(S)-2-((1-(((S)-1-(benzyloxy)-1-oxo-3-(4-phenyloxazol-2-yl)propan-2-yl)carbamoyl)cyclopentyl)methyl)-4-methoxybutanoic acid | 1312310-74-9

• 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: (S)-2-((1-(((S)-1-(benzyloxy)-1-oxo-3-(4-phenyloxazol-2-yl)propan-2-yl)carbamoyl)cyclopentyl)methyl)-4-methoxybutanoic acid
• CAS: 1312310-74-9
• 化学式: C₃₁H₃₆N₂O₇
• 分子量: 548.636
• InChiKey: OWKWTBRQKLFQNQ-RPBOFIJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  40.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  127.96
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((1-(((S)-1-(benzyloxy)-1-oxo-3-(4-phenyloxazol-2-yl)propan-2-yl)carbamoyl)cyclopentyl)methyl)-4-methoxybutanoic acid 在 水 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 (2S)-2-{1-[(1S)-1-carboxy-2-(4-phenyl-oxazol-2-yl)-ethylcarbamoyl]-cyclopentylmethyl}-4-methoxy-butyric acid
  参考文献：
  名称：

  Synthesis and evaluation of heteroarylalanine diacids as potent and selective neutral endopeptidase inhibitors

  摘要：

  Heteroarylalanine derivatives 4 were designed as potential inhibitors of neutral endopeptidase (NEP EC 3.4.24.11). Selectivity over other zinc metalloproteinases was explored through occupation of the S2' sub-site within NEP. Structural optimisation led to the identification of 5-phenyl oxazole 4f, a potent and selective NEP inhibitor. A crystal structure of the inhibitor bound complex is reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.109
• 作为产物：
  描述：

  在 N-甲基吗啉 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三苯基膦 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-2-((1-(((S)-1-(benzyloxy)-1-oxo-3-(4-phenyloxazol-2-yl)propan-2-yl)carbamoyl)cyclopentyl)methyl)-4-methoxybutanoic acid
  参考文献：
  名称：

  Synthesis and evaluation of heteroarylalanine diacids as potent and selective neutral endopeptidase inhibitors

  摘要：

  Heteroarylalanine derivatives 4 were designed as potential inhibitors of neutral endopeptidase (NEP EC 3.4.24.11). Selectivity over other zinc metalloproteinases was explored through occupation of the S2' sub-site within NEP. Structural optimisation led to the identification of 5-phenyl oxazole 4f, a potent and selective NEP inhibitor. A crystal structure of the inhibitor bound complex is reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.109