5-(dimethylamino)-N-(3-methyl-1H-indazol-5-yl)naphthalene-1-sulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(dimethylamino)-N-(3-methyl-1H-indazol-5-yl)naphthalene-1-sulfonamide
• 英文别名: 5-(dimethylamino)-N-(3-methyl-2H-indazol-5-yl)naphthalene-1-sulfonamide
• 化学式: C₂₀H₂₀N₄O₂S
• 分子量: 380.47
• InChiKey: IFWGXCOHSNJUQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  86.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯-5-硝基苯乙酮 在 palladium on activated charcoal 吡啶 、 氢气 、 肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 5-(dimethylamino)-N-(3-methyl-1H-indazol-5-yl)naphthalene-1-sulfonamide
  参考文献：
  名称：

  Structure-Based Design, Synthesis, and Antimicrobial Activity of Indazole-Derived SAH/MTA Nucleosidase Inhibitors

  摘要：

  The structure-based design, synthesis, and biological activity of a novel indazole-containing inhibitor series for S-adenosyl homocysteine/methylthioadenosine (SAH/MTA) nucleosidase are described. Use of 5-aminoindazole as the core scaffold provided a structure-guided series of low nanomolar inhibitors with broad-spectrum antimicrobial activity. The implementation of structure-based methodologies provided a 6000-fold increase in potency over a short timeline (several months) and an economy of synthesized compounds.

  DOI：

  10.1021/jm0302039

文献信息

• Structure-Based Design, Synthesis, and Antimicrobial Activity of Indazole-Derived SAH/MTA Nucleosidase Inhibitors
  作者：Xiaoming Li、Sam Chu、Victoria A. Feher、Mitra Khalili、Zhe Nie、Stephen Margosiak、Victor Nikulin、James Levin、Kelly G. Sprankle、Martina E. Tedder、Robert Almassy、Krzysztof Appelt、Kraig M. Yager

  DOI：10.1021/jm0302039

  日期：2003.12.1

  The structure-based design, synthesis, and biological activity of a novel indazole-containing inhibitor series for S-adenosyl homocysteine/methylthioadenosine (SAH/MTA) nucleosidase are described. Use of 5-aminoindazole as the core scaffold provided a structure-guided series of low nanomolar inhibitors with broad-spectrum antimicrobial activity. The implementation of structure-based methodologies provided a 6000-fold increase in potency over a short timeline (several months) and an economy of synthesized compounds.