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

Research output: Contribution to journalArticle

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 tripeptides. 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.

Original languageEnglish
Pages (from-to)1873-1878
Number of pages6
JournalStructural Chemistry
Volume23
Issue number6
DOIs
Publication statusPublished - Dec 2012

Fingerprint

Angiotensin-Converting Enzyme Inhibitors
entry
inhibitors
Molecular structure
peptides
molecular structure
orbitals
Peptides
enzyme inhibitors
angiotensins
education
computer programs
predictions

Keywords

  • ACE-inhibitory activity
  • CORAL software
  • QSAR
  • SMILES
  • Validation

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

Cite this

QSAR models for ACE-inhibitor activity of tri-peptides based on representation of the molecular structure by graph of atomic orbitals and SMILES. / Toropova, A. P.; Toropov, A. A.; Rasulev, B. F.; Benfenati, E.; Gini, G.; Leszczynska, D.; Leszczynski, J.

In: Structural Chemistry, Vol. 23, No. 6, 12.2012, p. 1873-1878.

Research output: Contribution to journalArticle

Toropova, A. P. ; Toropov, A. A. ; Rasulev, B. F. ; Benfenati, E. ; Gini, G. ; Leszczynska, D. ; Leszczynski, J. / QSAR models for ACE-inhibitor activity of tri-peptides based on representation of the molecular structure by graph of atomic orbitals and SMILES. In: Structural Chemistry. 2012 ; Vol. 23, No. 6. pp. 1873-1878.
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