Full-text resources of PSJD and other databases are now available in the new Library of Science.
Visit https://bibliotekanauki.pl

PL EN


Preferences help
enabled [disable] Abstract
Number of results

Journal

2013 | 11 | 3 | 371-380

Article title

Development of QSAR models for predicting anti-HIV-1 activity using the Monte Carlo method

Content

Title variants

Languages of publication

EN

Abstracts

EN
Abstract The CORAL software (http://www.insilico.eu/coral/) has been examined as a tool for modeling anti-HIV-1 activity by quantitative structure - activity relationships (QSAR) for three different sets: (i) TIBO derivatives (n=82) (ii) anti-HIV-1 activity of 2-amino-6-arylsulfonylbenzonitriles and their congeners (n=64), and (iii) the measured binding affinity for fullerene-based HIV-1 PR inhibitors (n=48). A new global invariant ATOMPAIR of the molecular structure which can be calculated with the simplified molecular input line entry system (SMILES) was studied. The ATOMPAIR is an indicator of the joint presence of pairs of chemical elements (F, Cl, Br, N, O, S, and P) and three types of bonds (double covalent bond, triple covalent bond, and stereo chemical bond). Six random splits into sub-training, calibration, and test set were examined for each set. For the three aforementioned sets, the use of ATOMPAIR in the modeling process improves the predictive potential of the models for six random splits. Graphical abstract [...]

Publisher

Journal

Year

Volume

11

Issue

3

Pages

371-380

Physical description

Dates

published
1 - 3 - 2013
online
28 - 12 - 2012

Contributors

  • Institute of Pharmacological Researches “Mario Negri”, 20156, Milan, Italy
author
  • Institute of Pharmacological Researches “Mario Negri”, 20156, Milan, Italy
author
  • 3rd Department of Medicine — Department of Endocrinology and Metabolism, First Faculty of Medicine, Charles University in Prague and General University Hospital in Prague, 12808, Prague 2, Czech Republic
  • Institute of Pharmacological Researches “Mario Negri”, 20156, Milan, Italy
  • Department of Electronics and Information, Polytechnical University of Milan, 20133, Milan, Italy

References

  • [1] H. Zhang, L. Vrang, K. Backbro, P. Lind, C. Sahlberg, T. Unge, B. Oberg, Antivir. Res. 28, 331 (1995) http://dx.doi.org/10.1016/0166-3542(95)00056-9[Crossref]
  • [2] E.A. Castro, F. Torrens, A.A. Toropov, I.V. Nesterov, O.M. Nabiev, Mol. Simul. 30, 691 (2004) http://dx.doi.org/10.1080/08927020412331272449[Crossref]
  • [3] K. Roy, J.T. Leonard, Bioorg Med Chem. 12, 745 (2004) http://dx.doi.org/10.1016/j.bmc.2003.11.009[Crossref]
  • [4] J.T. Leonard, K. Roy, QSAR Comb. Sci. 23, 23 (2004) http://dx.doi.org/10.1002/qsar.200330845[Crossref]
  • [5] R. Darnag, E.L. Mostapha Mazouz, A. Schmitzer, D. Villemin, A. Jarid, D. Cherqaoui, Eur. J. Med. Chem. 45, 1590 (2010) http://dx.doi.org/10.1016/j.ejmech.2010.01.002[Crossref]
  • [6] R. Hu, F. Barbault, M. Delamar, R. Zhang, Bioorg. Med. Chem. 17, 2400 (2009) http://dx.doi.org/10.1016/j.bmc.2009.02.003[Crossref]
  • [7] V. Ravichandran, V.K. Mourya, P.K. Agrawal, Internet Electron. J. Mol. Des. 11, 363 (2012)
  • [8] N.S. Sapre, N. Pancholi, S. Gupta, Internet Electron. J. Mol. Des. 11, 55 (2012)
  • [9] S. Vadivelan, T.N. Deeksha, S. Arun, P.K. MacHiraju, R. Gundla, B.N. Sinha, S.A.R.P. Jagarlapudi, Eur. J. Med. Chem. 46, 851 (2011) http://dx.doi.org/10.1016/j.ejmech.2010.12.022[Crossref]
  • [10] S. Pirhadi, J.B. Ghasemi, Eur. J. Med. Chem. 45, 4897 (2010) http://dx.doi.org/10.1016/j.ejmech.2010.07.062[Crossref]
  • [11] P. Lu, X. Wei, R. Zhang, Eur. J. Med. Chem. 45, 3413 (2010) http://dx.doi.org/10.1016/j.ejmech.2010.04.030[Crossref]
  • [12] A.A. Toropov, A.P. Toropova, E. Benfenati, D. Leszczynska, J. Leszczynski, Eur. J. Med. Chem. 45, 1387 (2010) http://dx.doi.org/10.1016/j.ejmech.2009.12.037[Crossref]
  • [13] N.S. Sapre, S. Gupta, N. Pancholi, N. Sapre, J. Comput. Chem. 30, 922 (2009) http://dx.doi.org/10.1002/jcc.21114[Crossref]
  • [14] N.S. Sapre, N. Pancholi, S. Gupta, N. Sapre, J. Comput. Chem. 29, 1699 (2008) http://dx.doi.org/10.1002/jcc.20931[Crossref]
  • [15] J.T. Leonard, K. Roy, Eur. J. Med. Chem. 43, 81 (2008) http://dx.doi.org/10.1016/j.ejmech.2007.02.021[Crossref]
  • [16] D.J.G. Marino, E.A. Castro, A.A. Toropov, Cent. Eur. J. Chem. 4, 135 (2006) http://dx.doi.org/10.1007/s11532-005-0010-0[Crossref]
  • [17] S. Durdagi, T. Mavromoustakos, N. Chronakis, M.G. Papadopoulos, Bioorg. Med. Chem. 16, 9957 (2008) http://dx.doi.org/10.1016/j.bmc.2008.10.039[Crossref]
  • [18] P.R. Duchowicz, E.A. Castro, Int. J. Mol. Sci. 10, 2558 (2009) http://dx.doi.org/10.3390/ijms10062558[Crossref]
  • [19] G. Melagraki, A. Afantitis, H. Sarimveis, O. Igglessi-Markopoulou, P.A. Koutentis, G. Kollias, Chem. Biol. Drug Des. 76, 397 (2010) http://dx.doi.org/10.1111/j.1747-0285.2010.01029.x[Crossref]
  • [20] J.A. Castillo-Garit, Y. Marrero-Ponce, F. Torrens, R. Rotondo, J. Mol. Graph. Model. 26, 32 (2007) http://dx.doi.org/10.1016/j.jmgm.2006.09.007[Crossref]
  • [21] I. Gutman, B. Furtula, M. Petrović, J. Math. Chem. 46, 522 (2009) http://dx.doi.org/10.1007/s10910-008-9476-2[Crossref]
  • [22] CORAL, 2012 at http://www.insilico.eu/coral/ Accessed on March 17, 2012
  • [23] A.P. Toropova, A.A. Toropov, E. Benfenati, D. Leszczynska, J. Leszczynski, J. Math. Chem. 48, 959 (2010) http://dx.doi.org/10.1007/s10910-010-9719-x[Crossref]
  • [24] A.P. Toropova, A.A. Toropov, E. Benfenati, G. Gini, D. Leszczynska, J. Leszczynski, Mol. Divers. 15, 249 (2011) http://dx.doi.org/10.1007/s11030-010-9245-6[Crossref]
  • [25] A.P. Toropova, A.A. Toropov, A. Lombardo, A. Roncaglioni, E. Benfenati, G. Gini, Eur. J. Med. Chem. 45, 4399 (2010) http://dx.doi.org/10.1016/j.ejmech.2010.06.019[Crossref]
  • [26] A.A. Toropov, A.P. Toropova, E. Benfenati, Eur. J. Med. Chem. 45, 3581 (2010) http://dx.doi.org/10.1016/j.ejmech.2010.05.002[Crossref]
  • [27] D. Weininger, J. Chem. Inf. Comput. Sci. 28, 31 (1988) http://dx.doi.org/10.1021/ci00057a005[Crossref]
  • [28] D. Weininger, A. Weininger, J.L. Weininger, J. Chem. Inf. Comput. Sci. 29, 97 (1989) http://dx.doi.org/10.1021/ci00062a008[Crossref]
  • [29] D. Weininger, J. Chem. Inf. Comput. Sci. 30, 237 (1990) http://dx.doi.org/10.1021/ci00067a005[Crossref]
  • [30] A.A. Toropov, A.P. Toropova, I. Raska, E. Benfenati, Eur. J. Med. Chem. 45, 1639 (2010) http://dx.doi.org/10.1016/j.ejmech.2009.12.043[Crossref]
  • [31] A. A. Toropov, E. Benfenati, J. Mol. Struct. (Theochem) 676, 165 (2004) http://dx.doi.org/10.1016/j.theochem.2004.01.023[Crossref]
  • [32] A.A. Toropov, A.P. Toropova, E. Benfenati, Mol. Divers. 14, 183 (2010) http://dx.doi.org/10.1007/s11030-009-9156-6[Crossref]
  • [33] A.A. Toropov, A.P. Toropova, E. Benfenati, D. Leszczynska, J. Leszczynski, J. Comput. Chem. 31, 381 (2010)
  • [34] A.A. Toropov, A.P. Toropova, E. Benfenati, Cent. Eur. J. Chem. 7, 846 (2009) http://dx.doi.org/10.2478/s11532-009-0095-y[Crossref]
  • [35] A.A. Toropov, A.P. Toropova, E. Benfenati, J. Math. Chem. 46, 1060 (2009) http://dx.doi.org/10.1007/s10910-008-9491-3[Crossref]
  • [36] A.A. Toropov, A.P. Toropova, E. Benfenati, A. Manganaro, Mol. Divers. 14, 821 (2010) http://dx.doi.org/10.1007/s11030-009-9186-0[Crossref]
  • [37] A.A. Toropov, A.P. Toropova, E. Benfenati, A. Manganaro, Mol. Divers. 13, 367 (2009) http://dx.doi.org/10.1007/s11030-009-9113-4[Crossref]
  • [38] A.A. Toropov, A.P. Toropova, E. Benfenati, Int. J. Mol. Sci. 10, 3106 (2009) http://dx.doi.org/10.3390/ijms10073106[Crossref]
  • [39] I. Mitra, P.P. Roy, S. Kar, P.K. Ojha, K. Roy, J. Chemometr. 24, 22 (2010) http://dx.doi.org/10.1002/cem.1268[Crossref]
  • [40] P.P. Roy, S. Paul, I. Mitra, K. Roy, Molecules, 14, 1660 (2009) http://dx.doi.org/10.3390/molecules14051660[Crossref]
  • [41] C. Porcelli, E. Boriani, A. Roncaglioni, A. Chana, E. Benfenati, Environ. Sci. Technol. 42, 491 (2008) http://dx.doi.org/10.1021/es071430t[Crossref]
  • [42] T. Oberg, Chem. Res. Toxicol. 17, 1630 (2004) http://dx.doi.org/10.1021/tx0498253[Crossref]
  • [43] J.S. Duca, A.J. Hopfinger, J. Chem. Inf. Comput. Sci. 41, 1367 (2001) http://dx.doi.org/10.1021/ci0100090[Crossref]
  • [44] A. Tropsha, Mol. Inf. 29, 476 (2010) http://dx.doi.org/10.1002/minf.201000061[Crossref]
  • [45] A.P. Toropova, A.A. Toropov, E. Benfenati, G. Gini, D. Leszczynska, J. Leszczynski J. Comput. Chem. 32, 2727 (2011) http://dx.doi.org/10.1002/jcc.21848[Crossref]
  • [46] A.P. Toropova, A.A. Toropov, R. Gonella Diaza, E. Benfenati, G. Gini, Cent. Euro. J. Chem. 9, 165 (2011) http://dx.doi.org/10.2478/s11532-010-0135-7[Crossref]
  • [47] A.P. Toropova, A.A. Toropov, E. Benfenati, G. Gini, Chemometr. Intell. Lab. 105, 215 (2011) http://dx.doi.org/10.1016/j.chemolab.2010.12.007[Crossref]
  • [48] A. Golbraikh, A. Tropsha, J. Mol. Graph. Model. 20, 269 (2002) http://dx.doi.org/10.1016/S1093-3263(01)00123-1[Crossref]
  • [49] P.P. Roy, K. Roy, QSAR Comb. Sci. 27, 302 (2008) http://dx.doi.org/10.1002/qsar.200710043[Crossref]

Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_s11532-012-0166-3
JavaScript is turned off in your web browser. Turn it on to take full advantage of this site, then refresh the page.