((S)-1-{(S)-1-[(S)-2-Acetylamino-1-(methoxy-methyl-carbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester | 261615-03-6

• 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)-2-Acetylamino-1-(methoxy-methyl-carbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester
• CAS: 261615-03-6
• 化学式: C₃₀H₄₁N₅O₇
• 分子量: 583.685
• InChiKey: SKBOOSYPPWWFKA-GSDHBNRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  42.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  155.17
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ((S)-1-{(S)-1-[(S)-2-Acetylamino-1-(methoxy-methyl-carbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester 、 2-苯并噻唑基锂 以 四氢呋喃 为溶剂， 反应 18.0h， 以21%的产率得到((S)-1-{(S)-1-[(S)-1-(Acetylamino-methyl)-2-benzothiazol-2-yl-2-oxo-ethylcarbamoyl]-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：

  Nα-CBz-β-acetylamino-L-alanine 在 palladium on activated charcoal N-甲基吗啉 、 N-羟基丁二酰亚胺 、 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 ((S)-1-{(S)-1-[(S)-2-Acetylamino-1-(methoxy-methyl-carbamoyl)-ethylcarbamoyl]-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