(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-(2H5)phenoxyacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase编号: 176264
• 分子式: C16H18N2O5S
• 平均质量: 350.38952
• 单一同位素质量: 350.09364269
• SMILES: [C@H]1(C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)NC(=O)COc1ccccc1
• Canonical SMILES: O=C(N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)COc1ccccc1
• InChI: InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
• InChIKey: BPLBGHOLXOTWMN-MBNYWOFBSA-N

名称和登记号

名称

• IUPAC标准名: (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-(^2H₅)phenoxyacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC传统名: (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-(^2H₅)phenoxyacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 别名: (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenoxy-d5-acetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid; 6-(Phenoxy-d5-acetamido)penicillanic Acid; Phenoxymethylpenicillin-d5; Phenospen-d5; Oracilline-d5; V-Cillin-d5; Penicillin V-d5

登记号

• PubChem SID: 164232174
• PubChem CID: 45040190

理论计算性质

• Acid pKa: 3.390268
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -1.3336357
• LogD (pH = 7.4): -2.6421306
• Log P: 0.7632417
• 摩尔折射率: 85.768 cm^3
• 极化性: 34.092434 Å^3
• 极化表面积: 95.94 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: White Solid
• 熔点: 118-121°C (dec)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - P223502

Antibacterial.

参考文献

• Goldenthal, E.I., et al.: Toxicol. Appl. Pharmacol., 18, 185 (1971)
• Dunham, J.M., et al.: Anal. Profiles Drug Subs., 1, 249 (1971)