QSAR study with steric (MTD), electronic and hydrophobicity parameters on psychotomimetic phenylalkylamines

Maria Mracec, M. Mracec, L. Kurunczi, T. Nusser, Z. Simon, G. Náray-Szabó

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Multiple linear regression analysis has been used to identify the most important properties relevant to psychotomimetic activity displayed by 37 phenylalkylamines. Using the minimal topologic differences (MTD) parameter, lipophilicity (log P, calculated by using π Hansch substituent terms), average electrostatic field (AEF) and electronic descriptors, lowest unoccupied molecular orbital energies (ELUMO) and net atomic charges (obtained from AM1 calculations), good correlations with biological activity were obtained (R2 = 0.79-0.92). Cross-validation procedure was applied indicating a good predictability of the proposed models (R2cv = 0.67-0.81).

Original languageEnglish
Pages (from-to)139-149
Number of pages11
JournalJournal of Molecular Structure: THEOCHEM
Volume367
Issue number1-3
DOIs
Publication statusPublished - Sep 15 1996

Fingerprint

Nuclear Energy
Quantitative Structure-Activity Relationship
Molecular orbitals
Hydrophobicity
hydrophobicity
activity (biology)
Bioactivity
Static Electricity
Hydrophobic and Hydrophilic Interactions
Linear regression
Regression analysis
regression analysis
Linear Models
molecular orbitals
Electric fields
Regression Analysis
electric fields
electronics
energy

Keywords

  • AM1
  • MTD method
  • Phenylalkylamine
  • Psychotomimetic
  • QSAR
  • Steric parameter

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Computational Theory and Mathematics
  • Atomic and Molecular Physics, and Optics

Cite this

QSAR study with steric (MTD), electronic and hydrophobicity parameters on psychotomimetic phenylalkylamines. / Mracec, Maria; Mracec, M.; Kurunczi, L.; Nusser, T.; Simon, Z.; Náray-Szabó, G.

In: Journal of Molecular Structure: THEOCHEM, Vol. 367, No. 1-3, 15.09.1996, p. 139-149.

Research output: Contribution to journalArticle

Mracec, Maria ; Mracec, M. ; Kurunczi, L. ; Nusser, T. ; Simon, Z. ; Náray-Szabó, G. / QSAR study with steric (MTD), electronic and hydrophobicity parameters on psychotomimetic phenylalkylamines. In: Journal of Molecular Structure: THEOCHEM. 1996 ; Vol. 367, No. 1-3. pp. 139-149.
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