{(1R,2R)-1-[2-(4-Carbamimidoyl-benzylcarbamoyl)-indan-2-ylcarbamoyl]-2-methyl-butylamino}-acetic acid

• 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: {(1R,2R)-1-[2-(4-Carbamimidoyl-benzylcarbamoyl)-indan-2-ylcarbamoyl]-2-methyl-butylamino}-acetic acid
• 英文别名: 2-[[(2R,3R)-1-[[2-[(4-carbamimidoylphenyl)methylcarbamoyl]-1,3-dihydroinden-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]acetic acid
• 化学式: C₂₆H₃₃N₅O₄
• 分子量: 479.579
• InChiKey: BMHWULFZWCMRCG-OPAMFIHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  157
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Boc-D-异亮氨酸 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氢气 、 potassium carbonate 、 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 {(1R,2R)-1-[2-(4-Carbamimidoyl-benzylcarbamoyl)-indan-2-ylcarbamoyl]-2-methyl-butylamino}-acetic acid
  参考文献：
  名称：

  Low Molecular Weight Activated Protein C Inhibitors as a Potential Treatment for Hemophilic Disorders

  摘要：

  The synthesis and evaluation of inhibitors of activated protein C (aPC) are reported. This serine protease is partly responsible for the degradation of factor VIIIa, involved in the regulation of bleeding in hemophilia A. Benzamidine-containing derivatives were found to be potent aPC inhibitors, some of them showing selectivity against the procoagulant protease thrombin. Moreover, compound 1 significantly restored the generation of thrombin in hemophiliac plasma.

  DOI：

  10.1021/jm0606950

文献信息

• Low Molecular Weight Activated Protein C Inhibitors as a Potential Treatment for Hemophilic Disorders
  作者：Guillaume De Nanteuil、Philippe Gloanec、Suzette Béguin、Peter L. A. Giesen、H. Coenraad Hemker、Philippe Mennecier、Alain Rupin、Tony J. Verbeuren

  DOI：10.1021/jm0606950

  日期：2006.8.1

  The synthesis and evaluation of inhibitors of activated protein C (aPC) are reported. This serine protease is partly responsible for the degradation of factor VIIIa, involved in the regulation of bleeding in hemophilia A. Benzamidine-containing derivatives were found to be potent aPC inhibitors, some of them showing selectivity against the procoagulant protease thrombin. Moreover, compound 1 significantly restored the generation of thrombin in hemophiliac plasma.