Computational assessment of environmental hazards of nitroaromatic compounds: influence of the type and position of aromatic ring substituents on toxicity

This study summarizes the results of our recent QSAR and QSPR investigations on prediction of numerous aspects of environmental behavior of nitro compounds. In this study, we applied the QSAR/QSPR models previously developed by our group for virtual screening of energetic compounds, their precursors and other compounds containing nitro groups. To make predictions on the environmental impact of nitro compounds, we analyzed the trends in the change of the experimentally obtained and QSAR/QSPR-predicted values of aqueous solubility, lipophilicity, Ames mutagenicity, bioavailability, blood–brain barrier penetration, aquatic toxicity on T. pyriformis and acute oral toxicity on rats as a function of chemical structure of nitro compounds. All the models were developed using simplex descriptors in combination with random forest (RF) modeling techniques. We interpreted the possible environmental impact (different toxicological properties) in terms of dividing considered nitro compounds based on hydrophobic and hydrophilic characteristics and in terms of the influence of their molecular fragments that promote and interfere with toxicity. In particular, we found that, in general, the presence of amide or tertiary amine groups leads to an increase in toxicity. Also, it was predicted that compounds containing a NO2 group in the para-position of a benzene ring are more toxic than meta-isomers, which, in turn, are more toxic than ortho-isomers. In general, we concluded that hydrophobic nitroaromatic compounds, especially the ones with electron-accepting substituents, halogens and amino groups, are the most environmentally hazardous

The Investigation of Acute Toxicity and Physical-Chemical Properties of Organic Compounds

Загрязнение окружающей среды является глобальной проблемой. Основным фактором загрязнения нашей планеты служат химические соединения. Цель исследования состоит в определении зависимости между структурой и токсичностью органических соединений. Разработана база данных «Toxic v.1.1.5» по острой токсичности и физико-химическим свойствам органических соединений. Исследовано влияние молекулярной структуры различных органических соединений на острую токсичность и физико-химические свойства при помощи 2D симплексного представления молекулярной структуры и метода Random Forest. Были получены адекватные QSAR (количественное соотношение структура- свойство) модели. Кроме того, относительное влияние некоторых физико-химических факторов на изменение острой токсичности было оценено на основе QSAR моделей.Nowadays the pollution of the environment is a global problem. The main factor of pollution is different chemical compounds. The aim of the study is to determine dependence between the chemical structure and the toxicity of organic substances. The data base «Toxic v.1.1.5.» for acute toxicity and physical-chemical properties of organic substances has been prepared. The investigation of influence of the molecular structure of different organic compounds on acute toxicity has been carried out by 2D simplex representation of molecular structure with help of approaches Random Forest. The quite satisfactory QSAR (Quantitative Structure Activity Relationship) models has been obtained. In addition relative influence of some physical-chemical factors on variation of acute toxicity estimated on the base of QSAR models

The Investigation of Acute Toxicity and Physical-Chemical Properties of Organic Compounds

Загрязнение окружающей среды является глобальной проблемой. Основным фактором загрязнения нашей планеты служат химические соединения. Цель исследования состоит в определении зависимости между структурой и токсичностью органических соединений. Разработана база данных «Toxic v.1.1.5» по острой токсичности и физико-химическим свойствам органических соединений. Исследовано влияние молекулярной структуры различных органических соединений на острую токсичность и физико-химические свойства при помощи 2D симплексного представления молекулярной структуры и метода Random Forest. Были получены адекватные QSAR (количественное соотношение структура- свойство) модели. Кроме того, относительное влияние некоторых физико-химических факторов на изменение острой токсичности было оценено на основе QSAR моделей.Nowadays the pollution of the environment is a global problem. The main factor of pollution is different chemical compounds. The aim of the study is to determine dependence between the chemical structure and the toxicity of organic substances. The data base «Toxic v.1.1.5.» for acute toxicity and physical-chemical properties of organic substances has been prepared. The investigation of influence of the molecular structure of different organic compounds on acute toxicity has been carried out by 2D simplex representation of molecular structure with help of approaches Random Forest. The quite satisfactory QSAR (Quantitative Structure Activity Relationship) models has been obtained. In addition relative influence of some physical-chemical factors on variation of acute toxicity estimated on the base of QSAR models

The Investigation of Acute Toxicity of Esters on the Base 2D Simplex Representation of Molecular Structure

The investigation of influence of the molecular structure of esters on acute toxicity has been carried out by 2D simplex representation of molecular structure with help of approaches Partial Least Squares. The quite satisfactory QSAR (Quantitative Structure Activity Relationship) models has been obtained. On the basis of the obtained models the structural fragments raising toxicity are revealed. In addition relative influence of some physical-chemical factors on variation of acute toxicity estimated on the base of QSAR models.Исследовано влияние молекулярной структуры сложных эфиров на острую токсичность при помощи 2D-симплексного представления молекулярной структуры и метода Partial Least Squares. Были получены адекватные QSAR (Quantitative Structure-Activity Relationship) модели. На основе полученных моделей определены вклады структурных фрагментов в острую токсичность сложных эфиров. Кроме того, относительное влияние некоторых физико химических факторов на изменение острой токсичности было оценено на основе QSAR моделей

The Investigation of Acute Toxicity of Esters on the Base 2D Simplex Representation of Molecular Structure

The investigation of influence of the molecular structure of esters on acute toxicity has been carried out by 2D simplex representation of molecular structure with help of approaches Partial Least Squares. The quite satisfactory QSAR (Quantitative Structure Activity Relationship) models has been obtained. On the basis of the obtained models the structural fragments raising toxicity are revealed. In addition relative influence of some physical-chemical factors on variation of acute toxicity estimated on the base of QSAR models.Исследовано влияние молекулярной структуры сложных эфиров на острую токсичность при помощи 2D-симплексного представления молекулярной структуры и метода Partial Least Squares. Были получены адекватные QSAR (Quantitative Structure-Activity Relationship) модели. На основе полученных моделей определены вклады структурных фрагментов в острую токсичность сложных эфиров. Кроме того, относительное влияние некоторых физико химических факторов на изменение острой токсичности было оценено на основе QSAR моделей