(R)-2-Benzyloxycarbonylamino-4-(carboxymethyl-cyclopentyl-carbamoyl)-butyric acid | 97975-52-5

• 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: (R)-2-Benzyloxycarbonylamino-4-(carboxymethyl-cyclopentyl-carbamoyl)-butyric acid
• 英文别名: 2-Benzyloxycarbonylamino-4-(carboxymethyl-cyclopentyl-carbamoyl)-butyric acid；(2R)-5-[carboxymethyl(cyclopentyl)amino]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid
• CAS: 97975-52-5
• 化学式: C₂₀H₂₆N₂O₇
• 分子量: 406.436
• InChiKey: OKPYAQJZAJXDOH-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  [(3R)-四氢-2,6-二氧代-2H-吡喃-3-基]-氨基甲酸苯基甲基 、 (RS)-Cyclopentylglycine hydrochloride 在 吡啶 作用下， 反应 5.0h， 生成 (R)-2-Benzyloxycarbonylamino-4-(carboxymethyl-cyclopentyl-carbamoyl)-butyric acid
  参考文献：
  名称：

  Angiotensin converting enzyme inhibitors: N-substituted D-glutamic acid .gamma.-dipeptides

  摘要：

  The preparation of two series of N-carbobenzoxy-gamma-D-glutamyl secondary 2S amino acids and (N-substituted gamma-D-glutamyl)indoline-2(S)-carboxylic acid dipeptides is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship is discussed. Oral and iv inhibition of AI pressor response in vivo of selected compounds in Table II is also discussed. The most potent compounds in vitro, 3 and 6a, had an ACE IC50 of 7 and 2.7 X 10(-9) M, respectively.

  DOI：

  10.1021/jm00149a011

文献信息

• Angiotensin converting enzyme inhibitors: N-substituted D-glutamic acid .gamma.-dipeptides
  作者：Gary M. Ksander、Andrew M. Yuan、Clive G. Diefenbacher、James L. Stanton

  DOI：10.1021/jm00149a011

  日期：1985.11

  The preparation of two series of N-carbobenzoxy-gamma-D-glutamyl secondary 2S amino acids and (N-substituted gamma-D-glutamyl)indoline-2(S)-carboxylic acid dipeptides is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship is discussed. Oral and iv inhibition of AI pressor response in vivo of selected compounds in Table II is also discussed. The most potent compounds in vitro, 3 and 6a, had an ACE IC50 of 7 and 2.7 X 10(-9) M, respectively.