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Semi-empirical topological index: a tool for QSPR/QSAR studies

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Abstract

The semi-empirical topological index (IET), developed to predict the chromatographic retention of a series of organic compounds, is extended to predict other properties and biological activities of aliphatic alcohols. This topological index takes into account the contribution of each individual atom type to the property considered and is able to encode information about structural features of the molecules. The efficiency of this index is verified by high quality Structure - Property and structure - Activity Relationships (QSPR/QSAR) models obtained for several representative physicochemical properties, biological activities and toxicities of aliphatic alcohols. Most of the properties investigated are well modeled (r > 0.98) employing the IET. Cross-validation using the more general leave-one-out method demonstrates that these models are highly statistically reliable. The proposed IET index promises to be a useful descriptor in the QSPR/QSAR studies.

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Acknowledgements

The authors acknowledge the financial support from CNPq (Brazil) for this research.

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Authors and Affiliations

  1. Departamento de Química, Universidade Federal de Santa Catarina, Campus Universitário, Trindade, 88040-900, Florianópolis, SC, Brazil

    Berenice da Silva Junkes, Rosendo Augusto Yunes, Ledilege Cucco Porto & Vilma Edite Fonseca Heinzen

  2. Departamento de Química, Universidade de Caxias do Sul, Cidade Universitária, Cinqüentenário, 95070-560, Caxias do Sul, RS, Brazil

    Anna Celia Silva Arruda

Authors
  1. Berenice da Silva Junkes
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  2. Anna Celia Silva Arruda
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  3. Rosendo Augusto Yunes
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  4. Ledilege Cucco Porto
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  5. Vilma Edite Fonseca Heinzen
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Correspondence to Vilma Edite Fonseca Heinzen.

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Junkes, B.d.S., Arruda, A.C.S., Yunes, R.A. et al. Semi-empirical topological index: a tool for QSPR/QSAR studies. J Mol Model 11, 128–134 (2005). https://doi.org/10.1007/s00894-004-0231-8

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  • DOI: https://doi.org/10.1007/s00894-004-0231-8

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