(4R)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]propanoyl]amino]-5-[[(1R,2S)-2-methyl-1-[[(3S)-2-oxoazepan-3-yl]carbamoyl]butyl]amino]-5-oxo-pentanoic acid | 1415251-08-9

• 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: (4R)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]propanoyl]amino]-5-[[(1R,2S)-2-methyl-1-[[(3S)-2-oxoazepan-3-yl]carbamoyl]butyl]amino]-5-oxo-pentanoic acid
• 英文别名: (4R)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-5-[[(2R,3S)-3-methyl-1-oxo-1-[[(3S)-2-oxoazepan-3-yl]amino]pentan-2-yl]amino]-5-oxopentanoic acid
• CAS: 1415251-08-9
• 化学式: C₃₅H₅₅N₇O₈
• 分子量: 701.864
• InChiKey: GBXXQTMJWKZZLA-GWQUKZCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  50
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  238
• 氢给体数：
  8
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-芴甲氧羰基-D-谷氨酸 gamma-叔丁酯 在 三异丙基硅烷 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.25h， 生成 (4R)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-4-methyl-pentanoyl]amino]propanoyl]amino]-5-[[(1R,2S)-2-methyl-1-[[(3S)-2-oxoazepan-3-yl]carbamoyl]butyl]amino]-5-oxo-pentanoic acid
  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.