(2R)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^{5,13}]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

• ChemBase编号: 2739
• 分子式: C18H20FN3O4
• 平均质量: 361.3675032
• 单一同位素质量: 361.14378436
• SMILES: C[C@@H]1COc2c(N3CCN(C)CC3)c(F)cc3c2n1cc(C(=O)O)c3=O
• Canonical SMILES: CN1CCN(CC1)c1c(F)cc2c3c1OC[C@H](n3cc(c2=O)C(=O)O)C
• InChI: InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m1/s1
• InChIKey: GSDSWSVVBLHKDQ-SNVBAGLBSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^{5,13}]trideca-5(13),6,8,11-tetraene-11-carboxylic acid; (2R)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• IUPAC传统名: @dextrofloxacine; dextrofloxacine
• 别名: Dextrofloxacine; (2R)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^{5,13}]trideca-5(13),6,8,11-tetraene-11-carboxylic acid; (3R)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid; (+)-Ofloxacin; (R)-(+)-Ofloxacin; D-Ofloxacin; DR 3354; d-Levofloxacin; (R)-Ofloxacin

登记号

• CAS号: 100986-86-5
• MDL号: MFCD00869643
• PubChem SID: 160966187; 46506037
• PubChem CID: 452723

理论计算性质

JChem

• Acid pKa: 5.4470572
• 质子受体: 7
• 质子供体: 1
• LogD (pH = 5.5): 0.616237
• LogD (pH = 7.4): -0.2825112
• Log P: 0.65427977
• 摩尔折射率: 94.9359 cm^3
• 极化性: 34.82272 Å^3
• 极化表面积: 73.32 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -0.02
• LOG S: -2.4
• 溶解度: 1.44e+00 g/l

分子性质

理化性质

• 疏水性(logP): -0.508

产品相关信息

• 纯度: 95%

详细说明

DrugBank - DB03034

• Drug Groups: experimental
• Description: A synthetic fluoroquinolone (FLUOROQUINOLONES) antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION. [PubChem]

Toronto Research Chemicals - O245740

Fluorinated quinolone antibacterial. An enantiomer of Levofloxacin (L360000).

参考文献

• Hwangbo, H.J. et al.: Eur. J. Pharmac. Sci., 18, 197 (203)
• Gascon, A.R. et al.: J. Clin. Pharmacol, 40, 869 (203)
• Monk, J.P., et al.: Drugs, 33, 346 (203)
• Drlica, K., Curr. Opin. Microbiol. 2, 504 (203)