Prediction of drug intestinal absorption by new linear and non-linear QSPR

European Journal of Medicinal Chemistry

Volumn 46, Issue 1, 2011, Pages 218-228

  Talevi, Alan ^a   Goodarzi, Mohammad ^b   Ortiz, Erlinda V ^c   Duchowicz, Pablo R ^b   Bellera, Carolina L ^a   Pesce, Guido ^d   Castro, Eduardo A ^b   Bruno Blanch, Luis E ^a  

^a FACULTAD DE CIENCIAS EXACTAS   (Argentina)

^b CCT la Plata CONICET) ^*  (Argentina)

^c UNIVERSIDAD NACIONAL DE CATAMARCA   (Argentina)

^d ANMAT   (Argentina)

Author keywords

ADME properties; Drug intestinal absorption; Model's applicability domain; Molecular descriptors; QSPR theory; Replacement method

Indexed keywords

ACAMPROSATE; ACARBOSE; ADEFOVIR; AMPHOTERICIN; AMYGDALIN; AZTREONAM; CEFODIZIME; CEFTRIAXONE; CEFUROXIME; CIDOFOVIR; CROMOGLYCATE DISODIUM; DOXORUBICIN; EDETIC ACID; FOSCARNET; GANCICLOVIR; GENTAMICIN; IMIPENEM; IOHEXOL; IOTROXIC ACID; KANAMYCIN; MANNITOL; MEROPENEM; MEZLOCILLIN; MITOXANTRONE; NEDOCROMIL; NEOMYCIN; NETILMICIN; OLSALAZINE; PAMIDRONIC ACID; UNINDEXED DRUG;

ARTICLE; COMPUTER MODEL; DRUG ABSORPTION; HIGH THROUGHPUT SCREENING; INTESTINE ABSORPTION; NONLINEAR SYSTEM; QUANTITATIVE STRUCTURE PROPERTY RELATION; STATISTICAL MODEL;

EID: 78650516038     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.11.005     Document Type: Article

References (69)

1. A.M. Davis, and R. Riley Curr. Opin. Chem. 8 2004 378 386
2. D. Schuster, C. Laggner, and T. Langer Curr. Pharm. Des. 11 2005 3545 3559
3. N. Singh, R. Guha, M.A. Giulianotti, C. Pinila, R.A. Houghten, and J.L. Medina-Franco J. Chem. Inf. Model. 49 2009 1010 1024
4. K.C. Sounders Drug Discov. Today Technol. 1 2004 373 380
5. B.L. Ackermann, M.J. Berna, and A.T. Murphy Curr. Top. Med. Chem. 2 2002 53 66
6. J. Kotecha, S. Shah, I. Rathod, and G. Subbaiah Int. J. Pharm. 333 2007 127 135
7. T.J. Carlson, and M.B. Fisher Comb. Chem. High Throughput Screen. 11 2008 258 264
8. C.E.C.A. Hop, M.J. Cole, R.E. Davidson, D.B. Duignan, J. Federico, J.S. Janiszewski, K. Jenkins, S. Krueger, R. Lebowitz, T.E. Liston, W. Mitchell, M. Snyder, S.J. Steyn, J.R. Soglia, C. Taylor, M.D. Troutman, J. Umland, M. West, K.M. Whalen, V. Zelesky, and S.X. Zhao Curr. Drug Metab. 9 2008 847 853
9. A. Lahoz, L. Gombau, M.T. Donato, J.V. Castell, and M.J. Gómez-Lechón Mini rev. Med. Chem. 6 2006 1053 1062
10. C.L. Stoner, M. Troutman, H. Gao, K. Johnson, C. Stankovic, J. Brodfuehrer, E. Gifford, and M. Chang Lett. Drug Des. Discov. 3 2006 575 581
11. C. Hansch, and A. Leo Exploring QSAR. Fundamentals and Applications in Chemistry and Biology 1995 American Chemical Society Washington, D.C
12. A.R. Katritzky, V.S. Lobanov, and M. Karelson Chem. Soc. Rev. 24 1995 279 287
13. P.R. Duchowicz, A. Talevi, C. Bellera, L.E. Bruno-Blanch, and E.A. Castro Bioorg. Med. Chem. 15 2007 3711 3719
14. P.R. Duchowicz, A. Talevi, L.E. Bruno-Blanch, and E.A. Castro Bioorg. Med. Chem. 16 2008 7944 7955
15. P.R. Duchowicz, and E.A. Castro Int. J. Mol. Sci. 10 2009 2558 2577
16. A. Talevi, E.A. Castro, and L.E. Bruno-Blanch J. Arg. Chem. Soc. 44 2006 129 141
17. M.D. Wessel, P.C. Jurs, J.W. Tolan, and S.M. Muskal J. Chem. Inf. Comput. Sci. 38 1998 726 735
18. U. Norinder, T. Osterberg, and P. Artursson Eur. J. Pharm. Sci. 8 1999 49 56
19. T. Österberg, and U. Norinder J. Chem. Inf. Comput. Sci. 40 2000 1408 1411
20. S. Agatonovic-Kustrin, R. Beresford, A. Pauzi, and M. Yusof J. Pharmaceut. Biomed. Anal. 25 2001 227 237
21. G. Klopman, L.R. Stefan, and R.D. Saiakhov Eur. J. Pharm. Sci. 17 2002 253 263
22. M.H. Abraham, Y.H. Zhao, J. Le, A. Hersey, C.N. Luscombe, D.P. Reynolds, G. Beck, B. Sherborne, and I. Cooper Eur. J. Med. Chem. 37 2002 595 605
23. T. Niwa J. Chem. Inf. Comput. Sci. 43 2003 113 184
24. H. Sun J. Chem. Inf. Comput. Sci. 44 2004 748 757
25. T.E. Yen, S. Agatonovic-Kustrin, A.M. Evans, R.L. Nation, and J. Ryand J. Pharm. Biomed. Anal. 38 2005 472 478
26. E. Deconinck, H. Ates, N. Callebaut, Y. Van Gyseghemb, and Y. Vander Heyden J. Cromatograph. A 1138 2007 190 202
27. A. Yan, Z. Wang, and Z. Cai Int. J. Mol. Sci. 9 2008 1961 1976
28. D.P. Reynolds, K. Lanevskij, P. Japertas, R. Didziapetris, and A. Petrauskas J. Pharm. Sci. 98 2009 4039 4054
29. A. Guerra, N.E. Campillo, and J.A. Páez Eur. J. Med. Chem. 46 2010 930 940
30. P.R.N. Wolohan, and R.D. Clark J. Comput. Aided Mol. Des 17 2003 65 76
31. M.A. Cabrera Pérez, M. Bermejo Sanz, L. Ramos Torres, R. Grau Ávalos, M. Pérez González, and H. González Díaz Eur. J. Med. Chem. 39 2004 905 916
32. E. Deconinck, T. Hancock, D. Cooman, D.L. Massart, and Y. Vander Heyden J. Pharmaceut. Biomed. Anal. 39 2005 91 103
33. T. Hou, J. Wang, and Y. Li J. Chem. Inf. Model. 47 2007 2408 2415
34. S. Yang, Q. Huang, L. Li, C. Ma, H. Zhang, R. Bai, Q. Teng, M. Xiang, and Y. Wei Artif. Intell. Med. 46 2009 155 163
35. Division of Specialized Information Services, National Library of Medicine, National Institute of Health, US Department of Health and Human Services. Hazardous Substances Data Bank. http://toxnet.nlm.nih.gov/cgi-bin/sis/ htmlgen?HSDB.
36. National Center for Biotechnology Information, National Library of Medicine, National Institute of Health, US Department of Health and Human Services. The Pubchem Project. http://pubchem.ncbi.nlm.nih.gov/.
37. T. Hou, J. Wang, W. Zhang, and X. Xu J. Chem. Inf. Model. 47 2007 208 218
38. K. Liu, J. Feng, and S. Stanley Young J. Chem. Inf. Model. 45 2005 515 522
39. Hyperchem 7 2007 Hypercube, Inc. Gainesville http://www.hyper.com
40. Dragon Milano Chemometrics and QSAR Research Group, http://michem.disat. unimib.it/chm
41. R. Todeschini, and V. Consonni Molecular Descriptors for Chemoinformatics 2009 Wiley-VCH Weinheim
42. F. Harary Graph Theory 1969 Addison-Wesley
43. P.R. Duchowicz, E.A. Castro, F.M. Fernández, and M.P. González Chem. Phys. Lett. 412 2005 376 380
44. P.R. Duchowicz, E.A. Castro, and F.M. Fernández MATCH Commun. Math. Comput. Chem. 55 2006 179 192
45. P.R. Duchowicz, M.G. Vitale, E.A. Castro, M. Fernandez, and J. Caballero Bioorg. Med. Chem. 15 2007 2680 2689
46. M. Goodarzi, P.R. Duchowicz, C.H. Wu, F.M. Fernández, and E.A. Castro J. Chem. Inf. Model. 49 2009 1475 1485
47. Matlab 7.0, The MathWorks Inc.
48. S. Haykin Neural Networks: A Comprehensive Foundation 1994 Macmillan College Publishing Company New York
49. Y.H. Hu, and J.-N. Hwang Handbook of Neural Network Signal Processing 2002 CRC Press LLC Boca Raton, Florida
50. R.J. Schalkoff Artificial Neural Networks 1997 McGraw-Hill New York
51. H. Demuth, and M. Beale Neural Network Toolbox for Use with Matlab 1998 The Mathworks, Inc. Natick
52. K. Levenberg Quart. Appl. Math. 2 1944 164 168
53. D. Marquardt J. Soc. Ind. Appl. Math. 11 1963 431 441
54. T.J. Moody, and C.J. Darken Neural Comput. 1 1989 151 160
55. C. Darken, J. Moody, IEEE INNS International Joint Conference on Neural Networks, IEEE Press, New York (1990) 233-238.
56. V.N. Vapnik Statistical Learning Theory 1998 Wiley New York
57. V.N. Vapnik The Nature of Statistical Learning Theory 2000 Springer-Verlag New York, USA
58. Y.P. Zhao, and J.G. Sun Expert Syst. Appl. 2010 10.1016/j.eswa.2009.12. 082
59. A. Tropsha, P. Gramatica, and V. Gombar QSAR Comb. Sci. 22 2003 69 77
60. P.N. Peduzzi, J. Concato, E. Kemper, T.R. Holford, and A.R. Feinstein J. Clin. Epidemiol. 49 1996 1373
61. P.N. Peduzzi, J. Concato, A.R. Feinstein, and T.R. Holford J. Clin. Epidemiol. 48 1995 1503 1510
62. D.M. Hawkins, S.C. Basak, and D. Mills J. Chem. Inf. Model. 43 2003 579 586
63. S. Wold, and L. Eriksson Statistical validation of QSAR results H. Van de Waterbeemd, Chemometrics Methods in Molecular Design 1995 VCH Weinheim 309 318
64. M. Goodarzi, M.P. Freitas, and R. Jensen J. Chem. Inf. Model. 49 2009 824 832
65. M.J.L. Orr Introduction to Radial Basis Function Networks 1996 Centre for Cognitive Science, Edinburgh University Edinburgh
66. M.J.L. Orr MATLAB Routines for Subset Selection and Ridge Regression in Linear Neural Networks 1996 Centre for Cognitive Science, Edinburgh University Edinburgh
67. X.J. Yao, A. Panaye, J.P. Doucet, H.F. Chen, R.S. Zhang, B.T. Fan, M.C. Liu, and Z.D. Hu Anal. Chim. Acta 535 2005 259 273
68. A. Golbraikh, and A. Tropsha J. Mol. Graph. Model. 20 2002 269 279
69. A. Golbraikh, M. Shen, Z. Xiao, Y.D. Xiao, K.H. Lee, and A. Tropsha J. Comput. Aided Mol. Des. 17 2003 241 253