N-((R)-3-((S)-2-(1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)-2-(cyclopropylmethyl)-3-oxopropyl)-N-hydroxyformamide | 1104950-59-5

• 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: N-((R)-3-((S)-2-(1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)-2-(cyclopropylmethyl)-3-oxopropyl)-N-hydroxyformamide
• 英文别名: N-[(2R)-3-[(2S)-2-(1H-benzimidazol-2-yl)pyrrolidin-1-yl]-2-(cyclopropylmethyl)-3-oxopropyl]-N-hydroxyformamide
• CAS: 1104950-59-5
• 化学式: C₁₉H₂₄N₄O₃
• 分子量: 356.425
• InChiKey: LZHNVLKCFOLVSY-PBHICJAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  89.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 生成 N-((R)-3-((S)-2-(1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)-2-(cyclopropylmethyl)-3-oxopropyl)-N-hydroxyformamide
  参考文献：
  名称：

  Peptide deformylase inhibitors of Mycobacterium tuberculosis: Synthesis, structural investigations, and biological results

  摘要：

  Bacterial peptide deformylase (PDF) belongs to a subfamily of metalloproteases catalyzing the removal of the N-terminal formyl group from newly synthesized proteins. We report the synthesis and biological activity of highly potent inhibitors of Mycobacterium tuberculosis (Mtb) PDF enzyme as well as the first X-ray crystal structure of Mtb PDF. Structure-activity relationship and crystallographic data clarified the structural requirements for high enzyme potency and cell based potency. Activities against single and multi-drug-resistant Mtb strains are also reported.

  DOI：

  10.1016/j.bmcl.2008.10.040