6-fluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase编号: 179807
• 分子式: C17H19F2N3O3
• 平均质量: 351.3478664
• 单一同位素质量: 351.13944792
• SMILES: c1(c(=O)c2c(n(c1)CCF)cc(N1CCN(CC1)C)c(c2)F)C(=O)O
• Canonical SMILES: FCCn1cc(C(=O)O)c(=O)c2c1cc(N1CCN(CC1)C)c(c2)F
• InChI: InChI=1S/C17H19F2N3O3/c1-20-4-6-21(7-5-20)15-9-14-11(8-13(15)19)16(23)12(17(24)25)10-22(14)3-2-18/h8-10H,2-7H2,1H3,(H,24,25)
• InChIKey: QKWMLWIDWFIZHY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-fluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC传统名: 6-fluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 别名: AM-735

登记号

• PubChem SID: 164235717
• PubChem CID: 488261

理论计算性质

• Acid pKa: 5.75085
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 0.60303307
• LogD (pH = 7.4): 0.11040141
• Log P: 0.7875984
• 摩尔折射率: 90.6231 cm^3
• 极化性: 32.769833 Å^3
• 极化表面积: 64.09 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: DNA gyrase inhibitor

产品相关信息

• 应用领域: Antibacterial; Antiseptic

参考文献

• 1. Koga H,Itoh A,Murayama S,Suzue S,Irikura T (1980)
• Structure-activity relationships of antibacterial 6,7- and 7,8-disubstituted 1-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acids.
• Journal of medicinal chemistry 23, 1358-63
• 2. Asahina Y,Araya I,Iwase K,Iinuma F,Hosaka M,Ishizaki T (2005)
• Synthesis and antibacterial activity of the 4-quinolone-3-carboxylic acid derivatives having a trifluoromethyl group as a novel N-1 substituent.
• Journal of medicinal chemistry 48, 3443-6