A Fragment Library of Natural Products and its Comparative Chemoinformatic Characterization
A Fragment Library of Natural Products and its Comparative Chemoinformatic Characterization
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DOI：
10.1002/minf.202000050
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发表时间：
2020-04-29
影响因子：
3.6
通讯作者：
Medina-Franco, Jose L.
中科院分区：
文献类型：
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作者：
Chavez-Hernandez, Ana L.;Sanchez-Cruz, Norberto;Medina-Franco, Jose L.
我们报告了一个包含205,903个片段的综合片段库，这些片段来自最近发表的Open Natural Products （COCONUT）数据集，其中包含超过400,000个非冗余天然产物。将基于天然产物的片段文库与ChEMBL（生物相关化合物）和Enamine-REAL（大型合成化合物按需收集）生成的其他两个片段文库进行比较，这两个片段文库都用作与药物发现相关的参考数据集。结果发现，天然产物的独特片段具有很大的多样性，天然产物的整体结构和片段比两个参考化合物集合更多样化，结构更复杂。在这项工作中，我们基于最近发表的基于统计的数据库指纹的概念，引入了一种新的化学空间的视觉表示。在这项工作中生成和分析的天然产物的化合物和片段库是免费提供的。
We report a comprehensive fragment library with 205,903 fragments derived from the recently published Collection of Open Natural Products (COCONUT) data set with more than 400,000 non-redundant natural products. The natural products-based fragment library was compared with other two fragment libraries herein generated from ChEMBL (biologically relevant compounds) and Enamine-REAL (a large on-demand collection of synthetic compounds), both used as reference data sets with relevance in drug discovery. It was found that there is a large diversity of unique fragments derived from natural products and that the entire structures and fragments derived from natural products are more diverse and structurally complex than the two reference compound collections. During this work we introduced a novel visual representation of the chemical space based on the recently published concept of statistical-based database fingerprint. The compounds and fragments libraries from natural products generated and analyzed in this work are freely available.