Structural Chemistry

, Volume 23, Issue 6, pp 1873–1878

QSAR models for ACE-inhibitor activity of tri-peptides based on representation of the molecular structure by graph of atomic orbitals and SMILES

  • A. P. Toropova
  • A. A. Toropov
  • B. F. Rasulev
  • E. Benfenati
  • G. Gini
  • D. Leszczynska
  • J. Leszczynski
Original Research

DOI: 10.1007/s11224-012-9996-z

Cite this article as:
Toropova, A.P., Toropov, A.A., Rasulev, B.F. et al. Struct Chem (2012) 23: 1873. doi:10.1007/s11224-012-9996-z

Abstract

The CORAL software (http:/www.insilico.eu/CORAL) has been examined as a tool of modeling of the angiotensin-converting enzyme-inhibitor activity of 54 tri-peptides. Three versions of the models were examined: (i) models based on the graph of atomic orbitals (GAO); (ii) models based on the simplified molecular input-line entry systems (SMILES); and (iii) hybrid models based on both GAO and SMILES. The hybrid models have provided the best prediction. The robustness of the approach has been checked with four random splits into training set and test set.

Keywords

QSAR ACE-inhibitory activity SMILES CORAL software Validation 

Supplementary material

11224_2012_9996_MOESM1_ESM.doc (374 kb)
Supplementary material 1 (DOC 374 kb)

Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  • A. P. Toropova
    • 1
  • A. A. Toropov
    • 1
  • B. F. Rasulev
    • 2
  • E. Benfenati
    • 1
  • G. Gini
    • 3
  • D. Leszczynska
    • 4
  • J. Leszczynski
    • 2
  1. 1.Istituto di Ricerche Farmacologiche Mario NegriMilanItaly
  2. 2.Department of Chemistry and Biochemistry, Interdisciplinary Nanotoxicity CenterJackson State UniversityJacksonUSA
  3. 3.Department of Electronics and InformationPolitecnico di MilanoMilanItaly
  4. 4.Department of Civil and Environmental Engineering, Interdisciplinary Nanotoxicity CenterJackson State UniversityJacksonUSA

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