Please use this identifier to cite or link to this item:
Title: Is conformation a fundamental descriptor in QSAR? A case for halogenated anesthetics
Keywords: Halogenated anesthetics
Conformational analysis
Theoretical calculations
Volatile anesthetics
Anestésicos halogenados
Análise conformacional
Cálculos teóricos
Anestésicos voláteis
Issue Date: 2016
Publisher: ACS Publications
Citation: GUIMARÃES. E. C. et al. Is conformation a fundamental descriptor in QSAR? A case for halogenated anesthetics. Journal of Organic Chemistry, Washington, v. 12, p. 760-768, 2016.
Abstract: An intriguing question in 3D-QSAR lies on which conformation(s) to use when generating molecular descriptors (MD) for correlation with bioactivity values. This is not a simple task because the bioactive conformation in molecule data sets is usually unknown and, therefore, optimized structures in a receptor-free environment are often used to generate the MD´s. In this case, a wrong conformational choice can cause misinterpretation of the QSAR model. The present computational work reports the conformational analysis of the volatile anesthetic isoflurane (2-chloro-2-(difluoromethoxy)-1,1,1-trifluoroethane) in the gas phase and also in polar and nonpolar implicit and explicit solvents to show that stable minima (ruled by intramolecular interactions) do not necessarily coincide with the bioconformation (ruled by enzyme induced fit). Consequently, a QSAR model based on two-dimensional chemical structures was built and exhibited satisfactory modeling/prediction capability and interpretability, then suggesting that these 2D MD´s can be advantageous over some three-dimensional descriptors.
Appears in Collections:DQI - Artigos publicados em periódicos

Files in This Item:
There are no files associated with this item.

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.