The SHAPES strategy: An NMR-based approach for lead generation in drug discovery

Chemistry and Biology

Volumn 6, Issue 10, 1999, Pages 755-769

  Fejzo, Jasna ^a   Lepre, Christopher A ^a   Peng, Jeffrey W ^a   Bemis, Guy W ^a   Ajay, ^a   Murcko, Mark A ^a   Moore, Jonathan M ^a  

^a VERTEX PHARMACEUTICALS   (United States)

Author keywords

Drug design; Library; NMR; Screening; SHAPES

Indexed keywords

EID: 0033213957     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1074-5521(00)80022-8     Document Type: Article

References (29)

1. 1. Agrafiotis, D.K., Myslik, J.C. & Salemme, F.R. (1998). Advances in diversity profiling and combinatorial series design. Mol. Divers. 4, 1-22.
2. 2. Walters, W.P., Stahl, M.T. & Murcko, M.A. (1998). Virtual screening - an overview. Drug Discov. Today 3, 160-178.
3. 3. Bemis, G.W. & Murcko, M.A. (1996). The properties of known drugs. 1. Molecular frameworks. J. Med. Chem. 39, 2887-2893.
4. 4. Ni, F. (1994). Recent developments in transferred NOE methods. Prog. Nucl. Magn. Reson. Spectrosc. 26, 517-606.
5. 5. Hajduk, P.J., Olejniczak, E.T. & Fesik, S.W. (1997). One-dimensional relaxation - and diffusion-edited NMR methods for screening compounds that bind to macromolecules. J. Am. Chem. Soc. 119, 12257-12261.
6. 6. Meyer, B., Weimar, T. & Peters, T. (1997). Screening mixtures for biological activity by NMR. Eur. J. Biochem. 246, 705-709.
7. 7. Lepre, C.A. & Moore, J.M. (1998). Microdrop screening: a rapid method to optimize solvent conditions for NMR spectroscopy of proteins. J. Biomol. NMR 12, 493-499.
8. 8. Keifer, P.A. (1997). High-resolution NMR techniques for solid-phase synthesis and combinatorial chemistry. Drug Discov. Today 2, 468-478.
9. 9. Busse-Grawitz, M.E. & Roeck, W. (1998). NMR probe head with cryogenically cooled preamplifiers. United States Patent 5, 814,992. USA, Spectrospin AG, Fallenden, Switzerland.
10. 10. Murali, N., Jarori, G.K., Landy, S.B. & Rao, B.D. (1993). Two-dimensional transferred nuclear Overhauser effect spectroscopy (TRNOESY) studies of nucleotide conformations in creatine kinase complexes: effects due to weak nonspecific binding. Biochemistry 32, 12941-12948.
11. 11. Lennon, A.J., Scott, N.R., Chapman, B.E. & Kuchel, P.W. (1994). Hemoglobin affinity for 2,3-bisphosphoglycerate in solutions and intact erythrocytes: studies using pulsed-field gradient nuclear magnetic resonance and Monte Carlo simulations. Biophys. J. 67, 2096-2109.
12. 12. Stejskal, E.O. & Tanner, J.E. (1961). Spin diffusion measurements: spin echoes in the presence of a time-dependent field gradient. J. Chem. Phys. 42, 288-292.
13. 13. Stilbs, P. (1987). Fourier transform pulsed-gradient spin-echo studies of molecular diffusion. Prog. Nucl. Magn. Reson. Spectrosc. 19, 1-45.
14. 14. Shuker, S.B., Hajduk, P.J., Meadows, R.P. & Fesik, S.W. (1996). Discovering high-affinity ligands for proteins: SAR by NMR. Science 274, 1531-1534.
15. 15. Hajduk, P.J., et al., & Fesik, S.W. (1997). NMR-based discovery of lead inhibitors that block DNA binding of the human papillomavirus E2 protein. J. Med. Chem. 40, 3144-3150.
16. 16. Hajduk, P.J., et al., & Fesik, S.W. (1997). Discovery of potent non-peptide inhibitors of Stromelysin using SAR by NMR. J. Am. Chem. Soc. 119, 5818-5827.
17. 17. Lipinski, C.A., Lombardo, F. & Dominy, B. (1997). Experimental and computation approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Deliv. Rev. 23, 3-25.
18. 18. Rishton, G.M. (1997). Reactive compounds and in vitro false positives in HTS. Drug Discov. Today 2, 382-384.
19. 19. Wilson, K.P., et al., & Su, M.S. (1997). The structural basis for the specificity of pyridinylimidazole inhibitors of p38 MAP kinase. Chem. Biol. 4, 423-431.
20. 20. Cuenda, A., et al., & Lee, J.C. (1995). SB 203580 is a specific inhibitor of a MAP kinase homologue which is stimulated by cellular stresses and interleukin-1. FEBS Lett. 364, 229-233.
21. 21. Campbell, I.D., Dobson, C.M., Williams, R.J. & Wright, P.E. (1975). Pulse methods for the simplification of protein NMR spectra. FEBS Lett. 57, 96-99.
22. 22. Glaudemans, C.P., Lerner, L., Daves, G.D., Jr., Kovac, P., Venable, R. & Bax, A. (1990). Significant conformational changes in an antigenic carbohydrate epitope upon binding to a monoclonal antibody. Biochemistry 29, 10906-10911.
23. 23. Altieri, A.S., Hinton, O.P. & Byrd, R.A. (1995). Association of biomolecular systems via pulsed field gradient NMR self-diffusion measurements. J. Am. Chem. Soc. 117, 7566-7567.
24. 24. Birlirakis, N. & Guittet, E. (1996). A new approach in the use of gradients for size-resolved 2D-NMR experiments. J. Am. Chem. Soc. 118, 13083-13084.
25. 25. Wider, G., Dötsch, V. & Wüthrich, K. (1994). Self-compensating pulsed magnetic-field gradients for short recovery times. J. Magn. Reson. Ser. A 108, 255-258.
26. 26. Chen, A. & Shapiro, M.J. (1999). Nuclear Overhauser effect on diffusion measurements. J. Am. Chem. Soc. 121, 5338-5339.
27. 27. Chen, A., Johnson, C.S., Lin, M. & Shapiro, M.J. (1998). Chemical exchange in diffusion NMR experiments. J. Am. Chem. Soc. 120,9094-9095.
28. 28. Press, W.H., Teukolsky, S.A., Vetterling, W.T. & Flannery, B.P. (1996). Numerical Recipes in C: The Art of Scientific Computing. Cambridge, Cambridge University Press.
29. 29. Dill, K.A. & Chan, H.S. (1997). From Levinthal to pathways to funnels. Nat Struct. Biol. 4, 10-19.