(R)-2-((2-(6-(3-(sec-butylcarbamoyl)-5-nitrophenyl)-3-(isopropylamino)-2-oxopyrazin-1(2H)-yl)acetamido)methyl)-5-carbamimidoyl-N-(2-morpholinoethyl)benzamide | 861882-92-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (R)-2-((2-(6-(3-(sec-butylcarbamoyl)-5-nitrophenyl)-3-(isopropylamino)-2-oxopyrazin-1(2H)-yl)acetamido)methyl)-5-carbamimidoyl-N-(2-morpholinoethyl)benzamide
• CAS: 861882-92-0
• 化学式: C₃₅H₄₆N₁₀O₇
• 分子量: 718.813
• InChiKey: RQTIVFDHTFUMNI-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  52.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  239.7
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (R)-2-((2-(6-(3-(sec-butylcarbamoyl)-5-nitrophenyl)-3-(isopropylamino)-2-oxopyrazin-1(2H)-yl)acetamido)methyl)-5-carbamimidoyl-N-(2-morpholinoethyl)benzamide 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 3-amino-N-[(2R)-butan-2-yl]-5-[1-({[(4-carbamimidoyl-2-{[2-(morpholin-4-yl)ethyl]carbamoyl}phenyl)methyl]carbamoyl}methyl)-6-oxo-5-(propan-2-ylamino)-1,6-dihydropyrazin-2-yl]benzamide
  参考文献：
  名称：

  Structure-based design and synthesis of pyrazinones containing novel P1 ‘side pocket’ moieties as inhibitors of TF/VIIa

  摘要：

  We describe the structure-based design, synthesis, and enzymatic activity of a series of substituted pyrazinones as inhibitors of the TF/VIIa complex. These inhibitors contain substituents meta to the P(1) amidine designed to explore additional interactions with the VIIa residues in the so-called 'S(1) side pocket'. A crystal structure of the designed inhibitors demonstrates the ability of the P(1) side pocket moiety to engage Lys192 and main chain of Gly216 via hydrogen bond interactions, thus, providing additional possibility for chemical modification to improve selectivity and/or physical properties of inhibitors.

  DOI：

  10.1016/j.bmcl.2005.04.037
• 作为产物：
  描述：

  5-(tert-Butoxycarbonylamino-imino-methyl)-2-(tert-butoxycarbonylamino-methyl)-benzoic acid pentafluorophenyl ester 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (R)-2-((2-(6-(3-(sec-butylcarbamoyl)-5-nitrophenyl)-3-(isopropylamino)-2-oxopyrazin-1(2H)-yl)acetamido)methyl)-5-carbamimidoyl-N-(2-morpholinoethyl)benzamide
  参考文献：
  名称：

  Structure-based design and synthesis of pyrazinones containing novel P1 ‘side pocket’ moieties as inhibitors of TF/VIIa

  摘要：

  We describe the structure-based design, synthesis, and enzymatic activity of a series of substituted pyrazinones as inhibitors of the TF/VIIa complex. These inhibitors contain substituents meta to the P(1) amidine designed to explore additional interactions with the VIIa residues in the so-called 'S(1) side pocket'. A crystal structure of the designed inhibitors demonstrates the ability of the P(1) side pocket moiety to engage Lys192 and main chain of Gly216 via hydrogen bond interactions, thus, providing additional possibility for chemical modification to improve selectivity and/or physical properties of inhibitors.

  DOI：

  10.1016/j.bmcl.2005.04.037