(2-morpholin-4-yl-2-oxoethyl) 4-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-[phenylmethoxycarbonyl-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]amino]pentanoyl]oxybenzoate | 262299-28-5

• 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: (2-morpholin-4-yl-2-oxoethyl) 4-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-[phenylmethoxycarbonyl-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]amino]pentanoyl]oxybenzoate
• CAS: 262299-28-5
• 化学式: C₄₀H₄₇N₅O₁₂
• 分子量: 789.839
• InChiKey: NBVSEESIMHSMPN-YTTGMZPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  57
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  215
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  甲烷磺酸 、 (2-morpholin-4-yl-2-oxoethyl) 4-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-[phenylmethoxycarbonyl-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]amino]pentanoyl]oxybenzoate 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以121 mg的产率得到4-((S)-2-tert-Butoxycarbonylamino-5-guanidino-pentanoyloxy)-benzoic acid 2-morpholin-4-yl-2-oxo-ethyl ester; compound with methanesulfonic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationship study of the new set of trypsin-like proteinase inhibitors

  摘要：

  A new set of 25 trypsin-like proteinase inhibitors was prepared and the inhibiting activity on trypsin, thrombin, plasmin and urokinase was measured. The structure-activity relationship is discussed. High inhibiting activities were observed in 4-guanidinobenzoic acid esters only. The replacement of this moiety for N-formamidinyl-isonipecotic acid or an arginine moiety caused almost total loss of the activity. In the series of 4-guanidinobenzoic acid esters, any important influence of the ester-groups reactivity was observed. The trypsin-thrombin selectivity in the compounds with the guanidine-remote carboxylic function was also observed. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00123-3
• 作为产物：
  描述：

  2-氯-1-吗琳乙-1-酮 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 (2-morpholin-4-yl-2-oxoethyl) 4-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-[phenylmethoxycarbonyl-[(E)-N'-phenylmethoxycarbonylcarbamimidoyl]amino]pentanoyl]oxybenzoate
  参考文献：
  名称：

  Synthesis and structure-activity relationship study of the new set of trypsin-like proteinase inhibitors

  摘要：

  A new set of 25 trypsin-like proteinase inhibitors was prepared and the inhibiting activity on trypsin, thrombin, plasmin and urokinase was measured. The structure-activity relationship is discussed. High inhibiting activities were observed in 4-guanidinobenzoic acid esters only. The replacement of this moiety for N-formamidinyl-isonipecotic acid or an arginine moiety caused almost total loss of the activity. In the series of 4-guanidinobenzoic acid esters, any important influence of the ester-groups reactivity was observed. The trypsin-thrombin selectivity in the compounds with the guanidine-remote carboxylic function was also observed. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00123-3

文献信息

• Synthesis and structure-activity relationship study of the new set of trypsin-like proteinase inhibitors
  作者：Pavol Zlatoidsky、Tibor Maliar

  DOI：10.1016/s0223-5234(99)00123-3

  日期：1999.12

  A new set of 25 trypsin-like proteinase inhibitors was prepared and the inhibiting activity on trypsin, thrombin, plasmin and urokinase was measured. The structure-activity relationship is discussed. High inhibiting activities were observed in 4-guanidinobenzoic acid esters only. The replacement of this moiety for N-formamidinyl-isonipecotic acid or an arginine moiety caused almost total loss of the activity. In the series of 4-guanidinobenzoic acid esters, any important influence of the ester-groups reactivity was observed. The trypsin-thrombin selectivity in the compounds with the guanidine-remote carboxylic function was also observed. (C) 1999 Editions scientifiques et medicales Elsevier SAS.