ZINClick: A Database of 16 Million Novel, Patentable, and Readily Synthesizable 1,4-Disubstituted Triazoles

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• 作者：Alberto Massarotti ; Angelo Brunco ; Giovanni Sorba ; Gian Cesare Tron
• 刊名：Journal of Chemical Information and Modeling
• 出版年：2014
• 出版时间：February 24, 2014
• 年：2014
• 卷：54
• 期：2
• 页码：396-406
• 全文大小：648K
• 年卷期：v.54,no.2(February 24, 2014)
• ISSN：1549-960X

文摘

Since Professors Sharpless, Finn, and Kolb first introduced the concept of 鈥渃lick reactions鈥?in 2001 as powerful tools in drug discovery, 1,4-disubstituted-1,2,3-triazoles have become important in medicinal chemistry due to the simultaneous discovery by Sharpless, Fokin, and Meldal of a perfect click 1,3-dipolar cycloaddition reaction between azides and alkynes catalyzed by copper salts. Because of their chemical features, these triazoles are proposed to be aggressive pharmacophores that participate in drug鈥搑eceptor interactions while maintaining an excellent chemical and metabolic profile. Surprisingly, no virtual libraries of 1,4-disubstituted-1,2,3-triazoles have been generated for the systematic investigation of the click-chemical space. In this manuscript, a database of triazoles called ZINClick is generated from literature-reported alkynes and azides that can be synthesized within three steps from commercially available products. This combinatorial database contains over 16 million 1,4-disubstituted-1,2,3-triazoles that are easily synthesizable, new, and patentable! The structural diversity of ZINClick (http://www.symech.it/ZINClick) will be explored. ZINClick will also be compared to other available databases, and its application during the design of novel bioactive molecules containing triazole nuclei will be discussed.