Оценка полуэмпирических методов расчёта структуры n – арилзамещенных производных антраниловой кислоты для прогнозирования коэффициента распределения октанол – вода

Quantitative relationships of structural parameters N arylsubstituted derivatives of anthranilic acid with distribution factor octanol–water are investigated. Quantum-chemical calculations of investigated compounds by semi-empirical methods РМ3 and АМ1 with use of program Gaussian 03 are executed. Summarized values of intensity of electric field Σ(E), potential Σ(φ) and absolute size of a charge Σ(|q|) on atoms of oxygen, nitrogen, carbon and a hydrophobic fragment Σ(H) are calculated. The structure of a hydrophobic fragment is received with use of program Ligand Scout 3,01. Two correlation equations connecting lipophilicity constants and quantum-chemical parameters the calculated by methods РМ3 and АМ1 were obtained. Using these equations, the values of lipophilicity constants for eight new substances from these series were predicted. Theoretically calculated values are confirmed experimentally. Thus, on the basis of results of selection calculated quantum-chemical descriptors, the correlation equations which adequately are received describe distribution of substances in diphasic system 1-octanol-water and will be used in the further researches for forecasting log P newly synthesized substances.