Bz-Nle-Lys-Arg-Arg-H

• 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: Bz-Nle-Lys-Arg-Arg-H
• 英文别名: N-[(2S)-1-[[(2S)-6-amino-1-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxohexan-2-yl]benzamide
• 化学式: C₃₁H₅₃N₁₁O₅
• 分子量: 659.833
• InChiKey: SYXUZVGQAZAZDV-QORCZRPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  47
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  288
• 氢给体数：
  9
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸 、 苯甲酰氯 、 芴甲氧羰酰基正亮氨酸 、 Fmoc-Pbf-L-精氨酸 生成 Bz-Nle-Lys-Arg-Arg-H
  参考文献：
  名称：

  Peptide inhibitors of dengue virus NS3 protease. Part 2: SAR study of tetrapeptide aldehyde inhibitors

  摘要：

  With the aim of discovering potent and selective dengue NS3 protease inhibitors, we systematically synthesized and evaluated a series of tetrapeptide aldehydes based on lead aldehyde 1 (Bz-Nle-Lys-Arg-Arg-H, K-i = 5.8 mu M). In general, we observe that interactions of P, side chain are more important than P, followed by P-3 and P-4. Tripeptide and dipeptide aldehyde inhibitors also show low micromolar activity. Additionally, an effective non-basic, uncharged replacement of P-1 Arg is identified. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.049

文献信息

• Peptide inhibitors of dengue virus NS3 protease. Part 2: SAR study of tetrapeptide aldehyde inhibitors
  作者：Zheng Yin、Sejal J. Patel、Wei-Ling Wang、Wai-Ling Chan、K.R. Ranga Rao、Gang Wang、Xinyi Ngew、Viral Patel、David Beer、John E. Knox、Ngai Ling Ma、Claus Ehrhardt、Siew Pheng Lim、Subhash G. Vasudevan、Thomas H. Keller

  DOI：10.1016/j.bmcl.2005.09.049

  日期：2006.1

  With the aim of discovering potent and selective dengue NS3 protease inhibitors, we systematically synthesized and evaluated a series of tetrapeptide aldehydes based on lead aldehyde 1 (Bz-Nle-Lys-Arg-Arg-H, K-i = 5.8 mu M). In general, we observe that interactions of P, side chain are more important than P, followed by P-3 and P-4. Tripeptide and dipeptide aldehyde inhibitors also show low micromolar activity. Additionally, an effective non-basic, uncharged replacement of P-1 Arg is identified. (c) 2005 Elsevier Ltd. All rights reserved.