高等学校化学学报

高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (05): 1063.doi: 10.3969/j.issn.0251-0790.2012.05.036

• 物理化学 • 上一篇    下一篇

普通有机分子或药物热分解稳定性的理论预测

丁晓琴1, 丁俊杰1, 李大禹1, 孙杨2, 陈冀胜1   

  1. 1. 北京药物化学研究所, 北京 102205;
    2. 防化指挥工程学院, 北京 102205
  • 收稿日期:2011-09-13 出版日期:2012-05-10 发布日期:2012-05-10
  • 作者简介:丁晓琴, 女, 研究员, 博士生导师, 主要从事量化计算及药物设计与合成研究. E-mail: dingxiaoqin2008@126.com

Theoretic Prediction of Heat Decomposition Stability for General Organic Molecular or Drug

DING Xiao-Qin1, DING Jun-Jie1, LI Da-Yu1, SUN Yang2, CHEN Ji-Sheng1   

  1. 1. Beijing Institute of Pharmaceutical Chemistry, Beijing 102205, China;
    2. Institute of Chemical Defense, Beijing 102205, China
  • Received:2011-09-13 Online:2012-05-10 Published:2012-05-10

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被引次数

3

摘要： 采用密度泛函理论方法, 在B3LYP/6-31+G(d,p)水平上, 对任意选定的32个有机化合物或药物进行最低能量构象优化和结构参数理论计算. 建立了四极矩参数Qii与半数摩尔热分解函数Yd(1/2)的相关方程, 其定量构性关系(QSPR)方程为Yd(1/2)=-8.65747-3.8954Qii, 相关系数为r2=-0.99297, 交叉验证相关系数为XV-r2=0.99188, F检验结果为4237.343321. 训练集化合物的半数分解温度Td(1/2)的平均绝对预测误差(AVEDEV)为14.70 K. 进一步利用该方程对测试集中43个分子进行预测验证, Td(1/2)的预测值与实验值的相关系数为0.92304, Yd的预测值与实验值的相关系数为0.99345, 证实了所建立方法的可靠性. 结构差异性分析表明, 训练集和测试集中的化合物均较均匀地分布在结构参数的3D空间中, 化合物结构具有较好的多样性和差异性.

关键词: 有机分子或药物, 半数分解温度, 摩尔热分解函数, 四极矩参数(Qii), 定量构性关系

Abstract: Density functional theory(DFT) calculations at the B3LYP/6-31G+(d,p) level were carried out for 32 random selected compounds in training set and 43 ones in testing set after determining the experimental half decomposition temperature Td(1/2) or partial ones from literature. The calculated quantum chemical descriptors were used to construct quantitative structure-property relationship(QSPR) models of quadrupole moments(Qii) parameters with the molar thermal decomposition function Yd(1/2). The equation of QSPR is Yd(1/2)=-8.65747-3.8954Qii for training set possessing a correlation coefficient of r2=-0.99297, cross validation XV-r2=0.99188 and F-test=4237.343321. Further, the proposed model is validated by examining 43 compounds in testing set with a correlation coefficient of 0.92304 between prediction and experiment Td(1/2) values and a correlation coefficient of 0.99345 between prediction and experiment Yd values. The selected compounds rank well with a certain space distribution of structure descriptors. The developed equation can be used to predict the heat decomposition stability for new designed or synthesized compounds or drugs in virtual screening.

Key words: Organic molecular or drug, Half decomposition temperature Td(1/2), Half molar thermal decomposition function Yd(1/2), Quadrupole moment(Qii), Quantitative structure-property relationship

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