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Application of 4D-QSAR studies to a series of benzothiophene analogs

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Abstract

Four-dimensional quantitative structure-activity relationship (4D-QSAR) analysis was applied to a series of 52 benzothiophene analogs synthesized by Hiroshi Yamashita et al. (2011, United Sates Patent no. US8,349,840) and evaluated as dopamine D2 receptor inhibitors. The QSAR equations, generated by a combined scheme of genetic algorithms (GA) and partial least squares (PLS) regression, were evaluated by leave-one-out cross-validation, using a training and test set of 42 and ten compounds, respectively. Four different alignments were tested, and model 2, generated from Eq. 10, showed the best statistical results; it was therefore chosen to represent the data set. This study allowed a quantitative prediction of compounds potency and supported the design of the new benzothiophene.

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Acknowledgments

The authors are thankful to Fundação de Amparo a Pesquisa do Estado de Minas Gerais (FAPEMIG), Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) and Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) for the financial support.

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Authors and Affiliations

  1. Department of Chemistry, Federal University of Lavras, Caixa Postal 3037, CEP 37200-000, Lavras, Minas Gerais, Brazil

    Giovana Baptista Caldas, Teodorico C. Ramalho & Elaine F. F. da Cunha

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  1. Giovana Baptista Caldas
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  2. Teodorico C. Ramalho
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  3. Elaine F. F. da Cunha
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Corresponding author

Correspondence to Elaine F. F. da Cunha.

Additional information

This paper belongs to Topical Collection Brazilian Symposium of Theoretical Chemistry (SBQT2013)

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Caldas, G.B., Ramalho, T.C. & da Cunha, E.F.F. Application of 4D-QSAR studies to a series of benzothiophene analogs. J Mol Model 20, 2420 (2014). https://doi.org/10.1007/s00894-014-2420-4

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  • DOI: https://doi.org/10.1007/s00894-014-2420-4

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