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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2)transporters (2) Show 4 proteins XML

enzymes (2)transporters (2) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:52 UTC

HMDB ID

HMDB0015113

Secondary Accession Numbers

HMDB15113

Metabolite Identification

Common Name

Lomefloxacin

Description

Lomefloxacin is only found in individuals that have used or taken this drug. It is a fluoroquinolone antibiotic, used to treat bacterial infections including bronchitis and urinary tract infections. It is also used to prevent urinary tract infections prior to surgery.Lomefloxacin is a bactericidal fluoroquinolone agent with activity against a wide range of gram-negative and gram-positive organisms. The bactericidal action of lomefloxacin results from interference with the activity of the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase appears to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV appears to be the preferential target in gram-positive organisms. Interference with these two topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. As a result DNA replication and transcription is inhibited.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0015113
     RDKit          3D
Lomefloxacin
 44 46  0  0  0  0  0  0  0  0999 V2000
    1.7998   -2.7148   -1.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320   -2.4545   -0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6148   -1.0722   -0.1865 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041   -0.6766   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400    0.6051   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7412    0.9559   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6178    0.1110   -0.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1512    2.2401    0.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4265    1.5604    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    2.7655    0.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031    1.1882    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    2.1807    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386    1.8486    0.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0219    2.8047    1.2616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5173    0.5549    0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8887    0.1520    0.7255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521   -0.3485    1.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312   -1.0671    1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6829   -0.1953    1.0018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1035    0.7496    0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756    1.0847   -1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812    0.2340   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.4349    0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0179   -1.6867    0.0041 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185   -0.1206    0.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996   -3.0746   -2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9896   -3.4921   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4027   -1.7825   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6850   -2.9482    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385   -3.0136   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6311   -1.4532   -0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9840    2.6716   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371    3.1843    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854   -1.0605    2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.5255    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1657   -1.3868    2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -2.0078    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2901    0.3075    1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8704    1.7039    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1077    0.9671   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9302    2.1134   -1.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.3054   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809    0.9444   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -0.7679   -0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 23 25  2  0
 25  3  1  0
 25 11  1  0
 22 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  8 32  1  0
 12 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

978
  Mrv0541 02231215092D          

 25 27  0  0  1  0            999 V2000
    4.9508   -1.0455    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219    1.4295    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3933    2.2830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793    1.0397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8600    2.2744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -0.2205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929   -1.0455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4028   -0.2492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929   -0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508   -0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    0.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508    1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3933   -1.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4028    1.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1504    0.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1504    1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1029   -1.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8632    1.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  2 17  1  0  0  0  0
  3 21  2  0  0  0  0
  4 25  1  0  0  0  0
  5 25  2  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  0  0  0  0
  8 16  1  0  0  0  0
  8 20  1  0  0  0  0
  8 22  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 11 12  1  0  0  0  0
 13 15  1  0  0  0  0
 13 17  2  0  0  0  0
 15 16  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 19  2  0  0  0  0
 18 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015113

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C17H19F2N3O3/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/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25)

> <INCHI_KEY>
ZEKZLJVOYLTDKK-UHFFFAOYSA-N

> <FORMULA>
C17H19F2N3O3

> <MOLECULAR_WEIGHT>
351.3479

> <EXACT_MASS>
351.139447899

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
34.79721782595669

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

> <ALOGPS_LOGP>
-0.00

> <JCHEM_LOGP>
-0.38977589433377624

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.643254803392478

> <JCHEM_PKA_STRONGEST_BASIC>
8.69662158469314

> <JCHEM_POLAR_SURFACE_AREA>
72.88

> <JCHEM_REFRACTIVITY>
90.11200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lomefloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015113
     RDKit          3D
Lomefloxacin
 44 46  0  0  0  0  0  0  0  0999 V2000
    1.7998   -2.7148   -1.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320   -2.4545   -0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6148   -1.0722   -0.1865 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041   -0.6766   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400    0.6051   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7412    0.9559   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6178    0.1110   -0.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1512    2.2401    0.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4265    1.5604    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    2.7655    0.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031    1.1882    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    2.1807    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386    1.8486    0.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0219    2.8047    1.2616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5173    0.5549    0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8887    0.1520    0.7255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521   -0.3485    1.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312   -1.0671    1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6829   -0.1953    1.0018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1035    0.7496    0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756    1.0847   -1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812    0.2340   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.4349    0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0179   -1.6867    0.0041 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185   -0.1206    0.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996   -3.0746   -2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9896   -3.4921   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4027   -1.7825   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6850   -2.9482    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385   -3.0136   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6311   -1.4532   -0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9840    2.6716   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371    3.1843    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854   -1.0605    2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.5255    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1657   -1.3868    2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -2.0078    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2901    0.3075    1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8704    1.7039    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1077    0.9671   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9302    2.1134   -1.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.3054   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809    0.9444   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -0.7679   -0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 23 25  2  0
 25  3  1  0
 25 11  1  0
 22 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  8 32  1  0
 12 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 978                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       9.241  -1.952   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0       6.574   2.668   0.000  0.00  0.00           F+0
HETATM    3  O   UNK     0      11.934   4.262   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.015   1.941   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      14.672   4.246   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       6.574  -0.412   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       3.907  -1.952   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      11.952  -0.465   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.241  -2.722   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.574  -1.952   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.241   0.358   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.907  -0.412   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.908   0.358   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.241  -4.262   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.241  -0.412   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.575   0.358   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.908   1.898   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.575   1.898   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.241   2.668   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.934  -2.005   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.952   2.722   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.347   0.326   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.347   1.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.259  -2.790   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.678   2.706   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   17                                                            
CONECT    3   21                                                            
CONECT    4   25                                                            
CONECT    5   25                                                            
CONECT    6   10   11   13                                                  
CONECT    7    9   12                                                       
CONECT    8   16   20   22                                                  
CONECT    9    7   10   14                                                  
CONECT   10    6    9                                                       
CONECT   11    6   12                                                       
CONECT   12    7   11                                                       
CONECT   13    6   15   17                                                  
CONECT   14    9                                                            
CONECT   15    1   13   16                                                  
CONECT   16    8   15   18                                                  
CONECT   17    2   13   19                                                  
CONECT   18   16   19   21                                                  
CONECT   19   17   18                                                       
CONECT   20    8   24                                                       
CONECT   21    3   18   23                                                  
CONECT   22    8   23                                                       
CONECT   23   21   22   25                                                  
CONECT   24   20                                                            
CONECT   25    4    5   23                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0015113
HETATM    1  C1  UNL     1       1.800  -2.715  -1.843  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.232  -2.454  -0.439  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.615  -1.072  -0.187  1.00  0.00           N  
HETATM    4  C3  UNL     1       3.904  -0.677  -0.274  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.340   0.605  -0.020  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.741   0.956  -0.134  1.00  0.00           C  
HETATM    7  O1  UNL     1       6.618   0.111  -0.468  1.00  0.00           O  
HETATM    8  O2  UNL     1       6.151   2.240   0.124  1.00  0.00           O  
HETATM    9  C6  UNL     1       3.427   1.560   0.347  1.00  0.00           C  
HETATM   10  O3  UNL     1       3.775   2.766   0.595  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.103   1.188   0.444  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.187   2.181   0.811  1.00  0.00           C  
HETATM   13  C9  UNL     1      -0.139   1.849   0.908  1.00  0.00           C  
HETATM   14  F1  UNL     1      -1.022   2.805   1.262  1.00  0.00           F  
HETATM   15  C10 UNL     1      -0.517   0.555   0.641  1.00  0.00           C  
HETATM   16  N2  UNL     1      -1.889   0.152   0.725  1.00  0.00           N  
HETATM   17  C11 UNL     1      -2.452  -0.348   1.945  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.731  -1.067   1.631  1.00  0.00           C  
HETATM   19  N3  UNL     1      -4.683  -0.195   1.002  1.00  0.00           N  
HETATM   20  C13 UNL     1      -4.104   0.750   0.091  1.00  0.00           C  
HETATM   21  C14 UNL     1      -5.076   1.085  -1.009  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.781   0.234  -0.437  1.00  0.00           C  
HETATM   23  C16 UNL     1       0.393  -0.435   0.275  1.00  0.00           C  
HETATM   24  F2  UNL     1      -0.018  -1.687   0.004  1.00  0.00           F  
HETATM   25  C17 UNL     1       1.719  -0.121   0.176  1.00  0.00           C  
HETATM   26  H1  UNL     1       2.600  -3.075  -2.523  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.990  -3.492  -1.908  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.403  -1.783  -2.344  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.685  -2.948   0.359  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.239  -3.014  -0.370  1.00  0.00           H  
HETATM   31  H6  UNL     1       4.631  -1.453  -0.571  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.984   2.672  -0.239  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.537   3.184   1.010  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.785  -1.061   2.476  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.721   0.526   2.589  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.166  -1.387   2.623  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.568  -2.008   1.067  1.00  0.00           H  
HETATM   38  H13 UNL     1      -5.290   0.308   1.689  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.870   1.704   0.625  1.00  0.00           H  
HETATM   40  H15 UNL     1      -6.108   0.967  -0.570  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.930   2.113  -1.403  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.981   0.305  -1.792  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.381   0.944  -1.176  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.861  -0.768  -0.876  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   25
CONECT    4    5    5   31
CONECT    5    6    9
CONECT    6    7    7    8
CONECT    8   32
CONECT    9   10   10   11
CONECT   11   12   12   25
CONECT   12   13   33
CONECT   13   14   15   15
CONECT   15   16   23
CONECT   16   17   22
CONECT   17   18   34   35
CONECT   18   19   36   37
CONECT   19   20   38
CONECT   20   21   22   39
CONECT   21   40   41   42
CONECT   22   43   44
CONECT   23   24   25   25
END

HMDB0015113
     RDKit          3D
Lomefloxacin
 44 46  0  0  0  0  0  0  0  0999 V2000
    1.7998   -2.7148   -1.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320   -2.4545   -0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6148   -1.0722   -0.1865 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041   -0.6766   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400    0.6051   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7412    0.9559   -0.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6178    0.1110   -0.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1512    2.2401    0.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4265    1.5604    0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7754    2.7655    0.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031    1.1882    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    2.1807    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386    1.8486    0.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0219    2.8047    1.2616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5173    0.5549    0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8887    0.1520    0.7255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521   -0.3485    1.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312   -1.0671    1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6829   -0.1953    1.0018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1035    0.7496    0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756    1.0847   -1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812    0.2340   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3934   -0.4349    0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0179   -1.6867    0.0041 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185   -0.1206    0.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996   -3.0746   -2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9896   -3.4921   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4027   -1.7825   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6850   -2.9482    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385   -3.0136   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6311   -1.4532   -0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9840    2.6716   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371    3.1843    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854   -1.0605    2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.5255    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1657   -1.3868    2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -2.0078    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2901    0.3075    1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8704    1.7039    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1077    0.9671   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9302    2.1134   -1.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9807    0.3054   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809    0.9444   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -0.7679   -0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 23 25  2  0
 25  3  1  0
 25 11  1  0
 22 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  8 32  1  0
 12 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+-)-1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid	ChEBI
1,4-Dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid	ChEBI
LFLX	ChEBI
Lomefloxacine	ChEBI
Lomefloxacino	ChEBI
Lomefloxacinum	ChEBI
(+-)-1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylate	Generator
1,4-Dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylate	Generator
Lomefloxacin hydrochloride	HMDB
1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid	HMDB
Ocacin	HMDB
Décalogiflox	HMDB
Logiflox	HMDB
Okacin	HMDB
Lomenfloxacin	HMDB
Okacyn	HMDB
Pharmacia brand 1 OF lomefloxacin hydrochloride	HMDB
Maxaquin	HMDB
Pharmacia brand 2 OF lomefloxacin hydrochloride	HMDB

Chemical Formula

C₁₇H₁₉F₂N₃O₃

Average Molecular Weight

351.3479

Monoisotopic Molecular Weight

351.139447899

IUPAC Name

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

Traditional Name

lomefloxacin

CAS Registry Number

98079-51-7

SMILES

CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C12

InChI Identifier

InChI=1S/C17H19F2N3O3/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/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25)

InChI Key

ZEKZLJVOYLTDKK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monobactams. Monobactams are compounds comprising beta-lactam ring is alone and not fused to another ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Monobactams

Alternative Parents

Substituents

Monobactam
1-phenylazetidine
2-phenylazetidine
1-hydroxy-2-unsubstituted benzenoid
Fluorobenzene
Halobenzene
Phenol
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Azetidine
Carboxamide group
Secondary alcohol
Azacycle
Carboxylic acid derivative
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic alcohol
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:49040 )
azetidines (CHEBI:49040 )
beta-lactam (CHEBI:49040 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015113)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	239 - 240.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.11 g/L	Not Available
LogP	2.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	0	ALOGPS
logP	-0.39	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	5.64	ChemAxon
pKa (Strongest Basic)	8.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.88 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.11 m³·mol⁻¹	ChemAxon
Polarizability	34.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	213.846	30932474
DeepCCS	[M+Na]+	189.073	30932474
AllCCS	[M+H]+	179.6	32859911
AllCCS	[M+H-H2O]+	176.6	32859911
AllCCS	[M+NH4]+	182.4	32859911
AllCCS	[M+Na]+	183.2	32859911
AllCCS	[M-H]-	181.9	32859911
AllCCS	[M+Na-2H]-	181.7	32859911
AllCCS	[M+HCOO]-	181.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.67 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0003 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.36 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	157.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	831.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	199.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	115.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	62.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	300.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	335.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	326.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	654.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	213.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	909.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	180.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	238.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	400.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	414.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	37.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lomefloxacin	CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C12	3541.1	Standard polar	33892256
Lomefloxacin	CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C12	2494.4	Standard non polar	33892256
Lomefloxacin	CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C12	3235.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lomefloxacin,1TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C21	2805.8	Semi standard non polar	33892256
Lomefloxacin,1TMS,isomer #2	CCN1C=C(C(=O)O)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)C(C)C3)C(F)=C21	2904.7	Semi standard non polar	33892256
Lomefloxacin,2TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)C(C)C3)C(F)=C21	2828.4	Semi standard non polar	33892256
Lomefloxacin,2TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)C(C)C3)C(F)=C21	2762.6	Standard non polar	33892256
Lomefloxacin,2TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)C(C)C3)C(F)=C21	3275.9	Standard polar	33892256
Lomefloxacin,1TBDMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C21	3001.6	Semi standard non polar	33892256
Lomefloxacin,1TBDMS,isomer #2	CCN1C=C(C(=O)O)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C(C)(C)C)C(C)C3)C(F)=C21	3114.8	Semi standard non polar	33892256
Lomefloxacin,2TBDMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C(C)(C)C)C(C)C3)C(F)=C21	3252.5	Semi standard non polar	33892256
Lomefloxacin,2TBDMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C(C)(C)C)C(C)C3)C(F)=C21	3143.6	Standard non polar	33892256
Lomefloxacin,2TBDMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C(C)(C)C)C(C)C3)C(F)=C21	3455.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lomefloxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0076-0059000000-9a020873d71afda0852e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomefloxacin GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-2146900000-42b37b0f4d359398913c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomefloxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 10V, Positive-QTOF	splash10-0udi-0009000000-a43b3d54ac0a38633f6b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 20V, Positive-QTOF	splash10-0pir-3029000000-16497a4c27f71f504961	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 40V, Positive-QTOF	splash10-0zml-5090000000-69ee2ed1785a83a7efaf	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 10V, Negative-QTOF	splash10-0pb9-0009000000-f451e33ca1450f3c318c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 20V, Negative-QTOF	splash10-0a4r-2089000000-c691d19f5e309e23e2d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 40V, Negative-QTOF	splash10-0a4i-9040000000-8eea8088e8777a3cdacb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 10V, Positive-QTOF	splash10-0udi-0009000000-7258981d354fc72fb9dd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 20V, Positive-QTOF	splash10-001i-0009000000-ee8d89a838e68a0a2cb1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 40V, Positive-QTOF	splash10-0a4i-5059000000-f0e2d4b268337790a2af	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 10V, Negative-QTOF	splash10-0zg0-0049000000-dfb7af6faa9a0d289aa7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 20V, Negative-QTOF	splash10-0550-0094000000-c2059c294fb1be76130f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lomefloxacin 40V, Negative-QTOF	splash10-004r-0090000000-b404fb16e16898bd86b5	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00978	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00978	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00978

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3811

KEGG Compound ID

C07078

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lomefloxacin

METLIN ID

Not Available

PubChem Compound

3948

PDB ID

Not Available

ChEBI ID

116278

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. DNA topoisomerase 2-alpha

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Control of topological states of DNA by transient breakage and subsequent rejoining of DNA strands. Topoisomerase II makes double-strand breaks
Gene Name:: TOP2A
Uniprot ID:: P11388
Molecular weight:: 174383.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 5

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Also relative uptake activity ratio of carnitine to TEA is 11.3
Gene Name:: SLC22A5
Uniprot ID:: O76082
Molecular weight:: 62751.1

References

Ohashi R, Tamai I, Yabuuchi H, Nezu JI, Oku A, Sai Y, Shimane M, Tsuji A: Na(+)-dependent carnitine transport by organic cation transporter (OCTN2): its pharmacological and toxicological relevance. J Pharmacol Exp Ther. 1999 Nov;291(2):778-84. [PubMed:10525100 ]

Enzyme Details

2. Canalicular multispecific organic anion transporter 1

General function:: Involved in ATP binding
Specific function:: Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:: ABCC2
Uniprot ID:: Q92887
Molecular weight:: 174205.6

References

Sasabe H, Tsuji A, Sugiyama Y: Carrier-mediated mechanism for the biliary excretion of the quinolone antibiotic grepafloxacin and its glucuronide in rats. J Pharmacol Exp Ther. 1998 Mar;284(3):1033-9. [PubMed:9495864 ]

Showing metabocard for Lomefloxacin (HMDB0015113)

MOL for HMDB0015113 (Lomefloxacin)

3D MOL for HMDB0015113 (Lomefloxacin)

3D SDF for HMDB0015113 (Lomefloxacin)

3D-SDF for HMDB0015113 (Lomefloxacin)

PDB for HMDB0015113 (Lomefloxacin)

3D PDB for HMDB0015113 (Lomefloxacin)

SMILES for HMDB0015113 (Lomefloxacin)

INCHI for HMDB0015113 (Lomefloxacin)

Structure for HMDB0015113 (Lomefloxacin)

3D Structure for HMDB0015113 (Lomefloxacin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

Transporters

References

References