methyl (2S,3S,4S,5R,6R)-6-{[(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl]methoxy}-3,4,5-tris[(2-methylpropanoyl)oxy]oxane-2-carboxylate

• ChemBase编号: 158810
• 分子式: C33H46N6O10
• 平均质量: 686.75254
• 单一同位素质量: 686.3275417
• SMILES: n1c(nc2c(c1NC1CC1)ncn2[C@H]1C=C[C@H](C1)CO[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C)C(=O)OC)N
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](OC[C@@H]2C=C[C@@H](C2)n2cnc3c2nc(N)nc3NC2CC2)[C@H]([C@H]([C@@H]1OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C
• InChI: InChI=1S/C33H46N6O10/c1-15(2)28(40)46-22-23(47-29(41)16(3)4)25(48-30(42)17(5)6)32(49-24(22)31(43)44-7)45-13-18-8-11-20(12-18)39-14-35-21-26(36-19-9-10-19)37-33(34)38-27(21)39/h8,11,14-20,22-25,32H,9-10,12-13H2,1-7H3,(H3,34,36,37,38)/t18-,20+,22+,23+,24+,25-,32-/m1/s1
• InChIKey: SPSNBAFTMODFDQ-GMORXOETSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,3S,4S,5R,6R)-6-{[(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl]methoxy}-3,4,5-tris[(2-methylpropanoyl)oxy]oxane-2-carboxylate
• IUPAC传统名: methyl (2S,3S,4S,5R,6R)-6-{[(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methoxy}-3,4,5-tris[(2-methylpropanoyl)oxy]oxane-2-carboxylate
• 别名: Abacavir 5'-(2,3,4-Tri-O-isobytyryl)-β-D-glucuronic Acid Methyl Ester

登记号

• PubChem SID: 162252945
• PubChem CID: 71312695

理论计算性质

• Acid pKa: 16.684969
• 质子受体: 11
• 质子供体: 2
• LogD (pH = 5.5): 4.1358566
• LogD (pH = 7.4): 4.136047
• Log P: 4.1360493
• 摩尔折射率: 174.7316 cm^3
• 极化性: 68.24431 Å^3
• 极化表面积: 205.31 Å^2
• 可自由旋转的化学键: 17
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; DMSO; Methanol
• 外观: Off-White Solid

详细说明

Toronto Research Chemicals - A105030

An intermediate in the preparation of Abacavir metabolites