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New Approach to QSPR Modeling of Fullerene C60 Solubility in Organic Solvents: An Application of SMILES-Based Optimal Descriptors

  • A. A. ToropovEmail author
  • B. F. Rasulev
  • D. Leszczynska
  • J. Leszczynski
Part of the Carbon Materials: Chemistry and Physics book series (CMCP, volume 1)

Abstract

Optimal descriptors, calculated with simplified molecular input line entry system (SMILES), have been used for modeling solubility of fullerene C60 in organic solvents. Local and global attributes of the SMILES have been involved in the modeling algorithm. Local attributes represent symbols, which are images of chemical elements (“O”, “N”, “Cl”, “Br”, etc) or chemical environment (double bonds, i.e., the “ = ”; triple bonds, i.e., “#”, etc.) Global SMILES attributes are expressed as number of a given chemical element in given SMILES as well as superposition of chemical elements (for instance, SMILES contains both “Cl” and “Br”). Statistical characteristics of the derived model are given by n = 92, r 2 = 0.8865, q 2 = 0.8807, s = 0.363, F = 703 (training set); and n = 30, r 2 = 0.9069, q 2 = 0.8932, s = 0.399, F = 273 (test set).

Keywords

Optimal descriptor QSPR SMILES Solubility fullerene C60 

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Copyright information

© Springer Science + Business Media B.V 2008

Authors and Affiliations

  • A. A. Toropov
    • 1
    Email author
  • B. F. Rasulev
    • 1
  • D. Leszczynska
    • 2
  • J. Leszczynski
    • 1
  1. 1.Department of ChemistryComputational Center for Molecular Structure and InteractionsUSA
  2. 2.Department of Civil and Environmental EngineeringJackson State UniversityJacksonUSA

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