5-(2-aminophenyl)-[1,3,4]oxadiazole-2-carboxylic acid (1H-benzoimidazol-2-ylmethyl)amide | 1181815-07-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-(2-aminophenyl)-[1,3,4]oxadiazole-2-carboxylic acid (1H-benzoimidazol-2-ylmethyl)amide
• 英文别名: SMDC-256117；5-(2-aminophenyl)-N-(1H-benzimidazol-2-ylmethyl)-1,3,4-oxadiazole-2-carboxamide
• CAS: 1181815-07-5
• 化学式: C₁₇H₁₄N₆O₂
• 分子量: 334.337
• InChiKey: GJEGHOAEZMDPTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (1H-苯并咪唑-2-亚甲基)胺 、 5-(2-amino-phenyl)-[1,3,4]oxadiazole-2-carboxylic acid ethyl ester hydrochloride 在 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 生成 5-(2-aminophenyl)-[1,3,4]oxadiazole-2-carboxylic acid (1H-benzoimidazol-2-ylmethyl)amide
  参考文献：
  名称：

  Divergent Modes of Enzyme Inhibition in a Homologous Structure−Activity Series

  摘要：

  A (locking screen identified reversible, noncovalent inhibitors (e.g., I) of the parasite cysteine protease cruzain. Chemical optimization of I led to a series of oxadiazoles possessing interpretable SAR and potencies as much as 500-fold greater than 1. Detailed investigation of the SAR series subsequently revealed that many members of the oxadiazole class (and surprisingly also 1) act via divergent modes of inhibition (competitive or via colloidal aggregation) depending oil the assay conditions employed.

  DOI：

  10.1021/jm9009229

文献信息

• Divergent Modes of Enzyme Inhibition in a Homologous Structure−Activity Series
  作者：Rafaela S. Ferreira、Clifford Bryant、Kenny K. H. Ang、James H. McKerrow、Brian K. Shoichet、Adam R. Renslo

  DOI：10.1021/jm9009229

  日期：2009.8.27

  A (locking screen identified reversible, noncovalent inhibitors (e.g., I) of the parasite cysteine protease cruzain. Chemical optimization of I led to a series of oxadiazoles possessing interpretable SAR and potencies as much as 500-fold greater than 1. Detailed investigation of the SAR series subsequently revealed that many members of the oxadiazole class (and surprisingly also 1) act via divergent modes of inhibition (competitive or via colloidal aggregation) depending oil the assay conditions employed.