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Abstracts
Optimal descriptors calculated with simplified molecular input line entry system (SMILES) have been examined as a tool for prediction of anxiolytic activity. Descriptors calculated with SMILES (a) of keto-isomers; (b) of enol-isomers; and (c) of both keto-isomers together with enol-isomers have been studied. Three approaches have been compared: 1. classic’ training-test’ system 2. balance of correlations and 3. balance of correlations with ideal slopes. The best statistical characteristics for the external validation set took place for optimal descriptors calculated with SMILES of both keto-form and enol-form (i.e., molecular structure was represented in the format: ’sMILES of keto-form. SMILES of enol-form’) by means of balance of correlations with ideal slopes. The predictive potential of this model was checked with three random splits. [...]
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846-854
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Dates
published
1 - 10 - 2011
online
24 - 7 - 2011
Contributors
author
- Institute of Pharmacological Researches “Mario Negri”, 20156, Milan, Italy
author
- Institute of Pharmacological Researches “Mario Negri”, 20156, Milan, Italy
author
- Institute of Pharmacological Researches “Mario Negri”, 20156, Milan, Italy
author
- Department of Electronics and Information, Polytechnical Institute of Milan, 20133, Milan, Italy
author
- Interdisciplinary Nanotoxicity Center, Department of Civil and Environmental Engineering, Jackson State University, Jackson, MS, 39217-0510, USA
author
- Interdisciplinary Nanotoxicity Center, Department of Chemistry and Biochemistry, Jackson State University, Jackson, MS, 39217, USA
References
- [1] J. W. Zou, C.C. Luo, H-X. Zhang, J. Mol. Graph. Model. 26, 494 (2007) http://dx.doi.org/10.1016/j.jmgm.2007.03.002[Crossref]
- [2] P.P. Roy, K. Roy, QSAR Comb Sci. 27, 302 (2008) http://dx.doi.org/10.1002/qsar.200710043[Crossref]
- [3] 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]
- [4] P.R. Duchowicz, A. Talevi, L.E. Bruno-Blanch, E.A. Castro, Bioorg Med Chem. 16, 7944 (2008) http://dx.doi.org/10.1016/j.bmc.2008.07.067[Crossref]
- [5] A. Afantitis, G. Melagraki, H. Sarimveis, P.A. Koutentis, J. Markopoulos, O. Igglessi-Markopoulou, QSAR Comb Sci. 25, 928 (2006) http://dx.doi.org/10.1002/qsar.200530208[Crossref]
- [6] A. Afantitis, G. Melagraki, H. Sarimveis, P.A. Koutentis, J. Markopoulos, O. Igglessi-Markopoulou, Polymer 47, 3240 (2006) http://dx.doi.org/10.1016/j.polymer.2006.02.060[Crossref]
- [7] T. Puzyn, N. Suzuki, M. Haranczyk, J. Rak, J. Chem. Inform. Model. 48, 1174 (2008) http://dx.doi.org/10.1021/ci800021p[Crossref]
- [8] A.A. Toropov, B.F. Rasulev, D. Leszczynska, J. Leszczynski, Chem. Phys. Lett. 444, 209 (2007) http://dx.doi.org/10.1016/j.cplett.2007.07.024[Crossref]
- [9] A.A. Toropov, B.F. Rasulev, J. Leszczynski, Bioorg. Med. Chem. 16, 5999 (2008) http://dx.doi.org/10.1016/j.bmc.2008.04.055[Crossref]
- [10] C. Zhao, E. Boriani, A. Chana, A. Roncaglioni, E. Benfenati, Chemosphere 73, 1701 (2008) http://dx.doi.org/10.1016/j.chemosphere.2008.09.033[Crossref]
- [11] G. Gini, E. Benfenati, Int. J. Artif. Intell. T. 16, 243 (2007) http://dx.doi.org/10.1142/S0218213007003308[Crossref]
- [12] A.A. Toropov, A.P. Toropova, E. Benfenati, Eur. J. Med. Chem. 44, 2544 (2009) http://dx.doi.org/10.1016/j.ejmech.2009.01.023[Crossref]
- [13] A.A. Toropov, A.P. Toropova, E. Benfenati, Int. J. Mol. Sci. 10, 3106 (2009) http://dx.doi.org/10.3390/ijms10073106[Crossref]
- [14] A.A. Toropov, A.P. Toropova, J. Mol. Struct. (Theochem). 578, 129 (2002) http://dx.doi.org/10.1016/S0166-1280(01)00695-9[Crossref]
- [15] A.A. Toropov, E. Benfenati, Bioorg. Med. Chem. 14, 3923 (2006) http://dx.doi.org/10.1016/j.bmc.2006.01.038[Crossref]
- [16] 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]
- [17] 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]
- [18] D. Weininger, J. Chem. Inf. Comput. Sci. 28, 31 (1988) [Crossref]
- [19] D. Weininger, A. Weininger, J.L. Weininger, J. Chem. Inf. Comput. Sci. 29, 97 (1989) [Crossref]
- [20] D. Weininger, J. Chem. Inf. Comput. Sci. 30, 237 (1990) [Crossref]
- [21] A.A. Toropov, A.P. Toropova, E. Benfenati, Mol. Divers. 14, 183 (2010) http://dx.doi.org/10.1007/s11030-009-9156-6[Crossref]
- [22] B. Xia, W. Ma, B. Zheng, X. Zhang, B. Fan, Eur. J. Med. Chem. 43, 1489 (2008) http://dx.doi.org/10.1016/j.ejmech.2007.09.004[Crossref]
- [23] M.P. Freitas, Chemometr. Intell. Lab. 91, 173 (2008) [Crossref]
- [24] M.P. Freitasa, S.D. Brownb, J.A. Martinsa, J. Mol. Struct. 738, 149 (2005) http://dx.doi.org/10.1016/j.molstruc.2004.11.065[Crossref]
- [25] B. Costa, E. Da Pozzo, B. Chelli, N. Simola, M. Morelli, M. Luisi, M. Maccheroni, S. Taliani, F. Simorini, F. Da Settimo, C. Martini, Psychoneuroendocrino 36, 463 (2011) http://dx.doi.org/10.1016/j.psyneuen.2010.07.021[Crossref]
- [26] O. Grundmann, J-I. Nakajima, K. Kamata, S. Seo, V. Butterweck, Phytomedicine 16, 295 (2009) http://dx.doi.org/10.1016/j.phymed.2008.12.020[Crossref]
- [27] E. Ognibene, P. Bovicelli, W. Adriani, L. Saso, G. Laviola, Prog. Neuro-Psychoph. 32, 128 (2008) http://dx.doi.org/10.1016/j.pnpbp.2007.07.023[Crossref]
- [28] A. Zamilpa, M. Herrera-Ruiz, E. Del Olmo, J.L. Lopez-Pe’rez, J. Tortoriello, A. San Feliciano, Bioorg. Med. Chem. Lett. 17, 4016 (2007) http://dx.doi.org/10.1016/j.bmcl.2007.04.080[Crossref]
Document Type
Publication order reference
Identifiers
YADDA identifier
bwmeta1.element.-psjd-doi-10_2478_s11532-011-0064-0