((S)-1-{(S)-1-[(S)-1-(Benzothiazole-2-carbonyl)-3-(trityl-carbamoyl)-propylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester | 261615-06-9

• 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: ((S)-1-{(S)-1-[(S)-1-(Benzothiazole-2-carbonyl)-3-(trityl-carbamoyl)-propylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester
• CAS: 261615-06-9
• 化学式: C₅₄H₅₃N₅O₆S
• 分子量: 900.111
• InChiKey: LEYNGYGBMBZHPL-LCALOIESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.92
• 重原子数：
  66.0
• 可旋转键数：
  20.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  155.59
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ((S)-1-{(S)-1-[(S)-1-(Benzothiazole-2-carbonyl)-3-(trityl-carbamoyl)-propylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 ((S)-1-{(S)-1-[(S)-1-(Benzothiazol-2-yl-hydroxy-methyl)-3-carbamoyl-propylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Structure-based design of ketone-containing, tripeptidyl human rhinovirus 3C protease inhibitors

  摘要：

  Tripeptide-derived molecules incorporating C-terminal ketone electrophiles were evaluated as reversible inhibitors of the cysteine-containing human rhinovirus 3C protease (3CP). An optimized example of such compounds displayed potent 3CP inhibition activity (K-i = 0.0045 mu M) and in vitro antiviral properties (EC50 = 0.34 mu M) when tested against HRV serotype-14. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00587-9
• 作为产物：
  描述：

  2-苯并噻唑基锂 在 盐酸 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.75h， 生成 ((S)-1-{(S)-1-[(S)-1-(Benzothiazole-2-carbonyl)-3-(trityl-carbamoyl)-propylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Structure-based design of ketone-containing, tripeptidyl human rhinovirus 3C protease inhibitors

  摘要：

  Tripeptide-derived molecules incorporating C-terminal ketone electrophiles were evaluated as reversible inhibitors of the cysteine-containing human rhinovirus 3C protease (3CP). An optimized example of such compounds displayed potent 3CP inhibition activity (K-i = 0.0045 mu M) and in vitro antiviral properties (EC50 = 0.34 mu M) when tested against HRV serotype-14. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00587-9