1-cyclopropyl-6-fluoro-8-methoxy-7-[3-methyl(2,2,5,5-2H4)piperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 169581
• Molecular Formular: C19H22FN3O4
• Molecular Mass: 375.3940832
• Monoisotopic Mass: 375.15943442
• SMILES: c1(c(c(cc2c1n(cc(c2=O)C(=O)O)C1CC1)F)N1CC(NCC1)C)OC
• Canonical SMILES: COc1c(N2CCNC(C2)C)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1
• InChI: InChI=1S/C19H22FN3O4/c1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26/h7,9-11,21H,3-6,8H2,1-2H3,(H,25,26)
• InChIKey: XUBOMFCQGDBHNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6-fluoro-8-methoxy-7-[3-methyl(2,2,5,5-^2H₄)piperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-6-fluoro-8-methoxy-7-[3-methyl(2,2,5,5-^2H₄)piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl-d4)-4-oxo-3-quinolinecarboxylic Acid; Tequin-d4; Zymar-d4; Gatifloxacin-d4

Database IDs

• CAS Number: 1190043-25-4
• PubChem SID: 162263713
• PubChem CID: 57347562

CALCULATED PROPERTIES

• Acid pKa: 5.685334
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.87816894
• LogD (pH = 7.4): -0.580783
• Log P: -0.58031964
• Molar Refractivity: 98.8214 cm^3
• Polarizability: 36.647964 Å^3
• Polar Surface Area: 82.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 175-177°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - G250002

An antibacterial.

REFERENCES

• Bauernfeind, A.: J. Antimicro. Chemother., 40, 639 (1997)
• Fukuda, H., et al.: Antimicrob. Ag. Chemother., 42, 1917 (1997)