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MS-WHIM, new 3D theoretical descriptors derived from molecular surface properties: A comparative 3D QSAR study in a series of steroids

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Abstract

The recently proposed WHIM (Weighted Holistic Invariant Molecular) approach [Todeschini,R., Lasagni, M. and Marengo, E., J. Chemometrics, 8 (1994) 263] has been applied tomolecular surfaces to derive new 3D theoretical descriptors, called MS-WHIM. To test theirreliability, a 3D QSAR study has been performed on a series of steroids, comparing the MS-WHIM description to both the original WHIM indices and CoMFA fields. The analysis of thestatistical models obtained shows that MS-WHIM descriptors provide meaningful quantitativestructure–activity correlations. Thus, the results obtained agree well with thoseachieved using CoMFA fields. The concise number of indices, the ease of their calculationand their invariance to the coordinate system make MS-WHIM an attractive tool for 3DQSAR studies.

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Authors and Affiliations

  1. Italfarmaco Research Centre, via Lavoratori 54, I-20092, Cinisello Balsamo (Milan), Italy

    Gianpaolo Bravi, Emanuela Gancia, Paolo Mascagni, Monica Pegna & Andrea Zaliani

  2. Department of Environmental Sciences, University of Milan, via Emanueli 15, I-20126, Milan, Italy

    Roberto Todeschini

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  1. Gianpaolo Bravi
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  2. Emanuela Gancia
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  3. Paolo Mascagni
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  4. Monica Pegna
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  5. Roberto Todeschini
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  6. Andrea Zaliani
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Bravi, G., Gancia, E., Mascagni, P. et al. MS-WHIM, new 3D theoretical descriptors derived from molecular surface properties: A comparative 3D QSAR study in a series of steroids. J Comput Aided Mol Des 11, 79–92 (1997). https://doi.org/10.1023/A:1008079512289

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