(2R,3S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]propanoyl]amino]-3-methyl-N-[(3S)-2-oxoazepan-3-yl]pentanamide | 1415251-09-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,3S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]propanoyl]amino]-3-methyl-N-[(3S)-2-oxoazepan-3-yl]pentanamide
• 英文别名: (2R,3S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]propanoyl]amino]-3-methyl-N-[(3S)-2-oxoazepan-3-yl]pentanamide
• CAS: 1415251-09-0
• 化学式: C₃₆H₅₅N₉O₆
• 分子量: 709.889
• InChiKey: DTMJMLXQQIRKTC-NJLBDYGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  51
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  229
• 氢给体数：
  8
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 三异丙基硅烷 、 三氟乙酸 作用下， 以 水 为溶剂， 反应 1.0h， 以52%的产率得到(2R,3S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]propanoyl]amino]-3-methyl-N-[(3S)-2-oxoazepan-3-yl]pentanamide
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of calpinactam derivatives

  摘要：

  Synthesis of calpinactam 1, a fungal antimycobacterial metabolite, utilizing solid-phase peptide synthesis is described. To explore the structure-activity relationships of 1, its derivatives with different amino acids were also synthesized on the basis of the same synthetic strategy. These derivatives were examined for antimycobacterial activity against Mycobacterium smegmatis. Among them, only peptide 6d having D-Ala in place of D-Glu showed moderate activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.069

文献信息

• Synthesis and antimycobacterial activity of calpinactam derivatives
  作者：Kenichiro Nagai、Nobuhiro Koyama、Noriko Sato、Chisato Yanagisawa、Hiroshi Tomoda

  DOI：10.1016/j.bmcl.2012.09.069

  日期：2012.12

  Synthesis of calpinactam 1, a fungal antimycobacterial metabolite, utilizing solid-phase peptide synthesis is described. To explore the structure-activity relationships of 1, its derivatives with different amino acids were also synthesized on the basis of the same synthetic strategy. These derivatives were examined for antimycobacterial activity against Mycobacterium smegmatis. Among them, only peptide 6d having D-Ala in place of D-Glu showed moderate activity. (C) 2012 Elsevier Ltd. All rights reserved.