1-[(1S)-1-[(3aS,6aR)-4-(cyclopropanecarbonyl)-5-oxo-spiro[2,3,3a,6a-tetrahydropyrrolo[3,2-b]pyrrole-6,1'-cyclobutane]-1-carbonyl]-2-methyl-propyl]-3-cyclohexyl-urea | 484698-81-9

• 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: 1-[(1S)-1-[(3aS,6aR)-4-(cyclopropanecarbonyl)-5-oxo-spiro[2,3,3a,6a-tetrahydropyrrolo[3,2-b]pyrrole-6,1'-cyclobutane]-1-carbonyl]-2-methyl-propyl]-3-cyclohexyl-urea
• 英文别名: 1-[(2S)-1-[(3aS,6aR)-4-(cyclopropanecarbonyl)-5-oxospiro[2,3,3a,6a-tetrahydropyrrolo[3,2-b]pyrrole-6,1'-cyclobutane]-1-yl]-3-methyl-1-oxobutan-2-yl]-3-cyclohexylurea
• CAS: 484698-81-9
• 化学式: C₂₅H₃₈N₄O₄
• 分子量: 458.601
• InChiKey: JVMJWUOZTYOUOH-UFYCRDLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  98.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl [1S-(1'-cyclopropanecarbonyl-2'-oxo-hexahydro-(3'aS,6'aR)-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carbonyl)-2-methyl-propyl]-carbamate 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-[(1S)-1-[(3aS,6aR)-4-(cyclopropanecarbonyl)-5-oxo-spiro[2,3,3a,6a-tetrahydropyrrolo[3,2-b]pyrrole-6,1'-cyclobutane]-1-carbonyl]-2-methyl-propyl]-3-cyclohexyl-urea
  参考文献：
  名称：

  Pyrrolidine-5,5-trans-lactams. 2. The Use of X-ray Crystal Structure Data in the Optimization of P3 and P4 Substituents

  摘要：

  [GRAPHICS]In this, the second of two letters, we describe the elaboration of the pyrrolidine-5,5-trans-lactam template to delineate the requirements for optimal substitution of the pyrrolidine and lactam nitrogen atoms. Central to the strategy is the use of rapid iterative synthesis in conjunction with X-ray crystal structure determination of ligand-protein complexes.

  DOI：

  10.1021/ol027014p

文献信息

• Pyrrolidine-5,5-<i>trans</i>-lactams. 4. Incorporation of a P3/P4 Urea Leads to Potent Intracellular Inhibitors of Hepatitis C Virus NS3/4A Protease
  作者：Martin J. Slater、Elizabeth M. Amphlett、David M. Andrews、Paul Bamborough、Seb J. Carey、Martin R. Johnson、Paul S. Jones、Gail Mills、Nigel R. Parry、Donald O'N. Somers,、Alan J. Stewart、Tadeusz Skarzynski

  DOI：10.1021/ol035826v

  日期：2003.11.1

  [reaction: see text] In this, the first of two Letters, we describe how a P3/P4 urea linking unit was used to greatly enhance the biochemical and replicon potency of inhibitors based upon the pyrrolidine-5,5-trans-lactam template. Compound 7b demonstrated a 100 nM IC(50) in the replicon cell-based surrogate HCV assay.
• Pyrrolidine-5,5-<i>trans</i>-lactams. 2. The Use of X-ray Crystal Structure Data in the Optimization of P3 and P4 Substituents
  作者：David M. Andrews、Helene Chaignot、Barry A. Coomber、Andrew C. Good、S. Lucy Hind、Martin R. Johnson、Paul S. Jones、Gail Mills、J. Ed Robinson、Tadeusz Skarzynski、Martin J. Slater、Donald O'N Somers

  DOI：10.1021/ol027014p

  日期：2002.12.1

  [GRAPHICS]In this, the second of two letters, we describe the elaboration of the pyrrolidine-5,5-trans-lactam template to delineate the requirements for optimal substitution of the pyrrolidine and lactam nitrogen atoms. Central to the strategy is the use of rapid iterative synthesis in conjunction with X-ray crystal structure determination of ligand-protein complexes.