(2R)-2-amino-N-[(2R)-5-(diaminomethylideneamino)-1-phenylpentan-2-yl]-3-(4-fluorophenyl)propanamide | 1017540-69-0

• 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: (2R)-2-amino-N-[(2R)-5-(diaminomethylideneamino)-1-phenylpentan-2-yl]-3-(4-fluorophenyl)propanamide
• CAS: 1017540-69-0
• 化学式: C₂₁H₂₈FN₅O
• 分子量: 385.485
• InChiKey: FWXWLUZMESYEFC-RTBURBONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  120
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以99%的产率得到(2R)-2-amino-N-[(2R)-5-(diaminomethylideneamino)-1-phenylpentan-2-yl]-3-(4-fluorophenyl)propanamide
  参考文献：
  名称：

  Synthesis and biological activity of novel peptide mimetics as melanocortin receptor agonists

  摘要：

  A series of novel peptidomimetic analogs was prepared containing cyclohexyl, phenyl, or heterocyclic groups to ostensibly orient the guanidine or mimic of an arginine in a putative melanocortin receptor ligand pharmacophore. Some binding affinity at the melanocortin receptors MC3 and MC4 was noted. In silico docking also indicated that the relative positions of the hydrogen-bonding sites and hydrophobic regions of the compounds are reasonably well matched to the receptor-binding site. This may present a lead entry into a selective series Of MC4R agonists. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.109

文献信息

• Synthesis and biological activity of novel peptide mimetics as melanocortin receptor agonists
  作者：Xue-Wei Liu、Jimei Ma、Anny-Odile Colson、Doreen Cross Doersen、Frank H. Ebetino

  DOI：10.1016/j.bmcl.2007.11.109

  日期：2008.2

  A series of novel peptidomimetic analogs was prepared containing cyclohexyl, phenyl, or heterocyclic groups to ostensibly orient the guanidine or mimic of an arginine in a putative melanocortin receptor ligand pharmacophore. Some binding affinity at the melanocortin receptors MC3 and MC4 was noted. In silico docking also indicated that the relative positions of the hydrogen-bonding sites and hydrophobic regions of the compounds are reasonably well matched to the receptor-binding site. This may present a lead entry into a selective series Of MC4R agonists. (C) 2007 Elsevier Ltd. All rights reserved.