((S)-1-{(S)-1-[(S)-2-Benzothiazol-2-yl-2-oxo-1-((S)-2-oxo-pyrrolidin-3-ylmethyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester | 261614-90-8

• 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-Benzothiazol-2-yl-2-oxo-1-((S)-2-oxo-pyrrolidin-3-ylmethyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester
• 英文别名: Cbz-Leu-Phe-Ala((S)-2-oxopyrrolidin-3-yl)-benzothiazol-2-yl；benzyl N-[(2S)-1-[[(2S)-1-[[(2S)-1-(1,3-benzothiazol-2-yl)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
• CAS: 261614-90-8
• 化学式: C₃₇H₄₁N₅O₆S
• 分子量: 683.828
• InChiKey: LEPQCMGOKRPKDH-SYKYGTKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  49
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  184
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ((S)-1-{(S)-1-[(S)-2-Benzothiazol-2-yl-2-oxo-1-((S)-2-oxo-pyrrolidin-3-ylmethyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid benzyl ester 生成 ((S)-1-{(S)-1-[(S)-2-Benzothiazol-2-yl-2-hydroxy-1-((S)-2-oxo-pyrrolidin-3-ylmethyl)-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：

  苄氧羰基-亮氨酰-苯丙氨酸 在 N,N-二异丙基乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.75h， 生成 ((S)-1-{(S)-1-[(S)-2-Benzothiazol-2-yl-2-oxo-1-((S)-2-oxo-pyrrolidin-3-ylmethyl)-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

文献信息

• US6534530B1
  申请人：——

  公开号：US6534530B1

  公开（公告）日：2003-03-18