(S)-2-((S)-2-((S)-2-amino-4-methylpentanamido)propanamido)-N-hydroxy-5-(3-nitroguanidino)pentanamide | 1208130-58-8

• 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)-2-((S)-2-((S)-2-amino-4-methylpentanamido)propanamido)-N-hydroxy-5-(3-nitroguanidino)pentanamide
• 英文别名: (S)-2-((S)-2-((S)-2-Amino-4-methylpentanamido)propanamido)-N-hydroxy-5-(3-nitroguanidino)pentanamide；(2S)-2-amino-N-[(2S)-1-[[(2S)-1-(hydroxyamino)-5-[[(E)-N'-nitrocarbamimidoyl]amino]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]-4-methylpentanamide
• CAS: 1208130-58-8
• 化学式: C₁₅H₃₀N₈O₆
• 分子量: 418.453
• InChiKey: AFXMMYGEBHALBB-DCAQKATOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  230
• 氢给体数：
  7
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  tert-Butyl (S)-1-((S)-1-((S)-1-(hydroxyamino)-5-(3-nitroguanidino)-1-oxopentan-2-ylamino)-1-oxopropan-2-ylamino)-4-methyl-1-oxopentan-2-ylcarbamate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成 (S)-2-((S)-2-((S)-2-amino-4-methylpentanamido)propanamido)-N-hydroxy-5-(3-nitroguanidino)pentanamide
  参考文献：
  名称：

  Design, synthesis and primary activity assay of bi- or tri-peptide analogues with the scaffold l-arginine as amino-peptidase N/CD13 inhibitors

  摘要：

  A series of bi- or tri-peptide analogues with the scaffold L-arginine were designed, synthesized and evaluated for their inhibitory activities against amino-peptidase N (APN) and metalloproteinase-2 (MMP-2). The primary activity assay showed that all the compounds exhibited higher inhibitory activities against APN than MMP-2. Within this series, compounds C6 and C7 (IC50 = 4.2 and 4.3 mu M) showed comparable APN inhibitory activities with the positive control bestatin (IC50 = 3.8 mu M). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.036

文献信息

• Design, synthesis and primary activity assay of bi- or tri-peptide analogues with the scaffold l-arginine as amino-peptidase N/CD13 inhibitors
  作者：Jiajia Mou、Hao Fang、Yingzi Liu、Luqing Shang、Qiang Wang、Lei Zhang、Wenfang Xu

  DOI：10.1016/j.bmc.2009.11.036

  日期：2010.1

  A series of bi- or tri-peptide analogues with the scaffold L-arginine were designed, synthesized and evaluated for their inhibitory activities against amino-peptidase N (APN) and metalloproteinase-2 (MMP-2). The primary activity assay showed that all the compounds exhibited higher inhibitory activities against APN than MMP-2. Within this series, compounds C6 and C7 (IC50 = 4.2 and 4.3 mu M) showed comparable APN inhibitory activities with the positive control bestatin (IC50 = 3.8 mu M). (C) 2009 Elsevier Ltd. All rights reserved.