Understanding hERG inhibition with QSAR models based on a one-dimensional molecular representation

Journal of Computer-Aided Molecular Design

Volumn 21, Issue 7, 2007, Pages 379-393

  Diller, David J ^a   Hobbs, Doug W ^b  

^a PHARMACOPEIA INC   (United States)

^b WASHINGTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

1D QSAR; hERG; Robust regression

Indexed keywords

MOLECULAR GRAPHICS;

1D-QUANTITATIVE STRUCTURE ACTIVITY RELATIONSHIP; HUMAN ETHER-A-GO-GO RELATED GENE; MODEL-BASED OPC; MOLECULAR REPRESENTATIONS; ONE-DIMENSIONAL; POTASSIUM CHANNELS; QUANTITATIVE STRUCTURE ACTIVITY RELATIONSHIP; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP MODELING; ROBUST REGRESSIONS; ROOT CAUSE;

COMPUTATIONAL CHEMISTRY;

1 [2 (6 METHYL 2 PYRIDYL)ETHYL] 4 (4 METHYLSULFONYLAMINOBENZOYL)PIPERIDINE; AMIODARONE; ASTEMIZOLE; CISAPRIDE; DOFETILIDE; PIMOZIDE; POTASSIUM CHANNEL HERG; RISPERIDONE; SERTINDOLE; SILDENAFIL; TERFENADINE; TERIKALANT; THIORIDAZINE; VERAPAMIL;

ANIMAL CELL; ARTICLE; CELL STRAIN HEK293; COMPUTER AIDED DESIGN; DRUG STRUCTURE; HUMAN; HUMAN CELL; IC 50; INHIBITION KINETICS; MATHEMATICAL COMPUTING; MOLECULAR MODEL; NONHUMAN; OOCYTE; PREDICTION; PRIORITY JOURNAL; QUALITATIVE ANALYSIS; QUANTITATIVE ANALYSIS; QUANTITATIVE STRUCTURE ACTIVITY RELATION; REGRESSION ANALYSIS; XENOPUS;

EID: 34547587926     PISSN: 0920654X     EISSN: 15734951     Source Type: Journal    
DOI: 10.1007/s10822-007-9122-2     Document Type: Article

References (79)

1. Haverkamp W, Breithardt G, Camm AJ, Janse MJ, Rosen MR, Antzelevitch C, Escande D, Franz M, Malik M, Moss A, Shah R (2000) Cardiovasc Res 47:219
2. De Ponti F, Poluzzi E, Montanaro N (2000) Eur J Clin Pharmacol 56:1
3. Redfern WS, Carlsson L, Davis AS, Lynch WG, MacKenzie I, Palethorpe S, Siegl PKS, Strang I, Sullivan AT, Wallis R, Camm AJ, Hammond TG (2003) Cardiovasc Res 58:32
4. Yap YG, Camm AJ (1999) Clin Exp Allergy 29:174
5. De Ponti F, Poluzzi E, Cavalli A, Recanatini M, Montanaro N (2002) Drug Saf 25:263
6. Tang W, Kang J, Wu X, Rampe D, Wang L, Shen H, Li Z, Dunnington D, Garyantes T (2001) J Biomol Screen 6:325
7. Rezazadeh S, Hesketh JC, Fedida D (2004) J Biomol Screen 9:588
8. Cheng CS, Alderman D, Kwash J, Dessaint J, Patel R, Lescoe MK, Kinrade MB, Yu W (2002) Drug Dev Ind Pharm 28:177
9. Chaudhary KW, O'Neal JM, Mo Z-L, Fermini B, Gallavan RH, Bahinski A (2006) Assay Drug Dev Technol 4:73
10. Finlayson K, Sharkey J (2004) In: Yan Z, Caldwell G (eds) Optimization in drug discovery. Humana Press, Totowa, NJ, pp353-368
11. Finlayson K, Turnbull L, January CT, Sharkey J, Kelly JS (2001) Eur J Pharmacol 430:147
12. Diaz GJ, Daniell K, Leitza ST, Martin RL, Su Z, McDermott JS, Cox BF, Gintant GA (2004) J Pharmacol Toxicol Methods 50:187
13. Chiu PJS, Marcoe KF, Bounds SE, Lin C-H, Feng J-J, Lin A, Cheng F-C, Crumb WJ, Mitchell R (2004) J Pharmacol Sci (Tokyo Japan) 95:311
14. Witchel HJ, Milnes JT, Mitcheson JS, Hancox JC (2002) J Pharmacol Toxicol Methods 48:65
15. Lu HR, Vlaminckx E, Van Ammel K, De Clerck F (2002) Eur J Pharmacol 452:183
16. Varro A, Balati B, Iost N, Takacs J, Virag L, Lathrop DA, Csaba L, Talosi L, Papp JG (2000) J Physiol 523:67
17. Cavalli A, Poluzzi E, De Ponti F, Recanatini M (2002) J Med Chem 45:3844
18. Ekins S, Crumb WJ, Sarazan RD, Wikel JH, Wrighton SA (2002) J Pharmacol Exp Ther 301:427
19. Roche O, Trube G, Zuegge J, Pflimlin P, Alanine A, Schneider G (2002) Chembiochem 3:455
20. Keseru GM (2003) Bioorg Med Chem Lett 13:2773
21. Pearlstein RA, Vaz RJ, Kang J, Chen X-L, Preobrazhenskaya M, Shchekotikhin AE, Korolev AM, Lysenkova LN, Miroshnikova OV, Hendrix J, Rampe D (2003) Bioorg Med Chem Lett 13:1829
22. Aronov AM, Goldman BB (2004) Bioorg Med Chem 12:2307
23. Du L-P, Tsai K-C, Li M-Y, You Q-D, Xia L (2004) Bioorg Med Chem Lett 14:4771
24. Zhang H, Hancox JC (2004) Biochem Biophys Res Commun 322:693
25. Aronov AM (2005) Drug Discov Today 10:149
26. Aronov AM (2006) J Med Chem 49:6917
27. Rajamani R, Tounge BA, Li J, Reynolds CH (2005) Bioorg Med Chem Lett 15:1737
28. Farid R, Day T, Friesner RA, Pearlstein RA (2006) Bioorg Med Chem 14:3160
29. Dixon SL, Merz KM Jr (2001) J Med Chem 44:3795
30. Wang N, DeLisle RK, Diller DJ (2005) J Med Chem 48:6980
31. Diller DJ, Lin TH, Metzger A (2005) Curr Top Med Chem 5:953
32. Pargellis C, Tong L, Churchill L, Cirillo PF, Gilmore T, Graham AG, Grob PM, Hickey ER, Moss N, Pav S, Regan J (2002) Nat Struct Biol 9:268
33. Hall LH, Mohney B, Kier LB (1991) Quant Struct Act Relat 10:43
34. Hall LH, Mohney B, Kier LB (1991) J Chem Inf Comput Sci 31:76
35. Kier LB, Hall LH (1990) Pharm Res 7:801
36. Hastie T, Tibshirani R, Friedman J (2001) The elements of statistical learning. Data mining, inference, and prediction. Springer-Verlag, New York
37. Press WH, Teulkolsky SA, Vetterling WT, Flannery BP (1997) Numerical recipes in C, 2 edn. Cambridge University Press, Cambridge, p 994
38. Vapnik VN, (1999) Support vector method for function estimation, US05950146
39. Vapnik VN, Golowhich SE (2001) Support vector method for function estimation, US06269323
40. Lynch JJ Jr, Wallace AA, Van der Gaag LH, Baskin EP, Bear CM, Gehret JR, Kothstein T, Stupienski RF, Appleby SD, Sanguinetti MC et al (1993) J Pharmacol Exp Ther 265:720
41. Kongsamut S, Kang J, Chen X, Roehr J, Rampe D (2002) Eur J Pharmacol 450:37
42. Rampe D, Murawsky MK, Grau J, Lewis EW (1998) J Pharmacol Exp Ther 286:788
43. Thomsen MB, Volders PGA, Stengl M, Spaetjens RLHMG, Beekman JDM, Bischoff U, Kall MA, Frederiksen K, Matz J, Vos MA (2003) J Pharmacol Exp Ther 307:776
44. Beatch GN, Liu Y, Plouvier BMC (2001) Preparation of imidazo [1,2-a]pyridine ether compounds as ion channel modulators. Cardiome Pharma Corp., Canada, p 111
45. Cooper LC, Carlson EJ, Castro JL, Chicchi GG, Dinnell K, Di Salvo J, Elliott JM, Hollingworth GJ, Kurtz MM, Ridgill MP, Rycroft W, Tsao K-L, Swain CJ (2002) Bioorg Med Chem Lett 12:1759
46. Johnson RE, Silver PJ, Becker R, Birsner NC, Bohnet EA, Briggs GM, Busacca CA, Canniff P, Carabateas PM, Chadwick CC et al (1995) J Med Chem 38:2551
47. Jurkiewicz NK, Wang J, Fermini B, Sanguinetti MC, Salata JJ (1996) Circulation 94:2938
48. Valentin J-P, Hoffmann P, De Clerck F, Hammond TG, Hondeghem L (2004) J Pharmacol Toxicol Methods 49:171
49. Mohammad S, Zhou Z, Gong Q, January CT (1997) Am J Physiol 273:H2534
50. Rampe D, Roy ML, Dennis A, Brown AM (1997) FEBS Lett 417:28
51. Walker BD, Singleton CB, Bursill JA, Wyse KR, Valenzuela SM, Qiu MR, Breit SN, Campbell TJ (1999) Br J Pharmacol 128:444
52. Carlsson L, Amos GJ, Andersson B, Drews L, Duker G, Wadstedt G (1997) J Pharmacol Exp Ther 282:220
53. Drolet B, Khalifa M, Daleau P, Hamelin BA, Turgeon J (1998) Circulation 97:204
54. Kang J, Wang L, Cai F, Rampe D (2000) Eur J Pharmacol 392:137
55. Selnick HG, Liverton NJ, Baldwin JJ, Butcher JW, Claremon DA, Elliott JM, Freidinger RM, King SA, Libby BE, McIntyre CJ, Pribush DA, Remy DC, Smith GR, Tebben AJ, Jurkiewicz NK, Lynch JJ, Salata JJ, Sanguinetti MC, Siegl PK, Slaughter DE, Vyas K (1997) J Med Chem 40:3865
56. Zhou Z, Gong Q, Ye B, Fan Z, Makielski JC, Robertson GA, January CT (1998) Biophys J 74:230
57. Sanguinetti MC, Jurkiewicz NK (1990) J Gen Physiol 96:195
58. Toyama J, Kamiya K, Cheng J, Lee JK, Suzuki R, Kodama I (1997) Circulation 96:3696
59. Ficker E, Jarolimek W, Kiehn J, Baumann A, Brown AM (1998) Circ Res 82:386
60. Magyar J, Banyasz T, Bagi Z, Pacher P, Szentandrassy N, Fueloep L, Kecskemeti V, Nanasi PP (2002) Naunyn Schmiedebergs Arch Pharmacol 366:350
61. Waldegger S, Niemeyer G, Morike K, Wagner CA, Suessbrich H, Busch AE, Lang F, Eichelbaum M (1999) Cell Physiol Biochem 9:81
62. Zhang S, Zhou Z, Gong Q, Makielski JC, January CT (1999) Circ Res 84:989
63. Kamiya K, Nishiyama A, Yasui K, Hojo M, Sanguinetti MC, Kodama I (2001) Circulation 103:1317
64. Kiehn J, Thomas D, Karle CA, Schols W, Kubler W (1999) Naunyn Schmiedebergs Arch Pharmacol 359:212
65. Taglialatela M, Pannaccione A, Castaldo P, Giorgio G, Zhou Z, January CT, Genovese A, Marone G, Annunziato L (1998) Mol Pharmacol 54:113
66. Chachin M, Katayama Y, Yamada M, Horio Y, Ohmura T, Kitagawa H, Uchida S, Kurachi Y (1999) Eur J Pharmacol 374:457
67. Suessbrich H, Waldegger S, Lang F, Busch AE (1996) FEBS Lett 385:77
68. Snyders DJ, Chaudhary A (1996) Mol Pharmacol 49:949
69. Weerapura M, Hebert TE, Nattel S (2002) Pflugers Arch 443:520
70. Lees-Miller JP, Duan Y, Teng GQ, Duff HJ (2000) Mol Pharmacol 57:367
71. Geelen P, Drolet B, Rail J, Berube J, Daleau P, Rousseau G, Cardinal R, O'Hara GE, Turgeon J (2000) Circulation 102:275
72. Crumb WJ Jr (2000) J Pharmacol Exp Ther 292:261
73. Ko CM, Ducic I, Fan J, Shuba YM, Morad M (1997) J Pharmacol Exp Ther 281:233
74. Roy M, Dumaine R, Brown AM (1996) Circulation 94:817
75. Suessbrich H, Schonherr R, Heinemann SH, Attali B, Lang F, Busch AE (1997) Br J Pharmacol 120:968
76. Chen J, Seebohm G, Sanguinetti MC (2002) Proc Natl Acad Sci USA 99:12461
77. Mitcheson J, Perry M, Stansfeld P, Sanguinetti MC, Witchel H, Hancox J (2005) Novartis Found Symp 266:136
78. Jamieson C, Moir EM, Rankovic Z, Wishart G (2006) J Med Chem 49:5029
79. Eckhardt LL, Rajamani S, January CT (2005) Br J Pharmacol 145:3