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Evaluation of a novel infrared range vibration-based descriptor (EVA) for QSAR studies. 1. General application

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Abstract

A novel molecular descriptor (EVA) based upon calculated infrared range vibrational frequencies is evaluated for use in QSAR studies. The descriptor is invariant to both translation and rotation of the structures concerned. The method was applied to 11 QSAR datasets exhibiting both a range of biological endpoints and various degrees of structural diversity. This study demonstrates that robust QSAR models can be obtained using the EVA descriptor and examines the effect of EVA parameter changes on these models; recommendations are made as to the appropriate choice of parameters. The performance of EVA was found to be comparable in statistical terms to that of CoMFA, despite the fact that EVA does not require the generation of a structural alignment. Models derived using semiempirical (MOPAC AM1 and PM3) and AMBER mechanics calculated normal mode frequencies are compared, with the overall conclusion that the semiempirical methods perform equally well and both outperform the AMBER-based models.

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Authors and Affiliations

  1. Krebs Institute for Biomolecular Research and Department of Information Studies, University of Sheffield, Western Bank, Sheffield, S10 2TN, U.K.

    David B. Turner & Peter Willett

  2. Shell Research Ltd., Sittingbourne, Kent, Me9 8ag, U.K.

    Allan M. Ferguson & Trevor Heritage

Authors
  1. David B. Turner
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  2. Peter Willett
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  3. Allan M. Ferguson
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  4. Trevor Heritage
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Turner, D.B., Willett, P., Ferguson, A.M. et al. Evaluation of a novel infrared range vibration-based descriptor (EVA) for QSAR studies. 1. General application. J Comput Aided Mol Des 11, 409–422 (1997). https://doi.org/10.1023/A:1007988708826

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