Correlation between the structure and skin permeability of compounds

Abstract

A three-descriptor quantitative structure–activity/toxicity relationship (QSAR/QSTR) model was developed for the skin permeability of a sufficiently large data set consisting of 274 compounds, by applying support vector machine (SVM) together with genetic algorithm. The optimal SVM model possesses the coefficient of determination R2 of 0.946 and root mean square (rms) error of 0.253 for the training set of 139 compounds; and a R2 of 0.872 and rms of 0.302 for the test set of 135 compounds. Compared with other models reported in the literature, our SVM model shows better statistical performance in a model that deals with more samples in the test set. Therefore, applying a SVM algorithm to develop a nonlinear QSAR model for skin permeability was achieved.

In Silico Molecular Docking Analysis, Cytotoxicity, and Antibacterial Activities of Constituents of Fruits of Cucumis dipsaceus

“…This value is commonly used to quantify the transport of molecules in the epidermal skin’s outermost layer and to highlight the importance of skin absorption. The lesser the log K p value, the lower the cutaneous permeability of the molecule . In this study, compared to ciprofloxacin, the test compounds showed a log K p value (Table ), so these compounds might have better skin permeation than ciprofloxacin.…”

“…The lesser the log K p value, the lower the cutaneous permeability of the molecule. 39 In this study, compared to ciprofloxacin, the test compounds showed a log K p value (Table 4), so these compounds might have better skin permeation than ciprofloxacin. Except for compounds 2, 5, and 6, all of the test compounds and CPFX are predicted to be Pgp substrates.…”

Chemometric modeling of the lowest observed effect level (LOEL) and no observed effect level (NOEL) for rat toxicity

“…-This descriptor is related to the molecular size and shape of the compounds. 54 The high numerical value of this descriptor makes the compound more toxic, as shown in compounds 135 (octabromodiphenyl ether) (given in Fig. 5) and 165 (tetraethyldithiopyrophosphate) nRCNO (+ve) Number of oximes (aliphatic) Functional group count…”

Multifunctional Analysis of Chia Seed (Salvia hispanica L.) Bioactive Peptides Using Peptidomics and Molecular Dynamics Simulations Approaches

“…As shown in Table 3, the subset of selected peptides displayed lower calculated logP o/w partition coefficients that can be associated with increased permeability across membranes, despite having high molecular weight (>500 Da) and several hydrogen bond interactions. Similarly, different in silico techniques have addressed that the prediction of skin permeability by complex molecules is difficult to achieve; however, those predictions are based on comparisons to experimental data or complex algorithms based on quantitative structure-activity relationships (QSAR) [32,33]. Additonally, the calculated coefficient for binding to serum proteins and skin permeability are in the range of 95% of approved drugs, suggesting a positive interaction with epidermal tissues.…”