QSARs with orthogonal descriptors on psychotomimetic phenylalkylamines

M. Mracec, S. Muresan, M. Mracec, Z. Simon, G. Náray-Szabó

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Multiple linear regressions have been obtained for 49 psychotomimetic phenylalkylamines. The MTD method has been applied and the MTD parameter was used as steric descriptor. The energy of the lowest unoccupied molecular orbital and the net charges on the phenyl ring atoms (from AM1 calculations) have been used as electronic descriptors and logP(ow), or average electrostatic field as lipophilicity descriptor. Hall and Kier electrotopological state indices were also tested. The descriptors have been scaled to unit and orthogonalized by Randic method. The predictability of the regressions obtained from MTD method have been checked by a method similar to cross-validation from CoMFA method. MTD has been identified as the dominant descriptor by Randic orthogonalization. The best model has been obtained with MTD and electrotopological state indices, showing the importance of the steric and electronic properties for the interaction at the receptor site level.

Original languageEnglish
Pages (from-to)459-464
Number of pages6
JournalQuantitative Structure-Activity Relationships
Volume16
Issue number6
DOIs
Publication statusPublished - 1997

Fingerprint

Quantitative Structure-Activity Relationship
Molecular orbitals
Linear regression
Electronic properties
Electric fields
Atoms
Static Electricity
Linear Models

Keywords

  • AM1
  • Electrotopological state indices
  • MTD
  • Orthogonal descriptors
  • Phenylalkylamines
  • Psychotomimetics

ASJC Scopus subject areas

  • Pharmacology

Cite this

QSARs with orthogonal descriptors on psychotomimetic phenylalkylamines. / Mracec, M.; Muresan, S.; Mracec, M.; Simon, Z.; Náray-Szabó, G.

In: Quantitative Structure-Activity Relationships, Vol. 16, No. 6, 1997, p. 459-464.

Research output: Contribution to journalArticle

Mracec, M. ; Muresan, S. ; Mracec, M. ; Simon, Z. ; Náray-Szabó, G. / QSARs with orthogonal descriptors on psychotomimetic phenylalkylamines. In: Quantitative Structure-Activity Relationships. 1997 ; Vol. 16, No. 6. pp. 459-464.
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