β-indolyl-5'-O-(N-salicylsulfamoyl)ribose | 913175-91-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 吲哚核糖核苷和核糖核苷酸
• 英文名称: β-indolyl-5'-O-(N-salicylsulfamoyl)ribose
• 英文别名: [(2R,3S,4R,5R)-3,4-dihydroxy-5-indol-1-yloxolan-2-yl]methyl N-(2-hydroxybenzoyl)sulfamate
• CAS: 913175-91-4
• 化学式: C₂₀H₂₀N₂O₈S
• 分子量: 448.453
• InChiKey: NZCXQJBANLALAS-SOAMZJECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  156
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  β-indolyl-2',3'-di-O-acetyl-5'-O-(N-salicylsulfamoyl)ribose 在 甲醇 、 氨 作用下， 生成 β-indolyl-5'-O-(N-salicylsulfamoyl)ribose
  参考文献：
  名称：

  WO2006/113615

  摘要：

  公开号：

文献信息

• ANTI-MICROBIAL AGENTS AND USES THEREOF
  申请人：Tan Derek Shieh

  公开号：US20090170805A1

  公开（公告）日：2009-07-02

  Many pathogens, including Mycobacterium tuberculosis and Yersinia pestis , rely on an iron acquisition system based on siderophores, secreted iron-chelating compounds with extremely high Fe(III) affinity. The compounds of the invention are inhibitors of domain salicylation enzymes, which catalyze the salicylation of an aroyl carrier protein (ArCP) domain to form a salicyl-ArCP domain thioester intermediate via a two-step reaction. The compounds include the intermediate mimic 5′-O—[N-(salicyl)sulfamoyl]-adenosine (salicyl-AMS) and analogs thereof. These compounds are inhibitors of the salicylate activity of MbtA, YbtE, PchD, and other domain salicylation enzymes involved in the biosynthesis of siderophores. Therefore, these compounds may be used in the treatment of infection caused by microorganisms which rely on siderphore-based iron acquisition systems. Pharmaceutical composition and methods of using these compounds to treat or prevent infection are also provided as well as methods of preparing the inventive compounds.
• US8461128B2
  申请人：——

  公开号：US8461128B2

  公开（公告）日：2013-06-11
• US8946188B2
  申请人：——

  公开号：US8946188B2

  公开（公告）日：2015-02-03
• WO2006/113615
  申请人：——

  公开号：——

  公开（公告）日：——