Statistics of the network of organic chemistry
Statistics of the network of organic chemistry
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DOI：
10.1039/c7re00129k
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发表时间：
2018-02-01
影响因子：
3.9
通讯作者：
Lapkin, Alexei
中科院分区：
文献类型：
--
作者：
Jacob, Philipp-Maximilian;Lapkin, Alexei
有机化学可以表示为反应网络并通过图论的数学工具进行研究。在本文中，使用几种图论度量研究了有机反应网络的结构。该网络基于从 Reaxys 下载的化学空间部分。研究的化学领域对应于萜烯的化学，在过滤了初始的 3500 万个反应后，包括 12,238,931 个物种和 12,939,422 个反应。对网络统计数据的分析证实了该网络是无标度的，正如早期文献中通过对较小网络的分析所报告的那样。其他技术或非技术领域的许多网络表明，节点对于是否连接到高度连接或几乎不连接的节点有偏好，但对于化学，没有观察到这种趋势。研究发现，反应网络表现出“小世界”行为，类似于社交网络中遇到的“六度分离”，平均而言，任何分子都可以通过六个合成步骤由任何其他分子制成。无标度网络的布线模式中有集线器。通过调查这些中心是否不仅得到充分研究而且经常使用，发现它们将大部分网络负载集中到自身上，表明网络结构影响化学的使用，反之亦然，暗示分子的层次结构。
Organic chemistry can be represented as a network of reactions and studied by mathematical tools of graph theory. In this paper, the structure of a network of organic reactions has been studied using several graph theory metrics. The network was based on a section of chemical space downloaded from Reaxys. The studied area of chemistry corresponds to the chemistry of terpenes and includes 12 238 931 species and 12 939 422 reactions after filtering of an initial set of 35 million reactions. The analysis of the network statistics confirmed that the network was scale-free, as was reported in the earlier literature from the analysis of a much smaller network. Many networks in other technological or non-technological areas show that nodes have a preference as to whether they connect to highly connected or scarcely connected nodes, but for chemistry no such trend was observed. It was found that the network of reactions exhibits "small world" behaviour and in simile to the 'six degrees of separation' encountered in social networks, on average, any molecule could be made from any other molecule in six synthesis steps. Scale-free networks have hubs in their wiring pattern. By investigating whether these hubs are not only well studied but also frequently used, it was found that they concentrated a large share of the network's load onto themselves, showing that the network's structure impacts the usage of chemistry, or vice versa, implying a hierarchy of molecules.