4-((S)-2-Acetylamino-6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid | 250790-13-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-((S)-2-Acetylamino-6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid
• CAS: 250790-13-7
• 化学式: C₂₃H₂₇N₃O₆
• 分子量: 441.484
• InChiKey: DVCQKDFKPOOEDB-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  32.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  133.83
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-((S)-2-Acetylamino-6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid 在 palladium on activated charcoal N-甲基吗啉 、 盐酸 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-[4-((S)-2-Acetylamino-6-amino-hexanoylamino)-benzoylamino]-succinic acid
  参考文献：
  名称：

  Lysyl 4-aminobenzoic acid derivatives as potent small molecule mimetics of plasminogen kringle 5

  摘要：

  Kringle 5, a proteolytic fragment of human plasminogen has been shown to potently inhibit angiogenesis. The tetrapeptide KLYD derived from kringle 5 has been shown to capture many activities of kringle 5 in vitro. Further simplification has been achieved by replacement of the two central amino acids with a 4-aminobenzoic acid spacer group. Molecules displaying the required recognition groups on this core show similar in vitro properties to kringle 5, and are able to displace radiolabeled protein from a high affinity binding site on endothelial cells. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.034
• 作为产物：
  描述：

  N-Boc-N'-Cbz-L-赖氨酸 在 吡啶 、 2,6-二甲基吡啶 、 二碳酸二叔丁酯 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 4-((S)-2-Acetylamino-6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid
  参考文献：
  名称：

  Lysyl 4-aminobenzoic acid derivatives as potent small molecule mimetics of plasminogen kringle 5

  摘要：

  Kringle 5, a proteolytic fragment of human plasminogen has been shown to potently inhibit angiogenesis. The tetrapeptide KLYD derived from kringle 5 has been shown to capture many activities of kringle 5 in vitro. Further simplification has been achieved by replacement of the two central amino acids with a 4-aminobenzoic acid spacer group. Molecules displaying the required recognition groups on this core show similar in vitro properties to kringle 5, and are able to displace radiolabeled protein from a high affinity binding site on endothelial cells. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.034