3-[(2R,3S)-3-((S)-2-{(S)-2-[(S)-2-Amino-3-(oxalyl-amino)-propionylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-2-hydroxy-4-phenyl-butyrylamino]-benzoic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: 3-[(2R,3S)-3-((S)-2-{(S)-2-[(S)-2-Amino-3-(oxalyl-amino)-propionylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-2-hydroxy-4-phenyl-butyrylamino]-benzoic acid
• 英文别名: H-Dap(oxalo)(oxalo)-Val-Leu-bAla(2R-OH,3S-Bn)-3Abz-OH；3-[[(2R,3S)-3-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(oxaloamino)propanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-2-hydroxy-4-phenylbutanoyl]amino]benzoic acid
• 化学式: C₃₃H₄₄N₆O₁₀
• 分子量: 684.747
• InChiKey: DSVYOEPSJURYHQ-WBAQKLHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  49
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  266
• 氢给体数：
  9
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  Fmoc-L-缬氨酸 、 Fmoc-L-亮氨酸 、 间氨基苯甲酸 、 Fmoc-Pns-OH 、 alkaline earth salt of/the/ methylsulfuric acid 生成 3-[(2R,3S)-3-((S)-2-{(S)-2-[(S)-2-Amino-3-(oxalyl-amino)-propionylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-2-hydroxy-4-phenyl-butyrylamino]-benzoic acid
  参考文献：
  名称：

  KMI-358 and KMI-370, highly potent and small-sized BACE1 inhibitors containing phenylnorstatine

  摘要：

  Recently, we reported a novel substrate-based octapeptide BACE1 inhibitor KMI-008 containing hydroxy-methylcarbonyl (HMC) isostere as a transition-state mimic. Using KMI-008 as a lead compound, a small-sized and highly potent BACE I inhibitor KMI-370 (IC50 = 3.4 nM) was designed and synthesized. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.088

文献信息

• Peptide derivatives having beta-secretase inhibitory activity
  申请人：Kiso Yoshiaki

  公开号：US20070004637A1

  公开（公告）日：2007-01-04

  Provided are excellent β-secretase inhibitors, that is, compounds represented by the general formula (1) or prodrugs thereof: wherein A is amino or protected amino; B 1 and B 2 are each a single bond, alkylene of 1 to 3 carbon atoms, or the like; D is a single bond, —NHCO, or the like; E is —COOH, tetrazole ring, or the like; n is an integer of 1 to 3; m is an integer of 1 to 3; G is hydroxyl, a group represented by the general formula (2), or the like: in which Z is —NH, -Asp-Ala-NH—, -Asp-Ala-, -Asp-NH—, or the like; L is a 5-to 10-membered ring optionally containing a heteroatom and/or unsaturated bond; X is —COOH, tetrazole ring, or the like; Y is hydrogen, —COOH, or the like; and k is an integer of 1 to 4; and R 1 , R 2 , and R 3 are each alkyl of 1 to 6 carbon atoms, or the like.
• US7312188B2
  申请人：——

  公开号：US7312188B2

  公开（公告）日：2007-12-25