Spectral Moments of the Edge Adjacency Matrix in Molecular Graphs. 3. Molecules Containing Cycles

Abstract

A substructural approach to quantitative structure−property relationships based on the spectral moments of the edge adjacency matrix is extended to molecules containing cycles. Spectral moments are expressed as linear combinations of structural fragments of any kind of nonweighted graphs. The boiling points of a series of 80 cycloalkanes was well-described by the present approach. The predictive power of the model was proved by using a test set of another 26 compounds. An equation that expresses the contribution of the different fragments of the molecules to the boiling point was obtained.

Antioxidant and Pro-Oxidant Effects of Polyphenolic Compounds and Structure-Activity Relationship Evidence

“…It is known as the TOPS-MODE approach, which is the acronym for topological substructural molecular descriptors/design (Estrada, 1996;Estrada, 1998;Estrada & Uriarte, 2001;Estrada et al, 2000). The TOPS-MODE approach is based on the calculation of spectral moments of molecular bond matrices appropriately weighted to account for hydrophobic, electronic and steric molecular features.…”

“…the sum of all entries in the main diagonal of such matrices. The reader is referred to (Estrada, 1996;Estrada, 1998) to obtain full details of this method.…”

Guidance Document on the Validation of (Quantitative) Structure-Activity Relationship [(Q)SAR] Models

“…Such parameters can be assigned as relevant in the context of skin sensitisation in that partition could be modelled by hydrophobicity, polar surface area, molar refractivity, van der Waals radii as bulk parameters and the reactivity accounted for by polarisability and charges. The Topological SubStructural Molecular Design (TOPS-MODE) approach used in this example is based on the method of moments (Estrada, 1996(Estrada, , 1997(Estrada, , 1998. The approach consists of using the topological bond matrix (edge adjacency matrix) of the molecular graph.…”

Structural Contributions of Substrates to their Binding to P-Glycoprotein. A TOPSMODE Approach

“…It is known as TOPS-MODE approach, which is the acronym for topological substructural molecular descriptors/design [57][58][59][60][61][62]. TOPS-MODE approach is based on the calculation of spectral moments of molecular bond matrices appropriately weighted to account for hydrophobic, electronic and steric molecular features.…”

“…An automatic knowledge generator is a methodology that will provide new structural alerts to the knowledge archive in a cyclic way keeping it updated. In previous works [54][55][56] we have shown that the so-called topological sub-structural molecular design (TOPS-MODE) approach [57][58][59][60][61][62] represents a useful platform for the automatic generation of toxicological structural alerts. In these works a general strategy for knowledge flow concerning skin sensitization and chromosome aberrations based on the combined use of TOPS-MODE and DEREK expert system was proposed [54][55][56].…”