sodium (5R)-6-{5H,6H,8H-imidazo[2,1-c][1,4]oxazin-3-ylmethylidene}-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

• ChemBase编号: 162450
• 分子式: C13H10N3NaO4S
• 平均质量: 327.29097
• 单一同位素质量: 327.0289711
• SMILES: C1OCc2n(C1)c(cn2)/C=C/1\[C@@H]2N(C1=O)C(=CS2)C(=O)[O-].[Na+]
• Canonical SMILES: O=C1/C(=C/c2cnc3n2CCOC3)/[C@@H]2N1C(=CS2)C(=O)[O-].[Na+]
• InChI: InChI=1S/C13H11N3O4S.Na/c17-11-8(12-16(11)9(6-21-12)13(18)19)3-7-4-14-10-5-20-2-1-15(7)10;/h3-4,6,12H,1-2,5H2,(H,18,19);/q;+1/p-1/b8-3-;/t12-;/m1./s1
• InChIKey: KQYPOKARFSWFMK-ZDFSRXSCSA-M

名称和登记号

名称

• IUPAC标准名: sodium (5R)-6-{5H,6H,8H-imidazo[2,1-c][1,4]oxazin-3-ylmethylidene}-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• IUPAC传统名: sodium (5R)-6-{5H,6H,8H-imidazo[2,1-c][1,4]oxazin-3-ylmethylidene}-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• 别名: (5R,6Z)-6-[(5,6-Dihydro-8H-imidazo[2,1-c][1,4]oxazin-2-yl)methylene]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid Sodium Salt Hydrate; BLI 489 Hydrate

登记号

• CAS号: 623564-40-9
• PubChem SID: 162256585
• PubChem CID: 71314126

理论计算性质

• Acid pKa: 3.7518432
• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): -2.2635782
• LogD (pH = 7.4): -3.758194
• Log P: -2.0656204
• 摩尔折射率: 86.8934 cm^3
• 极化性: 28.39123 Å^3
• 极化表面积: 87.49 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Yellow Solid
• 熔点: >200°C (dec.)

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - B595825

BLI-489 is a penem β-lactamase inhibitor, which has shown activity against class A, C, and D β-lactamases. BLI-489 is being tested in combination therapy for drug-resistant bacteria.

参考文献

• Maiti, S., et al.: Curr. Med. Chem., 5, 441 (1998)
• Barnaud, G., et al.: Antimicrob. Agents Chemother., 48, 1040 (1998)
• Szabo, D., et al.: J. Clin. Microbiol., 43, 5058 (1998)