Prospective validation of a comprehensive in silico hERG model and its applications to commercial compound and drug databases

ChemMedChem

Volumn 5, Issue 5, 2010, Pages 716-729

  Doddareddy, Munikumar R ^a   Klaasse, Elisabeth C ^a   Shagufta, ^a   Ijzerman, Adriaan P ^a   Bender, Andreas ^a  

^a LEIDEN UNIVERSITY   (Netherlands)

Author keywords

Astemizole binding; Cardiotoxicity; hERG; Safety profiling; Virtual screening

Indexed keywords

1 [2 (6 METHYL 2 PYRIDYL)ETHYL] 4 (4 METHYLSULFONYLAMINOBENZOYL)PIPERIDINE; AMITRIPTYLINE; ASTEMIZOLE; BEPRIDIL; CHLORBUTOL; CLEMASTINE; CLOMIFENE; DARIFENACIN; DIPHENHYDRAMINE; DOFETILIDE; DOLASETRON MESILATE; ERYTHROMYCIN; FEXOFENADINE; FLECAINIDE; FLUNARIZINE; FLUOXETINE; GLIBENCLAMIDE; IMIPRAMINE; KETOCONAZOLE; OLANZAPINE; PERHEXILINE; POTASSIUM CHANNEL BLOCKING AGENT; POTASSIUM CHANNEL HERG; PROCAINAMIDE; QUINIDINE; SPARFLOXACIN; TERFENADINE; THIORIDAZINE; TRIFLUOPERAZINE; UNINDEXED DRUG;

ANIMAL CELL; ARTICLE; BINDING AFFINITY; BINDING SITE; BIOASSAY; CELL MEMBRANE; COMPUTER MODEL; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DATA BASE; DRUG BINDING; HUMAN; HUMAN CELL; NONHUMAN; PREDICTION; PRIORITY JOURNAL; PROSPECTIVE STUDY; PROTEIN EXPRESSION; VALIDATION STUDY;

DATABASES, FACTUAL; DISCRIMINANT ANALYSIS; ETHER-A-GO-GO POTASSIUM CHANNELS; HUMANS; LIGANDS; MODELS, CHEMICAL; MODELS, MOLECULAR; POTASSIUM CHANNEL BLOCKERS;

EID: 77951675415     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.201000024     Document Type: Article

References (57)

1. K. Azzaoui, J. Hamon, B. Faller, S. Whitebread, E. Jacoby, A. Bender, J. L. Jenkins, L. Urban, ChemMedChem 2007, 2, 874-880.
2. A. Bender, J. Scheiber, M. Glick, J. W. Davies, K. Azzaoui, J. Hamon, L. Urban, S. Whitebread, J. L. Jenkins, ChemMedChem 2007, 2, 861-873.
3. D. Schuster, C. Laggner, T. Langer, Curr. Pharm. Des. 2005, 11, 3545-3559.
4. M. E. Curran, I. Splawski, K. W. Timothy, G. M. Vincent, E. D. Green, M. T. Keating, Cell 1995, 80, 795-803.
5. M. C. Trudeau, J. W. Warmke, B. Ganetzky, G. A. Robertson, Science 1995, 269, 92-95.
6. M. C. Sanguinetti, M. Tristani-Firouzi, Nature 2006, 440, 463-469.
7. A. M. Aronov, Drug. Discovery Today 2005, 10, 149-155.
8. T. Meyer, K. H. Boven, E. Gunther, M. Fejtl, Drug. Saf. 2004, 27, 763-772.
9. K. Finlayson, L. Turnbull, C. T. January, J. Sharkey, J. S. Kelly, Eur. J. Pharmacol. 2001, 430, 147-148.
10. A. Dorn, F. Hermann, A. Ebneth, H. Bothmann, G. Trube, K. Christensen, C. Apfel, J. Biomol. Screening 2005, 10, 339-347.
11. C. S. Cheng, D. Alderman, J. Kwash, J. Dessaint, R. Patel, M. K. Lescoe, M. B. Kinrade, W. Yu, Drug Dev. Ind. Pharm. 2002, 28, 177-191.
12. P. Hoffmann, B. Warner, J. Pharmacol. Toxicol. Methods 2006, 53, 87-105.
13. K. M. Thai, G. F. Ecker, Bioorg. Med. Chem. 2008, 16, 4107-4119.
14. D. A. Doyle, J. Morais Cabral, R. A. Pfuetzner, A. Kuo, J. M. Gulbis, S. L. Cohen, B. T. Chait, R. MacKinnon, Science 1998, 280, 69-77.
15. Y. Jiang, A. Lee, J. Chen, M. Cadene, B. T. Chait, R. MacKinnon, Nature 2002, 417, 515-522.
16. Y. Jiang, A. Lee, J. Chen, V. Ruta, M. Cadene, B. T. Chait, R. MacKinnon, Nature 2003, 423, 33-41.
17. Y. Zhou, J. H. Morais-Cabral, A. Kaufman, R. MacKinnon, Nature 2001, 414, 43-48.
18. M. Perry, P. J. Stansfeld, J. Leaney, C. Wood, M. J. de Groot, D. Leishman, M. J. Sutcliffe, J. S. Mitcheson, Mol. Pharmacol. 2006, 69, 509-519.
19. M. J. Waring, C. Johnstone, Bioorg. Med. Chem. Lett. 2007, 17, 1759-1764.
20. E. Ficker, W. Jarolimek, J. Kiehn, A. Baumann, A. M. Brown, Circ. Res. 1998, 82, 386-395.
21. S. Zhang, Z. Zhou, Q. Gong, J. C. Makielski, C. T. January, Circ. Res. 1999, 84, 989-998.
22. J. S. Mitcheson, J. Chen, M. Lin, C. Culberson, M. C. Sanguinetti, Proc. Natl. Acad. Sci. USA 2000, 97, 12329-12333.
23. H. J. Duff, Z. P. Feng, R. S. Sheldon, Circ. Res. 1995, 77, 718-725.
24. R. A. Fisher, Annals of Eugenics 1936, 7, 179-188.
25. K. Fukunaga, Introduction to Statistical Pattern Recognition, 2nd ed., Academic press, San Diego, 1990.
26. V. N. Vapnik, Statistical Learning Theory, John Wiley & Sons, New York, 1998.
27. N. Cristianini, J. Shawe-Taylor, An Introduction to Support Vector Machines and Other Kernel-based Learning Methods, Cambridge University press, Cambridge, 2000.
28. Pipeline Pilot 6.1 Student Edition, Scitegic Inc., 9665 Chesapeake Dr., Suite 9401, San Diego, CA 92123, USA.
29. A. Bender, R. C. Glen, Org. Biomol. Chem. 2004, 2, 3204-3218.
30. R. C. Glen, A. Bender, C. H. Arnby, L. Carlsson, S. Boyer, J. Smith, IDrugs 2006, 9, 199-204.
31. J. Hert, P. Willett, D. J. Wilton, P. Acklin, K. Azzaoui, E. Jacoby, A. Schuffenhauer, J. Chem. Inf. Comput. Sci. 2004, 44, 1177-1185.
32. S. E. O'Brien, M. J. de Groot, J. Med. Chem. 2005, 48, 1287-1291.
33. E. Byvatov, U. Fechner, J. SadowsKi, G. Schneider, J. Chem. Inf. Comput. Sci. 2003, 43, 1882-1889.
34. Q. Li, A. Bender, J. Pei, L. Lai, J. Chem. Inf. Model 2007, 47, 1776-1786.
35. H. L. Morgan, J. Chem. Doc. 1965, 5, 107-113.
36. H. Gao, M. S. Lajiness, J. Van Drie, J. Mol. Catal. B J. Mol. Graph. Model 2002, 20, 259-268.
37. M. Jacobsson, P. Liden, E. Stjernschantz, H. Bostrom, U. Norinder, J. Med. Chem. 2003, 46, 5781-5789.
38. B. W. Matthews, Biochim. Biophys. Acta 1975, 405, 442-451.
39. L. Eriksson, J. Jaworska, A. P. Worth, M. T. Cronin, R. M. McDowell, P. Gramatica, Environ. Health Perspect. 2003, 111, 1361-1375.
40. http://www.chembridge.com/; (Last accessed: February 22, 2010).
41. http://www.chemdiv.com/; (Last accessed: February 22, 2010).
42. http://www.asinex.com/; (Last accessed: February 22, 2010).
43. http://www.maybridge.com/; (Last accessed: February 22, 2010).
44. J. J. Irwin, B. K. Shoichet, J. Chem. Inf. Mod 2005, 45, 177-182.
45. J. M. Ridley, J. T. Milnes, J. C. Hancox, H. J. Witchel, J. Mol. Cell. Cardiol. 2006, 40, 107-118.
46. S. Zhang, S. Rajamani, Y. Chen, Q. Gong, Y. Rong, Z. Zhou, A. Ruoho, C. T. January, Mol. Pharmacol. 2001, 59, 1069-1076.
47. E. S. Trepakova, S. J. Dech, J. J. Salata, J. Cardiovasc. Pharmacol. 2006, 47, 211-220.
48. K. H. Yuill, J. J. Borg, J. M. Ridley, J. T. Milnes, H. J. Witchel, A. A. Paul, R. Z. Kozlowski, J. C. Hancox, Biochem. Biophys. Res. Commun. 2004, 318, 556-561.
49. K. S. Kim, E. J. Kim, Drug Chem. Toxicol. 2005, 28, 303-313.
50. http://www.ema.europa.eu/humandocs/PDFs/EPAR/emselex/12256904en6.pdf; (Last accessed: March 14, 2010).
51. Y. A. Kuryshev, A. M. Brown, L. Wang, C. R. Benedict, D. Rampe, J. Pharmacol. Exp. Ther. 2000, 295, 614-620.
52. http://pubchem.ncbi.nlm.nih.gov/assay/assay.cgi?aid=376&loc=ea-ras; (Last accessed: February 22, 2010).
53. Q. Li, F. S. Jørgensen, T. Oprea, S. Brunak, O. Taboureau, Mol. Pharmaceutics 2008, 5, 117-127.
54. A. K. Ghose, V. N. Viswanadhan, J. J. Wendoloski, J. Phys. Chem. A 1998, 102, 3762-3772.
55. K. Kamiya, R. Niwa, J. S. Mitcheson, M. C. Sanguinetti, Mol. Pharmacol. 2006, 69, 1709-1716.
56. M. Perry, M. J. de Groot, R. Helliwell, D. Leishman, M. Tristani-Firouzi, M. C. Sanguinetti, J. Mitcheson, Mol. Pharmacol. 2004, 66, 240-249.
57. P. J. Chiu, K. F. Marcoe, S. E. Bounds, C. H. Lin, J. J. Feng, A. Lin, F. C. Cheng, W. J. Crumb, R. Mitchell, J. Pharmacol. Sci. 2004, 95, 311-319.