N-[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-cyclohexyl-1-oxopropan-2-yl]-3-[[(E)-3-phenylprop-2-enoyl]amino]-1H-1,2,4-triazole-5-carboxamide

• 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: N-[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-cyclohexyl-1-oxopropan-2-yl]-3-[[(E)-3-phenylprop-2-enoyl]amino]-1H-1,2,4-triazole-5-carboxamide
• 化学式: C₃₆H₄₇N₁₁O₅
• 分子量: 713.84
• InChiKey: YAUKIYSZEKDQNW-URFKUNIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  52
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  266
• 氢给体数：
  8
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  Fmoc-L-苯丙氨酸 、 NΑ-FMOC-NΩ-(2,2,5,7,8-五甲基苯并二氢吡喃-6-磺酰基)-L-精氨酸 、 FMOC-Β-环己基-L-丙氨酸 、 5-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1H-1,2,4-triazole-3-carboxylic acid 、 alkaline earth salt of/the/ methylsulfuric acid 生成 N-[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-cyclohexyl-1-oxopropan-2-yl]-3-[[(E)-3-phenylprop-2-enoyl]amino]-1H-1,2,4-triazole-5-carboxamide
  参考文献：
  名称：

  Heterocycle-peptide hybrid compounds. Aminotriazole-containing agonists of the thrombin receptor (PAR-1)

  摘要：

  The thrombin receptor PAR-1 is activated by cl-thrombin to stimulate cells, including platelets, through the tethered-ligand sequence SFLLRN. We have discovered a novel series of heterocycle-peptide hybrids comprised of a tripeptide segment, such as Cha-Arg-Phe, and an N-terminal heterocyclic group, many of which behave as full PAR-1 agonists. Certain compounds with an aminotriazole group, such as 4 and 16, are nearly as potent as SFLLRN-NH2, in inducing platelet aggregation. Also, some arylethenoyl "N-capped" compounds, such as 52 and 57, exhibit mixed PAR-1 agonist-antagonist activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00197-3

文献信息

• Heterocycle-peptide hybrid compounds. Aminotriazole-containing agonists of the thrombin receptor (PAR-1)
  作者：David F. McComsey、Michael J. Hawkins、Patricia Andrade-Gordon、Michael F. Addo、Donna Oksenberg、Bruce E. Maryanoff

  DOI：10.1016/s0960-894x(99)00197-3

  日期：1999.5

  The thrombin receptor PAR-1 is activated by cl-thrombin to stimulate cells, including platelets, through the tethered-ligand sequence SFLLRN. We have discovered a novel series of heterocycle-peptide hybrids comprised of a tripeptide segment, such as Cha-Arg-Phe, and an N-terminal heterocyclic group, many of which behave as full PAR-1 agonists. Certain compounds with an aminotriazole group, such as 4 and 16, are nearly as potent as SFLLRN-NH2, in inducing platelet aggregation. Also, some arylethenoyl "N-capped" compounds, such as 52 and 57, exhibit mixed PAR-1 agonist-antagonist activity. (C) 1999 Elsevier Science Ltd. All rights reserved.