摘要
通过量子化学密度泛函理论(density functional theory,DFT)中B3LYP方法,在6-31G基组水平上计算18种苯异丙基胺类兴奋剂(phenyl-isopropyl-amine dopes,PPAD)的28个量化参数qC.用这18种兴奋剂的甲基二甲氧基苯丙胺(dimethoxy-methyl-amphetamine,DOM)样作用强度Y及其量化参数,建立定量结构-活性关系(quantitative structure-activity relationships,QSAR)模型,经最佳变量子集回归建立最佳四元数学模型,传统判定系数R2为0.852,逐一剔除法交互验证系数R2cv为0.742.结果表明,苯环中C1原子、N原子及苯环上的净电荷(QC1、QN和QB)和次最高占据轨道能ENHOMO是影响兴奋剂DOM样作用强度的重要因素.该模型可用于对兴奋剂DOM样作用强度进行理论分析和预测.
By using density functional theory （DFT） method of quantum chemistry, 28 quantum chemical parameters（qc） for 18 phenyl-isopropyl-amine dopes（PPAD） were calculated at B3LYP/6-31G basis set levels. The action strength （Y） of DOM（dimethoxy-methyl-amphetamine） of these compounds along with the above 28 structural parameters, was used to establish the model of quantitative structure-activity relationships （QSAR）. By leaps-and-bounds regression analysis, the optimal four-parameter QSAR model was set up. The traditional correlation coefficient （R^2 ） and the cross-validation correlation coefficient （R（CV^2） ） of leave-one-out （LOO） are 0.852 and 0.742, respectively. The results show that the QN, QC1, QB （the net charge of N atom, C1 atom in benzene and on benzene ring）, ENHOMO（ energy of the next highest occupied molecular orbital） are the key factors affecting the biological activity. The QSAR model can be applied in the theoretical analysis and prediction of the action strength of DOM.
出处
《深圳大学学报（理工版）》
EI
CAS
北大核心
2012年第1期67-72,共6页
Journal of Shenzhen University(Science and Engineering)
基金
国家自然科学基金资助项目(21075138)~~
关键词
计算化学
苯异丙基胺
兴奋剂
甲基二甲氧基苯丙胺样作用强度
密度泛函理论
量化参数
构效关系
.
computational chemistry
phenyl-isopropyl-amine
dope
action strength of dimethoxy-methyl-amphetamine
density functional theory
quantum chemical parameter
quantitative structure-property/activityrelationship
