(2S)-2-aminobutanedioic acid; 1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 172369
• Molecular Formular: C21H26F2N4O7
• Molecular Mass: 484.4505464
• Monoisotopic Mass: 484.17695563
• SMILES: C([C@H](N)C(=O)O)C(=O)O.c12c(c(=O)c(cn1CC)C(=O)O)cc(c(c2F)N1CCNC(C1)C)F
• Canonical SMILES: OC(=O)C[C@@H](C(=O)O)N.CCn1cc(C(=O)O)c(=O)c2c1c(F)c(N1CCNC(C1)C)c(c2)F
• InChI: InChI=1S/C17H19F2N3O3.C4H7NO4/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22;5-2(4(8)9)1-3(6)7/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25);2H,1,5H2,(H,6,7)(H,8,9)/t;2-/m.0/s1
• InChIKey: YCOJCBAVYZZKRS-WNQIDUERSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-aminobutanedioic acid; 1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: L-aspartic acid; lomefloxacin
• Synonyms: 1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid L-Aspartate; 1-Ethyl-6,8-difluoro-7-(3-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-3-quinoline carboxylic Acid L-Aspartate; DM 10 L-Aspartate; SC 47111A L-Aspartate; Lomefloxacin Aspartate

Database IDs

• CAS Number: 211690-33-4
• PubChem SID: 164228279
• PubChem CID: 46911850

CALCULATED PROPERTIES

• Acid pKa: 5.6432548
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.67024356
• LogD (pH = 7.4): -0.392002
• Log P: -0.3897759
• Molar Refractivity: 90.112 cm^3
• Polarizability: 32.745754 Å^3
• Polar Surface Area: 72.88 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L469410

Lomefloxacin is a fluorinated quinolone antibacterial. Lomefloxacin is a DNA gyrase antagonist.

REFERENCES

• Hirose, T., et al.: Antimicrob. Agents Chemother., 31, 854 (1987)
• Sanzgiri, Y.D.. et al.: Anal. Profiles Drug Subs. Excip. 23, 321 (1987)