有机化合物与羟基自由基反应的速率常数的QSAR模型的建立及验证
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- 英文论文题名：Development and Evaluation for a QSAR Model of ·OH Reaction Rate Constant of Organic Chemicals
- 论文作者：徐童 ; 李超 ; 李雪花 ; 陈景文
- 英文论文作者：Tong Xu ; Chao Li ; Xuehua Li ; Jingwen Chen ; Key Laboratory of Industrial Ecology and Environmental Engineering (Ministry of Education) ; School of Environmental Science and Technology ; Dalian University of Technology ; Key Laboratory for Wetland Ecology and Vegetation Restoration of National Environmental Protection ; School of Environment ; Northeast Normal University
- 年：2016
- 作者机构：工业生态与环境工程教育部重点实验室大连理工大学环境学院;国家环境保护湿地生态与植被恢复重点实验室东北师范大学环境学院;
- 论文关键词：有机化合物 ; 羟基反应速率常数 ; 定量结构-活性关系
- 会议召开时间：2016-07-01
- 会议录名称：中国化学会第30届学术年会摘要集-第二十六分会：环境化学
- 语种：中文
- 分类号：X132;O643.1
- 学会代码：ZGHY
- 会议名称：中国化学会第30届学术年会-第二十六分会 ; 环境化学
- 会议地点：中国辽宁大连
- 主办单位：中国化学会
- 学会名称：中国化学会
- 页数：2
- 文件大小：135k
- 原文格式：D
- 会议级别：全国
摘要
气相中有机化学品与羟基自由基(?OH)反应速率常数(kOH)是评价该物质大气持久性的重要参数。而化学品种类繁多,现有的kOH实验数据不能满足其大气持久性评估的需求。因此,需要建立一种能够快速预测有机化学品kOH值的方法,填补现有数据的缺失。本研究收集整理了917种有机化合物的kOH实验值,采用逐步多元线性回归法(MLR)构建了用于预测多种类化合物logkOH值的定量结构-活性关系(QSAR)模型。结果表明,模型具有良好的拟合度(相关系数的平方R2adj=0.862、相对标准误差RMSE=0.455)、稳健性(交叉验证系数Q2LOO=0.856、Q2BOOT=0.797)和预测能力(外部验证Q2ext=0.850)。机理分析表明,最高占据分子轨道能(EHOMO)、卤素原子在分子中所占的百分比(X%)和分子中具有=CH-结构的数目(Nds CH)是最重要的三个描述符,对化合物的logkOH值影响较大。采用威廉姆斯图法表征了模型的应用域。所建立的模型可用于预测烷烃、烯烃、炔烃、芳香族化合物、醇类、酮类、醚类、醛类、酸类、酯类、卤代化合物、含氮化合物、含硫化合物等室温下的kOH值。
·OH reaction rate constant(kOH) is an important parameter for assessing the atmospheric persistence of organic chemicals.It is significant to develop an effective prediction method for kOH.In this study,we collected kOH values of 917 chemicals,and used MLR to develop QSAR model for logkOHprediction of chemicals.Results show that model has satisfactory goodness-of-fit(R2adj = 0.862,RMSE = 0.455),robustness(Q2LOO = 0.856,Q2 BOOT = 0.797) and good predictability(Q2ext = 0.850).Mechanistic analysis reveals that the energy of the highest occupied molecular orbital(EHOMO),the percentage of halogen atoms in a molecule(X%),and the number of =CH-structure in a molecule(Nds CH) are the most important descriptors in the model,which have great influence to kOH of the chemicals.The applicability domain of the model was characterized by the Williams plot.The developed models can be used to predict kOH values of chemicals.
·OH reaction rate constant(kOH) is an important parameter for assessing the atmospheric persistence of organic chemicals.It is significant to develop an effective prediction method for kOH.In this study,we collected kOH values of 917 chemicals,and used MLR to develop QSAR model for logkOHprediction of chemicals.Results show that model has satisfactory goodness-of-fit(R2adj = 0.862,RMSE = 0.455),robustness(Q2LOO = 0.856,Q2 BOOT = 0.797) and good predictability(Q2ext = 0.850).Mechanistic analysis reveals that the energy of the highest occupied molecular orbital(EHOMO),the percentage of halogen atoms in a molecule(X%),and the number of =CH-structure in a molecule(Nds CH) are the most important descriptors in the model,which have great influence to kOH of the chemicals.The applicability domain of the model was characterized by the Williams plot.The developed models can be used to predict kOH values of chemicals.
引文
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[2]Mac Leod,M.;Mc Kone,T.E.;Foster,K.L.;Maddalena R.L.,et al.Environ.Sci.Technol.2004,38(23):6225.