分子电性距离矢量(MEDV)用于醇的分子结构表达和物理性质预测

Molecular electronegativity distance vector(MEDV)as applied to structral characterization and properties prediction of alcohols

分子电性距离矢量 (MEDV) 是一种描述分子二维结构的拓扑描述子, 由 4 种类型原子间的相互作用得到的10个元素组成. 通过引入原子属性和原子类型的概念, 适用于含多个杂原子、饱和键与不饱和键、环和非环等结构特征. 基于MEDV, 对多种醇的沸点 (BP)、水溶性 [lg(1/S)]、醇/水分配系数 (lgP)、分子总表面积 (TSA)、分子体积 (MV) 和分子折射率 (MR) 等6种物理性质建立了多元线性回归模型, 其相关系数分别达到0. 9972, 0. 9925, 0 .9975, 0. 9998, 0 .9997 和 0 .9999, 标准偏差分别为 3. 2660, 0 .1373, 0. 1237, 0. 0184,1 0354和0 2084. 采用留一法交互检验验证模型对外部样本的预测能力, 对水溶性的相关系数为0. 9714, 其余的均在0 .99以上. 分子建模结果显示, MEDV具有很高的化学结构选择性和优良的物理化学性质相关性.

Molecular electronegativity distance vector (ME DV ), based on the two-dimensional topological structure, consists of 10 parameter s which express the interaction between four types of atoms. By introducing the concepts of atomic type and atomic attribute, MEDV is applicable to various mole cular structures which contain the multiple bonds and heteroatoms. For six physi cal properties-boiling point (BP), water solubility [lg (1/S)], octanol/water partition coefficient (lgP), molecular total surface area ( TSA), molecular volumes (MV) and molecular refractions (MR), the multi ple linear regression using the MEDV can provide high-quality QSPR models. The correlation coefficients R are 0.9972,0.9925, 0.9975, 0.9998, 0.9997 a nd 0.9999,respectively.The standard deviations S are 3.2660, 0.1373, 0.1 237, 0.0184, 1.0354 and 0.2084, respectively.To validate the prediction capab ilities of these QSPR models for the external prediction set, the leave-one-ou t (LOO) cross-validation (CV) technique is applied. The corresponding correlati on coefficient R2 CVfor the lg(1/S) is 0.9714, and the other R2 CV are all larger than 0.99.The results show that MEDV is an excellent topological index with high property correlation and good struc tural selectivity.