Non-covalent inhibitors of rhinovirus 3C protease

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 2, 2011, Pages 777-780

  Baxter, Andrew ^a   Chambers, Mark ^c   Edfeldt, Fredrik ^b   Edman, Karl ^b   Freeman, Adrian ^a   Johansson, Cristian ^b   King, Sarah ^a   Morley, Andy ^a   Petersen, Jens ^b   Rawlins, Phil ^a   Spadola, Loredana ^b   Thong, Bob ^a   Poël, Hervé Van De ^c   Williams, Nicola ^a  

^a ASTRAZENECA   (United Kingdom)

^b ASTRAZENECA R AND D   (Sweden)

^c BioFocus DPI   (United Kingdom)

Author keywords

Cysteine protease; Fragment screening; Non covalent inhibition; Rhinovirus 3C protease

Indexed keywords

3C PROTEASE; 3C PROTEASE INHIBITOR; PROTEINASE INHIBITOR; UNCLASSIFIED DRUG; VIRUS ENZYME;

ARTICLE; HIGH THROUGHPUT SCREENING; RHINOVIRUS; STRUCTURE ACTIVITY RELATION;

ANTIVIRAL AGENTS; COMMON COLD; CYSTEINE ENDOPEPTIDASES; CYSTEINE PROTEINASE INHIBITORS; DRUG DESIGN; HUMANS; MODELS, MOLECULAR; PICORNAVIRIDAE INFECTIONS; RHINOVIRUS; STRUCTURE-ACTIVITY RELATIONSHIP; VIRAL PROTEINS;

RHINOVIRUS;

EID: 78651228100     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.11.110     Document Type: Article

References (25)

1. A.M. De Plama, I. Vliegen, E. De Clercg, and J. Neyts Med. Res. Rev. 28 2008 823
2. M. Simasek, and D.A. Blandino Am. Fam. Physician 75 2007 515
3. T.E. McManus, A.-M. Menley, N. Baxter, S.N. Christie, H.J.O. O'Neill, J.S. Elborn, P.V. Coyle, and J.C. Kidney Resp. Med. 102 2008 1575
4. J.K. Quint, G.C. Donaldson, J.J.P. Goldring, R. Baghai-Ravay, J.R. Hurst, and J.A. Wedzicha Chest 137 2010 812
5. J.E. Gern Curr. Opin. Allergy Clin. Immunol. 9 2009 73
6. D.J. Jackson Curr. Opin. Allergy Clin. Immunol. 10 2010 133
7. S.E. Webber, J. Tikhe, S.T. Worland, S.A. Fuhrman, T.F. Hendrickson, D.A. Matthews, R.A. Love, A.K. Patrick, R.A.F. Meador, E.L. Brown, D.M. DeLisle, C.E. Ford, and S. Binford J. Med. Chem. 39 1996 5072
8. L.N. Jungheim, J.D. Cohen, R.B. Johnson, E.C. Villarreal, M. Wakulchik, R.J. Loncharich, and Q.M. Wang Bioorg. Med. Chem. Lett. 7 1997 1589
9. P.S. Dragovich, T.J. Prins, R. Zhou, S.E. Webber, J.T. Marakovits, S.A. Fuhrman, A.K. Patick, D.A. Matthews, C.A. Lee, C.E. Ford, B.J. Burke, P.A. Rejto, T.F. Hendrickson, T. Tuntland, E.L. Brown, J.W. Meador III, R.A. Ferre, J.E.V. Harr, M.B. Kosa, and S.T. Worland J. Med. Chem. 42 1999 1213
10. S.H. Reich, T. Johnson, M.B. Wallace, S.E. Kephart, S.A. Fuhrman, S.T. Worland, D.A. Matthews, T.F. Hendrickson, F. Chan, J. Meador III, R.A. Ferre, E.L. Brown, D.M. DeLisle, A.K. Patick, S.L. Binford, and C.E. Ford J. Med. Chem. 43 2000 1670
11. P.S. Dragovich, T.J. Prins, R. Zhou, T.O. Johnson, Y. Hua, H.T. Luu, S.K. Sakata, E.L. Brown, F.C. Maldonado, T. Tuntland, C.A. Lee, S.A. Fuhrman, L.S. Zalman, A.K. Patick, D.A. Matthews, E.Y. Wu, M. Guo, B.C. Borer, N.K. Nayyar, T. Moran, L. Chen, P.A. Rejto, P.W. Rose, M.C. Guzman, E.Z. Dovalsantos, S. Lee, K. McGee, M. Mohajeri, A. Liese, J. Tao, M.B. Kosa, B. Liu, M.R. Batugo, J.P.R. Gleeson, Z.P. Wu, J. Liu, J.W. Meador I, and R.A. Ferre J. Med. Chem. 46 2003 4572
12. I. Im, E.S. Lee, S.J. Choi, J.-Y. Lee, and Y.-C. Kim Bioorg. Med. Chem. Lett. 19 2009 3632
13. M.A. Brimble, M.R. Nairn, and L. Duncalf Nat. Prod. Rep. 16 1999 267
14. R.T. Sawant, and S.B. Waghmode Tetrahedron 65 2009 1599
15. C. Maugeri, M.A. Alisi, C. Apicella, L. Cellai, P. Dragone, E. Fioravanzo, S. Florio, G. Furlotti, C. Mangano, R. Ombrato, R. Luisi, R. Pompei, V. Rincicotti, V. Russo, M. Vitiello, and N. Cazzolla Bioorg. Med. Chem. 16 2008 3091
16. A. Graul, and J. Castaner Drugs Future 25 2000 9
17. F.G. Hayden, R.B. Turner, J.M. Gwaltney, K. Chi-Burris, M. Gersten, P. Hsyu, A.K. Patick, G.J. Smith III, and L.S. Zalman Antimicrob. Agents Chemother. 47 2003 3907
18. P.-H. Hsyu, Y.K. Pithavala, M. Gersten, C.A. Penning, and B.A. Kerr Antimicrob. Agents Chemother. 46 2002 392
19. Non-covalent inhibitors of the related SARS CoV 3CLpro have been reported: J.-J. Shie, J.-M. Fang, C.-J. Kuo, T.-H. Kuo, P.-H. Liang, H.-J. Huang, W.-B. Yang, C.-H. Lin, J.-L. Chen, Y.-T. Wu, and C.-H. Wong J. Med. Chem. 48 2005 4469
20. 50 values were determined using a 4-parameter logistic equation in a non-linear curve fitting routine from a 10-point concentration curve plot.
21. d values were determined using a least three different compound concentrations, including saturating amounts when possible.
22. A.L. Hopkins, C.R. Groom, and A. Alex Drug Discovery Today 9 2004 430
23. T.C. Bjorndahl, H. Monzavi, and D.S. Wishart J. Biomol. NMR 26 2000 85
24. M.A. McCoy, and D.F. Wyss J. Am. Chem. Soc. 124 2002 11758
25. This structure has been deposited in the RSB (home.rcsb.org) Protein Data Bank (www.rcsb.org/pdb/home/home.do ) with reference code 2xya.