3-[[(3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-6-oxo-5-[[3-(propylcarbamoyl)phenyl]methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-7-yl]methyl]-N-propylbenzamide | 1054627-62-1

• 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-[[(3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-6-oxo-5-[[3-(propylcarbamoyl)phenyl]methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-7-yl]methyl]-N-propylbenzamide
• CAS: 1054627-62-1
• 化学式: C₄₄H₅₂N₄O₅
• 分子量: 716.921
• InChiKey: AKEAZDGQBNFMIF-WESAGZJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  53
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[[(3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-6-oxo-5-[[3-(propylcarbamoyl)phenyl]methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-7-yl]methyl]-N-propylbenzamide 在 盐酸 作用下， 以 乙腈 为溶剂， 反应 16.0h， 生成 3,3'-{[(4R,5S,6S,7R)-4,7-二苯甲基-5,6-二羟基-2-羰基-1,3-重氮基庚环-1,3-二基]二甲二基}二(N-丙基苯酰胺)
  参考文献：
  名称：

  HIV Protease Inhibitory Bis-benzamide Cyclic Ureas:  A Quantitative Structure−Activity Relationship Analysis

  摘要：

  A series of N,N'-disubstituted cyclic urea 3-benzamides has been synthesized and evaluated for HIV protease inhibition and antiviral activity. Some of these benzamides have been shown to be potent inhibitors of HIV protease with K-i < 0.050 nM and IC90 < 20 nM for viral replication and, as such, may be useful in the treatment of AIDS. The synthesis and quantitative structure-activity relationship for this benzamide series will be discussed.

  DOI：

  10.1021/jm9602773
• 作为产物：
  描述：

  (4R,5S,6S,7R)-hexahydro-5,6-O-isopropylidene-4,7-bis(phenylmethyl)-2H-1,3-diazepin-2-one 在 sodium hydroxide 、 sodium hydride 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 乙酸乙酯 为溶剂， 反应 120.5h， 生成 3-[[(3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyl-6-oxo-5-[[3-(propylcarbamoyl)phenyl]methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-7-yl]methyl]-N-propylbenzamide
  参考文献：
  名称：

  HIV Protease Inhibitory Bis-benzamide Cyclic Ureas:  A Quantitative Structure−Activity Relationship Analysis

  摘要：

  A series of N,N'-disubstituted cyclic urea 3-benzamides has been synthesized and evaluated for HIV protease inhibition and antiviral activity. Some of these benzamides have been shown to be potent inhibitors of HIV protease with K-i < 0.050 nM and IC90 < 20 nM for viral replication and, as such, may be useful in the treatment of AIDS. The synthesis and quantitative structure-activity relationship for this benzamide series will be discussed.

  DOI：

  10.1021/jm9602773

文献信息

• HIV Protease Inhibitory Bis-benzamide Cyclic Ureas:  A Quantitative Structure−Activity Relationship Analysis
  作者：Wendell W. Wilkerson、Emeka Akamike、Walter W. Cheatham、Andrea Y. Hollis、R. Dale Collins、Indawati DeLucca、Patrick Y. S. Lam、Yu Ru

  DOI：10.1021/jm9602773

  日期：1996.1.1

  A series of N,N'-disubstituted cyclic urea 3-benzamides has been synthesized and evaluated for HIV protease inhibition and antiviral activity. Some of these benzamides have been shown to be potent inhibitors of HIV protease with K-i < 0.050 nM and IC90 < 20 nM for viral replication and, as such, may be useful in the treatment of AIDS. The synthesis and quantitative structure-activity relationship for this benzamide series will be discussed.