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The self-organizing vector of atom-pairs proportions: use to develop models for melting points

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Abstract

Atom-pairs proportions are the transparent quality of a molecule: if a molecule has two atoms of oxygen and three atoms of nitrogen, the atom-pair atom1-atom2 can be expressed as a code “atom1-atom2-n1-n2,” indicating the different atoms and their numbers. These codes for a group of atoms (nitrogen, oxygen, sulfur, phosphorus, fluorine, chlorine, bromine, as well as double and triple covalent bonds) are applied to build up the so-called optimal molecular descriptor calculated with special coefficients named correlation weights of corresponding pairs. The numerical data on the correlation weights are calculated by the Monte Carlo technique using the CORAL software (http://www.insilico.eu/coral). The one-variable model for melting points of 8653 different organic compounds is characterized by the following statistical quality: n=6483, r2=0.6452, RMSE=61.9°C; n=2170, r2=0.7941, RMSE=39.2°C.

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Data are available within the article or its supplementary materials.

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CORAL software (http://www.insilico.eu/coral)

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Funding

The authors are grateful for the contribution of the project LIFE-CONCERT (LIFE17 GIE/IT/000461) for the financial support.

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Authors and Affiliations

  1. Department of Environmental Health Science, Laboratory of Environmental Chemistry and Toxicology, Istituto di Ricerche Farmacologiche Mario Negri IRCCS, Via Mario Negri 2, 20156, Milano, Italy

    Alla P. Toropova, Andrey A. Toropov & Emilio Benfenati

Authors
  1. Alla P. Toropova
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  2. Andrey A. Toropov
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  3. Emilio Benfenati
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Contributions

Conceptualization: A. P. T., A. A. T., and E. B.

Methodology: A. P. T., A. A. T., and E. B.

Software: A. A. T..

Validation: A. P. T., A. A. T., and E. B.

Formal analysis: A. P. T.

Data curation: A. P. T. and A. A. T.

Writing—original draft preparation: A. P. T. and A. A. T.

Writing—review and editing: A. P. T., A. A. T., and E. B.

Supervision: E. B.

All authors have read and agreed to the published version of the manuscript.

Corresponding author

Correspondence to Alla P. Toropova.

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The authors declare no competing interests.

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Toropova, A.P., Toropov, A.A. & Benfenati, E. The self-organizing vector of atom-pairs proportions: use to develop models for melting points. Struct Chem 32, 967–971 (2021). https://doi.org/10.1007/s11224-021-01778-y

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  • DOI: https://doi.org/10.1007/s11224-021-01778-y

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