(2s)-2-Amino-N-[(1s)-1-({(1s)-1-[(4-Methylbenzyl)carbamoyl]-3-Phenylpropyl}carbamoyl)-3-Phenylpropyl]-4-Phenylbutanamide | 1252973-65-1

• 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: (2s)-2-Amino-N-[(1s)-1-({(1s)-1-[(4-Methylbenzyl)carbamoyl]-3-Phenylpropyl}carbamoyl)-3-Phenylpropyl]-4-Phenylbutanamide
• 英文别名: (2S)-2-amino-N-[(2S)-1-[[(2S)-1-[(4-methylphenyl)methylamino]-1-oxo-4-phenylbutan-2-yl]amino]-1-oxo-4-phenylbutan-2-yl]-4-phenylbutanamide
• CAS: 1252973-65-1
• 化学式: C₃₈H₄₄N₄O₃
• 分子量: 604.792
• InChiKey: GHNMGCXFOUDURA-IMKBVMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  45
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  113
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-甲基吡嗪-2-羧酸 、 (2s)-2-Amino-N-[(1s)-1-({(1s)-1-[(4-Methylbenzyl)carbamoyl]-3-Phenylpropyl}carbamoyl)-3-Phenylpropyl]-4-Phenylbutanamide 在 N-甲基吗啉 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 5-methyl-N-((S)-1-((S)-1-((S)-1-(4-methylbenzylamino)-1-oxo-4-phenylbutan-2-ylamino)-1-oxo-4-phenylbutan-2-ylamino)-1-oxo-4-phenylbutan-2-yl)pyrazine-2-carboxamide
  参考文献：
  名称：

  Optimization of a series of dipeptides with a P3 threonine residue as non-covalent inhibitors of the chymotrypsin-like activity of the human 20S proteasome

  摘要：

  Starting from a tripeptide screening hit, a series of dipeptide inhibitors of the proteasome with Thr as the P3 residue has been optimized with the aid of crystal structures in complex with the beta-5/6 active site of y20S. Derivative 25, (beta 5 IC(50) = 7.4 nM) inhibits only the chymotryptic activity of the proteasome, shows cellular activity against targets in the UPS, and inhibits proliferation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.032
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 生成 (2s)-2-Amino-N-[(1s)-1-({(1s)-1-[(4-Methylbenzyl)carbamoyl]-3-Phenylpropyl}carbamoyl)-3-Phenylpropyl]-4-Phenylbutanamide
  参考文献：
  名称：

  Optimization of a series of dipeptides with a P3 threonine residue as non-covalent inhibitors of the chymotrypsin-like activity of the human 20S proteasome

  摘要：

  Starting from a tripeptide screening hit, a series of dipeptide inhibitors of the proteasome with Thr as the P3 residue has been optimized with the aid of crystal structures in complex with the beta-5/6 active site of y20S. Derivative 25, (beta 5 IC(50) = 7.4 nM) inhibits only the chymotryptic activity of the proteasome, shows cellular activity against targets in the UPS, and inhibits proliferation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.032