Three-Dimensional Quantitative Structure−Activity Relationships from Tuned Molecular Quantum Similarity Measures:  Prediction of the Corticosteroid-Binding Globulin Binding Affinity for a Steroid Family

Abstract

Predictive models based on tuned molecular quantum similarity measures and their application to obtain quantitative structure-activity relationships (QSAR) are described. In the present paper, the corticosteroid-binding globulin binding affinity of a 31 steroid family is studied by means of a multilinear regression using molecular descriptors derived from mixed steric-electrostatic quantum similarity matrixes as parameters, obtaining satisfactory predictions. A systematic procedure to treat outliers by using triple-density quantum similarity measures is also presented. This method depicts an alternative to the grid-based QSAR techniques, providing a consistent approach that avoids problematic result dependency on the grid parameters.

Communications on quantum similarity, part 3: A geometric‐quantum similarity molecular superposition algorithm

“…(21) testosterone}. This sample set has been chosen because the 21 Cramer steroids are large molecular structures (about 50 atoms), which have been used in many QS applications before [31][32][33][34] the present one. For this reason, precise details of the Cramer set are not given here, as they are sufficiently described in the literature.…”

“…The provided examples involve several molecular sets, in addition to the socalled Cramer set of steroids, 29,30 which has earlier been subject of several calculations related with QS in our laboratory. [31][32][33][34][35] This application section will be kept to a minimal size, as it has been previously commented that the MQSPS can provide a large amount of information, which can be easily extracted directly from the web site and by using the programs it contains.…”

Communications on quantum similarity (2): A geometric discussion on holographic electron density theorem and confined quantum similarity measures

“…Triple QSM have been defined several years ago 34 and had been found valuable to use as molecular descriptors, 36 while in recent times they have become part of the general theory connecting QS and quantum QSPR. 82,83 So, it seems interesting to have some preliminary insight about how constrained triple QSM behave.…”

Molecular Quantum Similarity: Theory and Applications

“…204 This dataset has also been used by chemists in molecular quantum similarity studies and to develop quantum QSAR models. 205,206 The 31 molecules included in this set are shown in Figure 10. From these simple graphical representations of the molecular structures, the degree of quantum similarity cannot be derived, so 3-D structures were generated first.…”