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TOPS-MODE versus DRAGON descriptors to predict permeability coefficients through low-density polyethylene

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Abstract

The TOPological Sub-Structural MOlecular DEsign (TOPS-MODE) approach has been applied to the study of the permeability coefficient of various compounds through low-density polyethylene at 0 °C. A model able to describe more than 92% of the variance in the experimental permeability of 38 organic compounds was developed with the use of the mentioned approach. In contrast, none of eight different approaches, including the use of constitutional, topological, BCUT, 2D autocorrelations, geometrical, RDF, 3D Morse, and GETAWAY descriptors was able to explain more than 75% of the variance in the mentioned property with the same number of descriptors. In addition, the TOPS-MODE approach permitted to find the contribution of different fragments to the permeability coefficients, giving to the model a straightforward structural interpretability.

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Authors and Affiliations

  1. Unit of Services, Experimental Sugar Cane Station `Villa Clara-Cienfuegos', Ranchuelo, Cuba

    Maykel Pérez González

  2. Department of Drug Design, Chemical Bioactives Center, Central University of Las Villas, Santa Clara, Villa Clara, Cuba

    Maykel Pérez González

  3. Department of Chemistry, Faculty of Chemistry and Pharmacy, Central University of Las Villas, Santa Clara, Villa Clara, Cuba

    Aliuska Morales Helguera

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  1. Maykel Pérez González
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  2. Aliuska Morales Helguera
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González, M.P., Helguera, A.M. TOPS-MODE versus DRAGON descriptors to predict permeability coefficients through low-density polyethylene. J Comput Aided Mol Des 17, 665–672 (2003). https://doi.org/10.1023/B:JCAM.0000017373.50020.41

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  • DOI: https://doi.org/10.1023/B:JCAM.0000017373.50020.41

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