(5S,6S,4R,7R)-1,3-Bis((1H-indazol-5-yl)methyl)-4,7-dibenzyl-5,6-dihydroxy-1,3-diazepin-2-one | 167825-84-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: (5S,6S,4R,7R)-1,3-Bis((1H-indazol-5-yl)methyl)-4,7-dibenzyl-5,6-dihydroxy-1,3-diazepin-2-one
• 英文别名: (4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3-bis(1H-indazol-5-ylmethyl)-1,3-diazepan-2-one
• CAS: 167825-84-5
• 化学式: C₃₅H₃₄N₆O₃
• 分子量: 586.693
• InChiKey: QMCVFDPMIZPVDS-WZJLIZBTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  44
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  121
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-甲基-1H-吲唑 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 过氧化苯甲酰 作用下， 以 甲醇 、 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 (5S,6S,4R,7R)-1,3-Bis((1H-indazol-5-yl)methyl)-4,7-dibenzyl-5,6-dihydroxy-1,3-diazepin-2-one
  参考文献：
  名称：

  Potent cyclic urea HIV protease inhibitors with benzofused heterocycles as P2/P2′ groups

  摘要：

  A series of benzofused heterocycles was examined to replace the metabolically unstable benzyl alcohol P2/P2' groups of DMP 323 (1). Extremely potent inhibitors of HIV protease (Ki < 0.01 nM) and excellent antiviral activity (IC90 = 8 nM) were found. An X-ray crystal structure of benzimidazolone 5a bound to HIV protease showed H-bonds to Asp30 and a bridging water molecule to Gly48. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00531-8

文献信息

• Potent cyclic urea HIV protease inhibitors with benzofused heterocycles as P2/P2′ groups
  作者：James D. Rodgers、Barry L. Johnson、Haisheng Wang、Roger A. Greenberg、Susan Erickson-Viitanen、Ronald M. Klabe、Beverly C. Cordova、Marlene M. Rayner、Gilbert N. Lam、Chong-Hwan Chang

  DOI：10.1016/s0960-894x(96)00531-8

  日期：1996.12

  A series of benzofused heterocycles was examined to replace the metabolically unstable benzyl alcohol P2/P2' groups of DMP 323 (1). Extremely potent inhibitors of HIV protease (Ki < 0.01 nM) and excellent antiviral activity (IC90 = 8 nM) were found. An X-ray crystal structure of benzimidazolone 5a bound to HIV protease showed H-bonds to Asp30 and a bridging water molecule to Gly48. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd