Nourse, J.G.; Grier, D.; Hounshell, W.D. The Implementation of AAM and Related Reaction Features in the Reaction Access System (REACCS). In Chemical Structures; Warr, W.A., Ed.; Springer-Verlag: Berlin, 1988; pp 303-313.
6. At the time of this writing (December 2001), there are a total of 1 011 178 reactions in all the public databases available from MDL (excluding MDL Beilstein Database): Note 1: JSM: Journal of Synthetic Methodology; CHC: MDL Comprehensive Heterocyclic Chemistry; REFLIB: MDL Reference Library of Synthetic Methodology; ORGSYN: Organic Syntheses; SPORE: Solid-Phase Organic Reactions; CIRX: ChemInform Reaction Library. Note 2: Theilheimer (containing 46 000 reactions) is a subset of REFLIB, and CSM (containing 68 482 reactions) is a subset of CIRX. Therefore, they are not counted in the above calculation. Note 3: The MDL Beilstein Database alone contains over 9 million reactions (See MDL's CrossFire Gmelin Database Press Release 12/19/01).
7. Golomb, S.W.; Baumert, L.D. Backtrack Programming, J. Assoc. Comput. Mach. 1965, 12, 516-524.
8. Twelve MDL reaction databases are as follows: seven ChemInform Reaction Library databases (CIRX98, CIRX97, CIRX96, CIRX95, CIRX94, CIRX93, CIRX92), Journal of Synthetic Methods (RX-JSM), MDL Reference Library of Synthetic Methodology, Theilheimer, Organic Syntheses, and MDL Comprehensive Heterocyclic Chemistry.
9. Dalby, A.; Nourse, J.G.; Hounshell, W.D.; Gushurst, A.K.I.; Grier, D.L.; Leland, B.A.; Laufer, J. Description of Several Chemical Structure File Formats Used by Computer Programs Developed at Molecular Design Limited. J. Chem. Inf. Comput. Sci. 1992, 32, 244-255.
10. Durant, J.L.; Leland, B.A.; Henry, D.R.; Nourse, J.G. Reoptimization of MDL Keys for Use in Drag Discovery. J. Chem. Inf. Comput. Sci., in press.
11. Chen, L.; et al. Over 20 Years of Chemical Structure Access Systems from MDL: Evolution of MDL Keys and Their Applications. Manuscript in preparation.