New QSPR equations for prediction of aqueous solubility for military compounds

Muratov, Eugene; Кузьмин, В. Е.; Artemenko, Anatoly G.; Kovdienko, Nikolay A.; Gorb, Leonid; Hill, Frances C.; Leszczyński, Jerzy

doi:10.1016/j.chemosphere.2010.02.030

Cited by 17 publications

(10 citation statements)

References 14 publications

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“…As solubility is rather not an additive property, the choice of QSPR descriptors also has to be specific. Such specificity can be assured using Simplex Representation of Molecular Structure (SiRMS) approach . This method to generate QSAR descriptors has been described briefly here .…”

Section: Methodsmentioning

confidence: 99%

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Novel enhanced applications of QSPR models: Temperature dependence of aqueous solubility

et al. 2016

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A model developed to predict aqueous solubility at different temperatures has been proposed based on quantitative structure-property relationships (QSPR) methodology. The prediction consists of two steps. The first one predicts the value of k parameter in the linear equation lgSw=kT+c, where Sw is the value of solubility and T is the value of temperature. The second step uses Random Forest technique to create high-efficiency QSPR model. The performance of the model is assessed using cross-validation and external test set prediction. Predictive capacity of developed model is compared with COSMO-RS approximation, which has quantum chemical and thermodynamic foundations. The comparison shows slightly better prediction ability for the QSPR model presented in this publication. © 2016 Wiley Periodicals, Inc.

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Section: Methodsmentioning

confidence: 99%

“…Recently, we have investigated aqueous solubility of military‐relevant compounds using QSPR approach . In addition, QSPR analysis of aqueous solubility of more than 2500 organic compounds which belong to different classes and the influence of salinity on solubility was the subject of other publications .…”

Section: Introductionmentioning

confidence: 99%

Novel enhanced applications of QSPR models: Temperature dependence of aqueous solubility

et al. 2016

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“…The descriptors that we obtained are in Table 2. We included log Sw as an additional unknown and obtained a value of −2.81 as compared to known values of −2.89 [33], −2.74 [34], and −2.71 [25]. We left out three of the log P values of Di Toro et al.…”

Section: Resultsmentioning

confidence: 99%

Descriptors for High‐Energy Nitro Compounds; Estimation of Thermodynamic, Physicochemical and Environmental Properties

Abraham

Acree

Liu

2020

Propellants Explo Pyrotec

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We have used a variety of physicochemical systems, including water‐solvent partitions, solubility in non‐aqueous solvents, and HPLC and gas chromatographic retentions to obtain descriptors for nitro compounds and high energy compounds. These descriptors can then be used to predict a wide range of other physicochemical properties as well as thermodynamic and environmental properties. We illustrate the latter by predictions of the vapor pressure of sublimation, the enthalpy of sublimation and the heat capacity of sublimation at 298.15 K, and predictions of human skin permeability from water. With respect to the obtained descriptors, the most startling finding is that cyclic high energy compounds, with no ‘active’ hydrogen atom, have a substantial ‘hydrogen bond’ acidity. We suggest that this is due to electron‐deficient ring systems that act as Lewis acids.

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“…In one situation, we considered nitroaromatic compounds for military purposes, as its solubility in water poses a serious environmental threat. Particularly, in [ 68 ], PLS models were built on 135 training compounds and SiRMS methods. For the 155 tested compounds, the R 2 test = 0.81 (comparable to the ability of EPI Suite TM 4.0) and the 2D descriptors produced a well-fitted and robust QSPR model with R 2 = 0.90 and a Q 2 = 0.87.…”

Section: Qspr Models Based On Simplex Descriptorsmentioning

confidence: 99%

Simplex representation of molecular structure as universal QSAR/QSPR tool

et al. 2021

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We review the development and application of the Simplex approach for the solution of various QSAR/QSPR problems. The general concept of the simplex method and its varieties are described. The advantages of utilizing this methodology, especially for the interpretation of QSAR/QSPR models, are presented in comparison to other fragmentary methods of molecular structure representation. The utility of SiRMS is demonstrated not only in the standard QSAR/QSPR applications, but also for mixtures, polymers, materials, and other complex systems. In addition to many different types of biological activity (antiviral, antimicrobial, antitumor, psychotropic, analgesic, etc.), toxicity and bioavailability, the review examines the simulation of important properties, such as water solubility, lipophilicity, as well as luminescence, and thermodynamic properties (melting and boiling temperatures, critical parameters, etc.). This review focuses on the stereochemical description of molecules within the simplex approach and details the possibilities of universal molecular stereo-analysis and stereochemical configuration description, along with stereo-isomerization mechanism and molecular fragment “topography” identification.

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New QSPR equations for prediction of aqueous solubility for military compounds

Cited by 17 publications

References 14 publications

Novel enhanced applications of QSPR models: Temperature dependence of aqueous solubility

Novel enhanced applications of QSPR models: Temperature dependence of aqueous solubility

Descriptors for High‐Energy Nitro Compounds; Estimation of Thermodynamic, Physicochemical and Environmental Properties

Simplex representation of molecular structure as universal QSAR/QSPR tool

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