Affiliation:
1. University of Novi Sad, Faculty of Technology Novi Sad, Department of Applied and Engineering Chemistry, Novi Sad, Serbia
2. University of Belgrade, Faculty of Technology and Metallurgy, Belgrade, Serbia
Abstract
In the present paper, the chemometric analysis, ranking and selection of the
most suitable in silico lipophilicity parameters of eight alkyl and
cycloalkyl s-triazine derivatives were carried out. The lipophilicity
parameters were calculated using various computational approaches and
computer programs. The conducted analysis is the basis for further studies
aimed to define, compare and examine the influence of alkyl and cycloalkyl
substituents, introduced in 6-chloro-1,3,5-triazine-2,4-diamine structure,
on molecular lipophilicity and bioactivity. The chemometric methods used in
the study are pattern recognition methods, such as hierarchical cluster
analysis (HCA) and sum of ranking differences (SRD). The obtained ranking
results indicate that the following in silico lipophilicity descriptors can
be chosen as the most suitable for interpretation of lipophilicity of the
studied series of s-triazine derivatives: AlogP, MlogP, WLOGP, logPKLOP and
logPPHYS. The lipophilicity descriptor iLOGP was marked as the least
suitable lipophilicity descriptor of the studied series of compounds. The
ranking results were validated by 7-fold cross-validation approach and by
comparison of ranks by random numbers (CRRN).
Funder
Ministry of Education, Science and Technological Development of the Republic of Serbia
Publisher
National Library of Serbia