1-(4-methylphenyl)sulfonyl-2-[3-[(3R,16S,19S)-2,5,14,15,18-pentaoxo-3-(2-phenylethyl)-1,4,13,17-tetrazabicyclo[17.3.0]docosan-16-yl]propyl]guanidine | 195302-78-4

• 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: 1-(4-methylphenyl)sulfonyl-2-[3-[(3R,16S,19S)-2,5,14,15,18-pentaoxo-3-(2-phenylethyl)-1,4,13,17-tetrazabicyclo[17.3.0]docosan-16-yl]propyl]guanidine
• CAS: 195302-78-4
• 化学式: C₃₇H₅₁N₇O₇S
• 分子量: 737.921
• InChiKey: CQDVUIUQVYSBNI-YPKYBTACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  52.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  206.73
• 氢给体数：
  6.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-(4-methylphenyl)sulfonyl-2-[3-[(3R,16S,19S)-2,5,14,15,18-pentaoxo-3-(2-phenylethyl)-1,4,13,17-tetrazabicyclo[17.3.0]docosan-16-yl]propyl]guanidine 在 氢氟酸 、 苯甲醚 作用下， 生成 N-[3-((5R,18S,20aS)-4,7,16,17,20-Pentaoxo-5-phenethyl-icosahydro-3a,6,15,19-tetraaza-cyclopentacyclononadecen-18-yl)-propyl]-guanidine
  参考文献：
  名称：

  Novel thrombin inhibitors that are based on a macrocyclic tripeptide motif

  摘要：

  A series of macrocyclic alpha-keto amides containing the D-Phe-Pro-Arg (fPR) motif were synthesized and evaluated in vitro as inhibitors of human alpha-thrombin and bovine trypsin. Structure-function studies, relating ring size and modifications at the P3 and P1' positions to enzyme inhibition, are described. An X-ray crystallographic study was performed on a ternary complex formed from 3i, thrombin, and hirugen. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00554-9
• 作为产物：
  描述：

  (S)-1-[(R)-2-(8-Benzyloxycarbonylamino-octanoylamino)-4-phenyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester 在 palladium dihydroxide 4-二甲氨基吡啶 、 氢气 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 1-羟基苯并三唑 、 戴斯-马丁氧化剂 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 生成 1-(4-methylphenyl)sulfonyl-2-[3-[(3R,16S,19S)-2,5,14,15,18-pentaoxo-3-(2-phenylethyl)-1,4,13,17-tetrazabicyclo[17.3.0]docosan-16-yl]propyl]guanidine
  参考文献：
  名称：

  Novel thrombin inhibitors that are based on a macrocyclic tripeptide motif

  摘要：

  A series of macrocyclic alpha-keto amides containing the D-Phe-Pro-Arg (fPR) motif were synthesized and evaluated in vitro as inhibitors of human alpha-thrombin and bovine trypsin. Structure-function studies, relating ring size and modifications at the P3 and P1' positions to enzyme inhibition, are described. An X-ray crystallographic study was performed on a ternary complex formed from 3i, thrombin, and hirugen. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00554-9