((S)-1-{Benzyloxy-[2-(2-pyridin-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-pentyl)-carbamic acid tert-butyl ester | 666861-90-1

• 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: ((S)-1-{Benzyloxy-[2-(2-pyridin-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-pentyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S)-1-oxo-1-[[3-oxo-3-(2-pyridin-2-ylethylamino)propyl]-phenylmethoxyamino]hexan-2-yl]carbamate
• CAS: 666861-90-1
• 化学式: C₂₈H₄₀N₄O₅
• 分子量: 512.649
• InChiKey: NKAISKQCKQMNTD-DEOSSOPVSA-N

物化性质

• 密度：
  1.131±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  37
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ((S)-1-{Benzyloxy-[2-(2-pyridin-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-pentyl)-carbamic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 生成 ((S)-1-{Hydroxy-[2-(2-pyridin-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-pentyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Peptidyl hydroxamic acids as methionine aminopeptidase inhibitors

  摘要：

  A new class of methionine aminopeptidase (MetAP) inhibitors, which contain an internal hydroxamate (N-acyl-N-alkylhydroxylamine) core as the metal-chelating group, has been designed, synthesized, and tested. The compounds exhibited reversible, competitive inhibition against Escherichia coli MetAP as well as human MetAP-l and MetAP-2. The most potent inhibitor had a K-i value of 2.5 muM and > 20-fold selectivity toward E. coli MAP. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.031
• 作为产物：
  描述：

  3-((benzyloxy)amino)propanoic acid 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 叔-丁基氯甲酸酯 、 三乙胺 作用下， 生成 ((S)-1-{Benzyloxy-[2-(2-pyridin-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-pentyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Peptidyl hydroxamic acids as methionine aminopeptidase inhibitors

  摘要：

  A new class of methionine aminopeptidase (MetAP) inhibitors, which contain an internal hydroxamate (N-acyl-N-alkylhydroxylamine) core as the metal-chelating group, has been designed, synthesized, and tested. The compounds exhibited reversible, competitive inhibition against Escherichia coli MetAP as well as human MetAP-l and MetAP-2. The most potent inhibitor had a K-i value of 2.5 muM and > 20-fold selectivity toward E. coli MAP. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.031