Leadlikeness and structural diversity of synthetic screening libraries
Tóm tắt
Từ khóa
Tài liệu tham khảo
Milne, G.M.,Pharmaceutical productivity — The Imperative for New Paradigms, Ann. Rep. Med. Chem., 38 (2002) 383–396.
Lipinski, C.A., Lombardo, F., Dominy, B.W. and Feeny, P.J.,Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings, Adv. Drug Delivery Rev., 23 (1997) 3–25.
Proudfoot, J.R.,Drugs, leads, and drug-likeness: An analysis of some recently launched drugs, Bioorg. Med. Chem. Lett., 12 (2002) 1647–1650.
Teague, S.J., Davis, A.M., Leeson, P.D. and Oprea, T.I.,The design of leadlike combinatorial libraries, Angew. Chem. Int. Ed., 38 (1999) 3743–3748.
Hann, M.M., Leach, A.R. and Harper, G.,Molecular complexity and its impact on the probability of finding leads for drug discovery, J. Chem. Inf. Comput. Sci., 41 (2001) 856–864.
Oprea, T.I., Davis, A.M., Teague, S.J. and Leeson, P.D.,Is there a difference between leads and drugs? A historical perspective, J. Chem. Inf. Comput. Sci., 41 (2001) 1308–1315.
Oprea, T.I.,Current trends in lead discovery: Are we looking for the appropriate properties?, J. Comp. Aid. Mol. Des., 16 (2002) 325–334.
Lipinski, C.A.,Drug-like properties and the causes of poor solubility and poor permeability, J. Pharm. Tox. Methods, 44 (2000) 235–249.
Blake, J.F.,Examiniation of the computed molecular properties of compounds selected for clinical development, Biotechniques, 34 (2003) S16–S20.
Rishton, G.M.,Reactive compounds and in vitro false positives in HTS, Drug Discovery Today, 2 (1997) 382–384.
Huth, J.R., Mendoza, R., Olejniczak, E.T., Johnson, R.W., Cothron, D.A., Liu, Y., Lerner, C.G., Chen, J. and Hajduk, P.J.,ALARM NMR: A rapid and robust experimental method to detect reactive false positives in biochemical screens, J. Am. Chem. Soc., 127 (2005) 217–224.
(a) McGovern, S.L., Caselli, E., Grigorieff, N. and Shoichet, B.K.,A common mechanism underlying promiscuous inhibitors from virtual and high-throughput screening, J. Med. Chem., 45 (2002) 1712–1722. (b) Seidler, J., McGovern, S.L., Doman, T.N. and Shoichet, B.K.,Identification and prediction of promiscuous aggregating inhibitors among known drugs, J. Med. Chem., 46 (2003) 4477–4486.
Roche, O., Schneider, P., Zuegge, J., Guba, W., Kansy, M., Alanine, A., Bleicher, K., Danel, F., Gutknecht, E-M., Rogers-Evans, M., Neidhart, W., Stalder, H., Dillon, M., Sjögren, E., Fotouhi, N., Gillespie, P., Goodnow, R., Harris, W., Jones, P., Taniguchi, M., Tsujii, S., von der Saal, W., Zimmerman, G. and Schneider, G.,Development of a virtual screening method for identification of ‘frequent hitters’ in compound libraries, J. Med. Chem., 45 (2002) 137–142.
(a) Oprea, T.I., Gottfries, J., Sherbukhin, V., Svensson, P. and Kuhler, T.C.,Chemical information management in drug discovery: Optimizing the computational and combinatorial chemistry interfaces, J. Mol. Graph. Mol., 18 (2000) 512–524. (b) Oprea, T.I., Zamora, I. and Ungell, A.,Pharmacokinetically Based Mapping Device for Chemical Space Navigation, J. Comb. Chem., 4 (2002) 258–266.
(a) Rishton, G.M.,Nonleadlikeness and leadlikeness in biochemical screening, Drug Discovery Today, 8 (2003) 86–96. (b) Rishton, G.M.,Failure and Success in Modern Drug Discovery: Guiding Principles in the Establishment of High Probability of Success Drug Discovery Organizations, Medicinal Chemistry, 1 (2005) 519–527.
Lipinski, C.A.,Lead- and drug-like compounds: The rule-of-five revolution, Drug Discovery Today: Technologies, 1 (2004) 337–341.
Lipinski, C.A., Presentation ‘Combinatorial chemistry and HTS: Causes of or solutions to the innovation gap’, 4th Symposium on Drug Discovery, April 7–8, 2005, Antwerp, Belgium.
Hemmerle, H., Presentation ‘Platform library science and compound collection enhancement as the base for successful medicinal chemistry’, DDT Conference, August 9–11, 2005, Boston, U.S.A.
Blower, P.E., Cross, K.P., Fligner, M.A., Myatt, G.J., Verducci, J.S. and Yang, C.,Systematic Analysis of Large Screening Sets in Drug Discovery, Curr. Drug Disc. Technol., 1 (2004) 37.
Voigt, J.H., Bienfait, B., Wang, S. and Nicklaus, M.C.,Comparison of the NCI open database with seven large chemical structural databases, J. Chem. Inf. Comput. Sci., 41 (2001) 702–712.
Baurin, N., Baker, R., Richardson, C., Chen, I., Foloppe, N., Potter, A., Jordan, A., Roughley, S., Parratt, M., Greany, P., Morley, D. and Hubbard, R.E.,Drug-like annotation and duplicate analysis of a 23-supplier chemical database totalling 2.7\ million compounds, J. Chem. Inf. Comput. Sci., 44 (2004) 643–651.
MDL Information Systems, Inc., 14600 Catalina Street, San Leandro, CA 94577, U.S.A. http://www.mdli.com/.
Chemical Computing Group, Inc. 1010 Sherbrooke St. West, Suite 910, Montreal, H3A 2R7 Canada. http://www.chemcomp.com/
Syracuse Research Corporation, 6225 Running Ridge Road, North Syracuse, NY 13212, U.S.A. KOWWIN and WSKOWWIN are part of the EPI suite (V3.12), available from http://www.epa.gov/oppt/-exposure/docs/episuitedl.htm
Xu, J.,A New Approach to finding natural chemical structure classes, J. Med. Chem., 45 (2002) 5311–5320.
Trepalin, S.V. and Yarkov, A.V.,Ched—Chemical databases compilation tool, internet server and client for SQL servers, J. Chem. Inf. Comput. Sci., 41 (2001) 100–107., http://ched.ipac.ac.ru.
Congreve, M., Carr, R., Murray, C. and Jhoti, H.,A ‘rule of three’ for fragment-based lead discovery?, Drug Discovery Today, 8 (2003) 876–877.
Veber, D.F., Johnson, S.R., Cheng, H., Smith, B.R., Ward, K.W. and Kopple, K.D.,Molecular properties that influence the oral bioavailability of drug candidates, J. Med. Chem., 45 (2002) 2615–2623.
Fichert, T., Yazdanian, M. and Proudfoot, J.R.,A structure-permeability study of samll drug-like molecules, Bioorg. Med. Chem. Lett., 13 (2003) 719–722.
Clark, D.E. and Pickett, S.D.,Computational methods for the prediction of drug-likeness, Drug Discovery Today 5 (2000) 49–58.
Kelder, J., Grootenhuis, P.J.D., Bayada, D.M., Delbressine, L.P.C. and Bloemen, J.,Polar molecular surface as a dominating determinant fororal absorption and brain penetration of drugs, Pharm. Res., 16 (1999) 1514–1519.
Xu, J. and Stevenson, J.,Drug-like index: A new approach to measure drug-like compounds and their diversity, J. Chem. Inf. Comput. Sci., 40 (2000) 1177–1187.
Bemis, G.W. and Murcko, M.A.,The properties of known drugs. 1. Molecular frameworks, J. Med. Chem., 39 (1996) 2887–2893.
Maybridge PLC., Trevillett, Tintagel, Cornwall PL34 OHW, England. http://www.maybridge.com/.