3'-Benzyloxy-5-((S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-biphenyl-2-carboxylic acid benzyl ester | 250790-10-4

• 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: 3'-Benzyloxy-5-((S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-biphenyl-2-carboxylic acid benzyl ester
• CAS: 250790-10-4
• 化学式: C₄₆H₄₉N₃O₈
• 分子量: 771.91
• InChiKey: OUWSEJNWOFUJJU-RWYGWLOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.22
• 重原子数：
  57.0
• 可旋转键数：
  17.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  141.29
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3'-Benzyloxy-5-((S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-biphenyl-2-carboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 5-(((2S)-6-amino-2-((tert-butoxycarbonyl)amino)hexanoyl)amino)-3'-hydroxy(1,1'-biphenyl)-2-carboxylic 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：

  2-氯-4-硝基苯甲酸苄酯 在 吡啶 、 甲醇 、 四(三苯基膦)钯 、 二碳酸二叔丁酯 、 cesium fluoride 、 tin(ll) chloride 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 3'-Benzyloxy-5-((S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-biphenyl-2-carboxylic acid benzyl ester
  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

文献信息

• ANTIANGIOGENIC DRUG TO TREAT CANCER, ARTHRITIS AND RETINOPATHY
  申请人：ABBOTT LABORATORIES

  公开号：EP1080070B1

  公开（公告）日：2006-11-22