Quantum topological molecular similarity. Part 5. Further development with an application to the toxicity of polychlorinated dibenzo-p-dioxinsThe IUPAC name for dibenzo-p-dioxin is dibenzo[b,e][1,4]dioxin.(PCDDs)
Quantum topological molecular similarity. Part 5. Further development with an application to the toxicity of polychlorinated dibenzo-p-dioxinsThe IUPAC name for dibenzo-p-dioxin is dibenzo[b,e][1,4]dioxin.(PCDDs)
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量子拓扑分子相似性。
DOI：
10.1039/b203412c
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发表时间：
2002
期刊：
影响因子：
--
通讯作者：
Paul J. Smith
中科院分区：
文献类型：
--
作者：
P. Popelier;U. A. Chaudry;Paul J. Smith
进一步发展和应用了一种新的方法--量子拓扑分子相似性（QTMS）。对间苯甲酸、对苯乙酸、4-X-双环[2.2.2]辛烷-1-羧酸和多取代苯甲酸等68种羧酸的Hammett酸度常数进行了定量构效关系研究。这项调查表明，以前强加的条件，一个最小的和限制共同的分子骨架可以放宽。O-H键和C-O键作为活性中心被回收。第一次使用原子性质而不是键性质导致有效的QSAR。最后，QTMS应用于预测三个不同的活动（PEC 50）的生态相关的多氯二苯并对二恶英（PCDDs）。我们发现活性中心集中在横向C-Cl键附近。
A new method called quantum topological molecular similarity (QTMS), which was previously introduced, is further developed and applied. An excellent and statistically validated QSAR is obtained for the Hammett acidity constants of a set of 68 carboxylic acids including p- and m-benzoic acids, p-phenylacetic acid, 4-X-bicyclo[2.2.2]octane-1-carboxylic acids and poly-substituted benzoic acids. This investigation shows that the previously imposed condition for a minimal and restricted common molecular skeleton can be relaxed. The O–H and the C–O bonds are recovered as the active center as expected. The first time use of atomic properties instead of bond properties leads to valid QSARs. Finally QTMS is applied to predict three different activities (pEC50) of the ecologically relevant polychlorinated dibenzo-p-dioxins (PCDDs). We find that the active center is concentrated near the lateral C–Cl bonds.