RT Book,_Section
T1 QSAR for Anti-RNA-Virus Activity, Synthesis, and Assay of Anti-RSV Carbonucleosides Given an Unify Representation of Spectraö Moments, Quadratic, and Topologic Indices
A1 González Díaz, Humberto
A1 Cruz Monteagudo, Maykel
A1 Viña Castelao, María Dolores
A1 Santana Penín, María Lourdes
A1 Clercq, Erik de
AB The unify representation of spectral moments, classic topologic indices, quadratic indices, and stochastic molecular descriptors shown that all these molecular descriptors lie within the same family. Consequently, the same priori probability for a success quantitative-structure-activity-relationship (QSAR) may be expected no matter which indices are selected. Herein, we used stochastic spectral moments as molecular descriptors to seek a QSAR using a database of 221 bioactive compounds previously tested against diverse RNA-viruses and 402 non-active ones. The QSAR model thus obtained correctly classifies 90.9 % of compounds in training. The model also correctly classifies a total of 87.9 % of 207 compounds on additional external predicting series, 73 of them having anti-RNA-virus activity and 134 non-active ones. In addition, all compounds were regrouped into five different subsets for leave-group-out studies: 1) antiinfluenza, 2) anti-picornavirus, 3) anti-paramyxovirus, 4) anti-RSV/anti-influenza, and 5) broad range anti-RNA-virus activity. The model has retained overall accuracies about 90 % on these studies validating model robustness. Finally, we exemplify the practical use of the model with the discovery of compounds 124 and 128. These compounds presented MIC50 values = 3.2 and 8 µg/mL against respiratory syncytial virus (RSV) respectively. Both compounds have also low cytotoxicity expressed by their Minimal Cytotoxic Concetrations > 400 µg/mL for HeLa cells. The present approach represent and effort toward a formalization and application of molecular indices in bioinformatics, bioorganic and medicinal chemistry
PB MDPI
SN 3-906980-16-2
YR 2005
FD 2005
LK http://hdl.handle.net/10347/26890
UL http://hdl.handle.net/10347/26890
LA eng
NO Proceedings of the 9th International Electronic Conference on Synthetic Organic Chemistry, 1–30 November 2005, MDPI: Basel, Switzerland, doi:10.3390/ecsoc-9-01659
NO The 9th International Electronic Conference on Synthetic Organic Chemistry session Computational Chemistry
NO Authors would like to express their gratitude by partial financial support to the Department of Organic Chemistry, University of Santiago de Compostela
DS Minerva
RD 23 abr 2026