(2R,3R,4R,5S,6R)-6-[(4-{[(4-fluorophenyl)methyl]carbamoyl}-1-(2H3)methyl-2-{2-[(5-methyl-1,3,4-oxadiazol-2-yl)formamido]propan-2-yl}-6-oxo-1,6-dihydropyrimidin-5-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 177335
• 分子式: C26H29FN6O11
• 平均质量: 620.5404632
• 单一同位素质量: 620.187834
• SMILES: O1[C@@H]([C@@H]([C@@H]([C@H]([C@H]1C(=O)O)O)O)O)Oc1c(=O)n(c(nc1C(=O)NCc1ccc(cc1)F)C(NC(=O)c1nnc(o1)C)(C)C)C
• Canonical SMILES: OC(=O)[C@H]1O[C@H](Oc2c(nc(n(c2=O)C)C(NC(=O)c2nnc(o2)C)(C)C)C(=O)NCc2ccc(cc2)F)[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C26H29FN6O11/c1-10-31-32-21(42-10)20(38)30-26(2,3)25-29-13(19(37)28-9-11-5-7-12(27)8-6-11)17(22(39)33(25)4)43-24-16(36)14(34)15(35)18(44-24)23(40)41/h5-8,14-16,18,24,34-36H,9H2,1-4H3,(H,28,37)(H,30,38)(H,40,41)/t14-,15-,16+,18-,24+/m1/s1
• InChIKey: DNIJULFVNPGGMF-HCXUMTCYSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5S,6R)-6-[(4-{[(4-fluorophenyl)methyl]carbamoyl}-1-(^2H₃)methyl-2-{2-[(5-methyl-1,3,4-oxadiazol-2-yl)formamido]propan-2-yl}-6-oxo-1,6-dihydropyrimidin-5-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2R,3R,4R,5S,6R)-6-[(4-{[(4-fluorophenyl)methyl]carbamoyl}-1-(^2H₃)methyl-2-{2-[(5-methyl-1,3,4-oxadiazol-2-yl)formamido]propan-2-yl}-6-oxopyrimidin-5-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 4-[[[(4-Fluorophenyl)methyl]amino]carbonyl]-1,6-dihydro-1-methyl-2-[1-methyl-1-[[(5-methyl-1,3,4-oxadiazol-2-yl)carbonyl]amino]ethyl]-6-oxopyrimidin-5-yl-d3 β-D-Glucopyranosiduronic Acid; Raltegravir-d3 β-D-Glucuronide

登记号

• PubChem SID: 164233245
• PubChem CID: 71751954

理论计算性质

• Acid pKa: 3.1407545
• 质子受体: 13
• 质子供体: 6
• LogD (pH = 5.5): -4.70184
• LogD (pH = 7.4): -5.8244023
• Log P: -2.3690867
• 摩尔折射率: 144.8724 cm^3
• 极化性: 54.584618 Å^3
• 极化表面积: 246.24 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol
• 外观: White Solid
• 熔点: 142-144°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - R100312

A labelled metabolite of Raltegravir.

参考文献

• Bosma, P., et al.: J. Biol. Chem., 269, 17960 (1994)
• Richman, D., et al.: Nature, 410, 995 (1994)
• Williams, J., et al.: Drug Metab. Dispos., 32, 1201 (1994)
• Miners, J., et al.: Biochem. Pharmacol., 71, 1531 (1994)