Adamson G W, Bawden D
J Chem Inf Comput Sci. 1977 Aug;17(3):164-71. doi: 10.1021/ci60011a012.
A method of substructural analysis for structure-property correlation of data sets including heterocyclic structures is described. Structural features allowing representation of occurrence and position of heteroatoms, ring fusions, and substituents are derived automatically from Wiswesser Line Notation representations. Structural feature sets of varying degrees of complexity may be derived, suitable either for sets of derivatives of a single ring system or for mixed sets containing several ring systems. The method is evaluated by correlating pKa values of 169 nitrogen heterocycles, including multisubstituted derivatives of 11 different ring systems. The technique could be carried out automatically with large machine-readable structure-property files and applied to a wide variety of properties.
描述了一种用于包含杂环结构的数据集的结构-性质相关性的子结构分析方法。允许表示杂原子的出现和位置、环稠合以及取代基的结构特征是从威斯韦塞尔线式表示法自动推导出来的。可以推导出不同复杂程度的结构特征集，适用于单个环系的衍生物集或包含多个环系的混合集。通过关联169种氮杂环的pKa值对该方法进行了评估，这些氮杂环包括11种不同环系的多取代衍生物。该技术可以通过大型机器可读的结构-性质文件自动进行，并应用于各种各样的性质。
