New Structural Descriptors of Molecules on the Basis of Symbiosis of the Informational Field Model and Simplex Representation of Molecular Structure

Abstract

In this article the calculation scheme of new molecular descriptors on the basis of symbiosis of the informational field model and simplex representation of molecular structure (so-called, simplex-informational descriptors) is introduced. The following advantages of the proposed descriptors are demonstrated: i) high-sensitivity to molecular structure changes; ii) good mechanistic interpretation; and iii) the ability to produce wellfitted, robust and predictive QSAR models. The efficiency of the method is also demonstrated on the example of QSAR analysis of angiotensin converting enzyme (ACE) inhibitors, acetylcholinesterase (AChE) inhibitors, and ligands of 5-HT 1A receptors. QSAR tasks have been solved using the PLS-method. Resulting 2D models are obtained using simplex-informational and original simplex descriptors and were also compared with descriptors generated by other QSAR approaches (COMFA, COMSIA, EVA, HQSAR). The advantage of the developed method over others are shown by the comparison of different statistical characteristics.

Amino substituted nitrogen heterocycle ureas as kinase insert domain containing receptor (KDR) inhibitors: Performance of structure–activity relationship approaches

“…In the framework of SiRMS, any molecule can be represented as a system of different simplexes (fragments of fixed composition and topology). In previous studies this method provided good results for solving different “structure–activity” problems [ 26 – 29 ].…”

Efficacy of topological informational potentials for analysis of nonequivalent atoms in molecular graphs: the case of chiral fullerenes

“…Modern IF algorithms are able to reflect features of the mutual influencing of atoms in molecule, and to determine their nature and evaluate geometry of the whole molecule [4,5]. Moreover, various properties of individual atoms can be considered within IF.…”