Levofloxacin
(2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
Molecular Identity
Levofloxacin
(2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
PubChem CID: 149096
Levofloxacin is an optically active form of ofloxacin having (S)-configuration; an inhibitor of bacterial topoisomerase IV and DNA gyrase. It has a role as an antibacterial drug, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, a topoisomerase IV inhibitor and a DNA synthesis inhibitor. It is a 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid, a quinolone antibiotic and a fluoroquinolone antibiotic. It is a conjugate acid of a levofloxacin(1-). It is an enantiomer of a dextrofloxacin.
2D Structure
Properties
C18H20FN3O4
Molecular Formula
361.40
Molecular Weight
g/mol
361.1438
Exact Mass
Da
-0.4
XLogP
Drug-like (Lipinski: < 5)
73.3
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
8
H-Bond Acceptors
634
Complexity
SMILES
Canonical SMILES
SMILES: CC1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)OIsomeric SMILES
SMILES: C[C@H]1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)OSynonyms(20)
LEVOFLOXACIN100986-85-4LevaquinQuixin(-)-OfloxacinIquixCravit(S)-OfloxacinLevofloxacineTavanicLevofloxacinoLevofloxacinumElequineOftaquixL-Ofloxacin
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Levofloxacin
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