5-(2,6-dichlorobenzyloxy)-1H-indole-2-carboxylic acid ethyl ester | 313951-92-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-(2,6-dichlorobenzyloxy)-1H-indole-2-carboxylic acid ethyl ester
• 英文别名: 5-(2,6-Dichlorobenzyloxy)indole-2-carboxylic Acid Ethyl Ester；Ethyl 5-(2,6-Dichlorobenzyloxy)indole-2-carboxylate；ethyl 5-[(2,6-dichlorophenyl)methoxy]-1H-indole-2-carboxylate
• CAS: 313951-92-7
• 化学式: C₁₈H₁₅Cl₂NO₃
• 分子量: 364.228
• InChiKey: HTURJIFZAQWWAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(2,6-dichlorobenzyloxy)-1H-indole-2-carboxylic acid ethyl ester 在 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以99%的产率得到5-(2,6-Dichlorobenzyloxy)indole-2-carboxylic Acid
  参考文献：
  名称：

  First X-ray Cocrystal Structure of a Bacterial FabH Condensing Enzyme and a Small Molecule Inhibitor Achieved Using Rational Design and Homology Modeling

  摘要：

  The first cocrystal structure of a bacterial FabH condensing enzyme and a small molecule inhibitor is reported. The inhibitor was obtained by rational modification of a high throughput screening lead with the aid of a S. pneumoniae FabH homology model. This homology model was used to design analogues that would have both high affinity for the enzyme and appropriate aqueous solubility to facilitate cocrystallization studies.

  DOI：

  10.1021/jm025571b
• 作为产物：
  描述：

  5-苄氧基吲哚-2-甲酸乙酯 在 palladium on activated charcoal 氢气 、 caesium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(2,6-dichlorobenzyloxy)-1H-indole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  First X-ray Cocrystal Structure of a Bacterial FabH Condensing Enzyme and a Small Molecule Inhibitor Achieved Using Rational Design and Homology Modeling

  摘要：

  The first cocrystal structure of a bacterial FabH condensing enzyme and a small molecule inhibitor is reported. The inhibitor was obtained by rational modification of a high throughput screening lead with the aid of a S. pneumoniae FabH homology model. This homology model was used to design analogues that would have both high affinity for the enzyme and appropriate aqueous solubility to facilitate cocrystallization studies.

  DOI：

  10.1021/jm025571b

文献信息

• Fatty acid synthase inhibitors
  申请人：SmithKline Beecham Corporation

  公开号：US06608059B1

  公开（公告）日：2003-08-19

  This invention relates to the use of compounds as inhibitors of the fatty acid synthase FabH.

  这项发明涉及化合物作为脂肪酸合成酶FabH的抑制剂的用途。
• INDOLE COMPOUNDS
  申请人：SmithKline Beecham Corporation

  公开号：EP1187607A1

  公开（公告）日：2002-03-20
• EP1187607A4
  申请人：——

  公开号：EP1187607A4

  公开（公告）日：2004-01-28
• US6469046B1
  申请人：——

  公开号：US6469046B1

  公开（公告）日：2002-10-22
• US6608059B1
  申请人：——

  公开号：US6608059B1

  公开（公告）日：2003-08-19