methyl (2S)-2-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[11,17,23-tris[[2-[[(2S)-3-(1H-indol-3-yl)-1-[[(2S)-1-[[(2S)-1-methoxy-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]carbamoyl]-25,26,27,28-tetrapropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5-carbonyl]amino]acetyl]amino]propanoyl]amino]propanoyl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoate | 849687-03-2

• 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: methyl (2S)-2-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[11,17,23-tris[[2-[[(2S)-3-(1H-indol-3-yl)-1-[[(2S)-1-[[(2S)-1-methoxy-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]carbamoyl]-25,26,27,28-tetrapropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5-carbonyl]amino]acetyl]amino]propanoyl]amino]propanoyl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoate
• CAS: 849687-03-2
• 化学式: C₁₆₄H₁₉₆N₂₀O₃₂
• 分子量: 2959.48
• InChiKey: KTZMTEHPDUGTRR-WPYZZCBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.9
• 重原子数：
  216
• 可旋转键数：
  76
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  708
• 氢给体数：
  20
• 氢受体数：
  32

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[11,17,23-tris[[2-[[(2S)-3-(1H-indol-3-yl)-1-[[(2S)-1-[[(2S)-1-methoxy-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]carbamoyl]-25,26,27,28-tetrapropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5-carbonyl]amino]acetyl]amino]propanoyl]amino]propanoyl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoate 在 lithium hydroxide 、 乙醇 作用下， 反应 12.0h， 生成 (2S)-2-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[11,17,23-tris[[2-[[(2S)-1-[[(2S)-1-[[(1S)-1-carboxy-2-[4-[(2-methylpropan-2-yl)oxy]phenyl]ethyl]amino]-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]carbamoyl]-25,26,27,28-tetrapropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5-carbonyl]amino]acetyl]amino]propanoyl]amino]propanoyl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoic acid
  参考文献：
  名称：

  Transglutaminase surface recognition by peptidocalix[4]arene diversomers

  摘要：

  A series of N-linked tetrakis(tetrapeptido)calix[4]arene diversomers, 3A-P, has been synthesized by Coupling of a cone calix[4]arene tetracarboxylic acid chloride with tetrapeptides 1A-P obtained in a parallel fashion. The inhibition activity of 3A-P towards tissue and microbial transglutaminase was evaluated by in vitro assays with a labeled substrate. Kinetic analysis using one of the most active derivatives (3A) showed a noncompetitive inhibition with respect to the amino acceptor Substrate and an uncompetitive inhibition with respect to amino donor substrate. Experimental results are in accordance with ail inhibition due to a protein specific surface recognition on a region noncomprising the enzyme active site. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.078
• 作为产物：
  描述：

  tetrapropoxycalix[4]arene tetracarboxylic acid chloride 、 HGlyTrpAlaTyr(tBu)OMe 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl (2S)-2-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[[2-[[11,17,23-tris[[2-[[(2S)-3-(1H-indol-3-yl)-1-[[(2S)-1-[[(2S)-1-methoxy-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]carbamoyl]-25,26,27,28-tetrapropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5-carbonyl]amino]acetyl]amino]propanoyl]amino]propanoyl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoate
  参考文献：
  名称：

  Transglutaminase surface recognition by peptidocalix[4]arene diversomers

  摘要：

  A series of N-linked tetrakis(tetrapeptido)calix[4]arene diversomers, 3A-P, has been synthesized by Coupling of a cone calix[4]arene tetracarboxylic acid chloride with tetrapeptides 1A-P obtained in a parallel fashion. The inhibition activity of 3A-P towards tissue and microbial transglutaminase was evaluated by in vitro assays with a labeled substrate. Kinetic analysis using one of the most active derivatives (3A) showed a noncompetitive inhibition with respect to the amino acceptor Substrate and an uncompetitive inhibition with respect to amino donor substrate. Experimental results are in accordance with ail inhibition due to a protein specific surface recognition on a region noncomprising the enzyme active site. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.078