5-[(2R)-5-cyclohexyl-1-(hydroxycarbamoyl)pentan-2-yl]-1,2,4-oxadiazole-3-carboxamide

• ChemBase编号: 72910
• 分子式: C15H24N4O4
• 平均质量: 324.37546
• 单一同位素质量: 324.17975527
• SMILES: C1C(CCCC1)CCC[C@@H](c1nc(no1)C(=O)N)CC(=O)NO
• Canonical SMILES: ONC(=O)C[C@H](c1onc(n1)C(=O)N)CCCC1CCCCC1
• InChI: InChI=1S/C15H24N4O4/c16-13(21)14-17-15(23-19-14)11(9-12(20)18-22)8-4-7-10-5-2-1-3-6-10/h10-11,22H,1-9H2,(H2,16,21)(H,18,20)/t11-/m1/s1
• InChIKey: ARJCBSRIPGJMAD-LLVKDONJSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(2R)-5-cyclohexyl-1-(hydroxycarbamoyl)pentan-2-yl]-1,2,4-oxadiazole-3-carboxamide
• IUPAC传统名: 5-[(2R)-5-cyclohexyl-1-(hydroxycarbamoyl)pentan-2-yl]-1,2,4-oxadiazole-3-carboxamide
• 别名: 5-[(1R)-4-Cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl]-1,2,4-oxadiazole-3-carboxamide; UK 383367; PF-04171426; UK-383367; 5-{(1R)-4-Cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazole-3-carboxamide; (βR)-3-(Aminocarbonyl)-β-(3-cyclohexylpropyl)-N-hydroxy-1,2,4-oxadiazole-5-propanamide; UK-383,367; UK-383367; UK 383367

登记号

• CAS号: 348622-88-8
• PubChem SID: 162037830
• PubChem CID: 9818682

理论计算性质

• Acid pKa: 8.899457
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 1.6708186
• LogD (pH = 7.4): 1.6575282
• Log P: 1.6709907
• 摩尔折射率: 83.8621 cm^3
• 极化性: 31.617924 Å^3
• 极化表面积: 131.34 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >30 mg/mL
• 外观: white to off-white powder
• 比旋光度: [α]/D ≥15°, c = 0.5 in methanol

安全信息

• 保存条件: -20°C
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 保存温度: room temp

药理学性质

• 作用靶点: Procollagen C Proteinase

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C15H24N4O4

详细说明

Selleck Chemicals - S2224

Related research area: Cancer

Sigma Aldrich - PZ0156

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
UK-383,367 is a procollagen C-proteinase (PCP) inhibitor.

Toronto Research Chemicals - U700600

Potent and selective nonpeptidic inhibitor of procollagen C-proteinase (PCP) inhibitor. A potential dermal anti-scarring agent.

参考文献

• Allan GA et al. Xenobiotica. 2006 May; 36(5):399-418.
• Fish, P.V. et al.: J. Med. Chem., 50, 3442 (2007)
• Allan, G.A. et al.: Xenobiotica, 36, 399 (2007)
• Bailey, S. et al.: Biorog. Med. Chem. Lett., 18, 6562 (2007)