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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:10:36 UTC

Update Date

2022-11-23 22:06:02 UTC

HMDB ID

HMDB0252299

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fleroxacin

Description

Fleroxacin, also known as megalocin or abbr fle, belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Based on a literature review a significant number of articles have been published on Fleroxacin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fleroxacin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fleroxacin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004261514432D          

 26 28  0  0  0  0            999 V2000
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 26  1  0  0  0  0
M  END

HMDB0252299
     RDKit          3D
fleroxacin
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.7834    0.9238    0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693    0.9278    0.7827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9661   -0.4506    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.8705   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9630   -0.1667   -0.1919 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -0.6679   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4195   -2.0067    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768   -2.8417    0.2205 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768   -2.5295    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9376   -1.6577    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2310   -2.1389    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3878   -3.3769    0.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3401   -1.3331    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7021   -1.8746    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6550   -1.0717    0.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9447   -3.2240    0.3017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939    0.0014   -0.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293    0.5368   -0.2074 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192    1.9605   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    2.6492    0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166    2.2344    1.8373 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740   -0.2830   -0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    0.1583   -0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435    1.4556   -0.3885 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474    1.2923   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6365    1.6049   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2787    0.5767    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1724    1.9195    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0617    0.2139   -0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.4408    1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8237   -1.1193    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7939   -0.4058   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226   -1.9212   -0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -3.5805    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5724   -3.9300   -0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9104    0.7002   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    2.3666   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    2.3388   -0.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7098    3.7600    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    2.5623    1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795    1.6320   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6323    1.8011    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6689    2.7065    0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0368    1.5686   -1.2437 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  2  0
 23 24  1  0
  5 25  1  0
 25 26  1  0
 26  2  1  0
 23  6  1  0
 22 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  9 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 25 41  1  0
 25 42  1  0
 26 43  1  0
 26 44  1  0
M  END


  Mrv1533004261514432D          

 26 28  0  0  0  0            999 V2000
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252299

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN(CCF)C2=C1F)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)

> <INCHI_KEY>
XBJBPGROQZJDOJ-UHFFFAOYSA-N

> <FORMULA>
C17H18F3N3O3

> <MOLECULAR_WEIGHT>
369.344

> <EXACT_MASS>
369.130025941

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.70668895600451

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

> <ALOGPS_LOGP>
0.30

> <JCHEM_LOGP>
1.1188913834833853

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.441407671700663

> <JCHEM_PKA_STRONGEST_BASIC>
6.06252787112316

> <JCHEM_POLAR_SURFACE_AREA>
64.09

> <JCHEM_REFRACTIVITY>
90.83949999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fleroxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252299
     RDKit          3D
fleroxacin
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.7834    0.9238    0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693    0.9278    0.7827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9661   -0.4506    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.8705   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9630   -0.1667   -0.1919 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -0.6679   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4195   -2.0067    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768   -2.8417    0.2205 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768   -2.5295    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9376   -1.6577    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2310   -2.1389    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3878   -3.3769    0.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3401   -1.3331    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7021   -1.8746    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6550   -1.0717    0.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9447   -3.2240    0.3017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939    0.0014   -0.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293    0.5368   -0.2074 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192    1.9605   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    2.6492    0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166    2.2344    1.8373 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740   -0.2830   -0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    0.1583   -0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435    1.4556   -0.3885 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474    1.2923   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6365    1.6049   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2787    0.5767    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1724    1.9195    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0617    0.2139   -0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.4408    1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8237   -1.1193    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7939   -0.4058   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226   -1.9212   -0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -3.5805    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5724   -3.9300   -0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9104    0.7002   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    2.3666   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    2.3388   -0.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7098    3.7600    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    2.5623    1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795    1.6320   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6323    1.8011    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6689    2.7065    0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0368    1.5686   -1.2437 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  2  0
 23 24  1  0
  5 25  1  0
 25 26  1  0
 26  2  1  0
 23  6  1  0
 22 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  9 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 25 41  1  0
 25 42  1  0
 26 43  1  0
 26 44  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -5.335   1.540   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  F   UNK     0       0.000   1.540   0.000  0.00  0.00           F+0
HETATM   15  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   25  F   UNK     0       1.334   3.850   0.000  0.00  0.00           F+0
HETATM   26  F   UNK     0      -2.667  -3.080   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   13                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15   12   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   11   19                                                  
CONECT   19   18                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   15   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26    9                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0252299
HETATM    1  C1  UNL     1       5.783   0.924   0.565  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.369   0.928   0.783  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.966  -0.451   1.013  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.191  -0.871  -0.221  1.00  0.00           C  
HETATM    5  N2  UNL     1       1.963  -0.167  -0.192  1.00  0.00           N  
HETATM    6  C4  UNL     1       0.651  -0.668  -0.079  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.420  -2.007   0.103  1.00  0.00           C  
HETATM    8  F1  UNL     1       1.477  -2.842   0.220  1.00  0.00           F  
HETATM    9  C6  UNL     1      -0.877  -2.530   0.187  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.938  -1.658   0.083  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.231  -2.139   0.151  1.00  0.00           C  
HETATM   12  O1  UNL     1      -3.388  -3.377   0.317  1.00  0.00           O  
HETATM   13  C9  UNL     1      -4.340  -1.333   0.046  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.702  -1.875   0.121  1.00  0.00           C  
HETATM   15  O2  UNL     1      -6.655  -1.072   0.016  1.00  0.00           O  
HETATM   16  O3  UNL     1      -5.945  -3.224   0.302  1.00  0.00           O  
HETATM   17  C11 UNL     1      -4.094   0.001  -0.133  1.00  0.00           C  
HETATM   18  N3  UNL     1      -2.829   0.537  -0.207  1.00  0.00           N  
HETATM   19  C12 UNL     1      -2.719   1.960  -0.355  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.792   2.649   0.986  1.00  0.00           C  
HETATM   21  F2  UNL     1      -1.817   2.234   1.837  1.00  0.00           F  
HETATM   22  C14 UNL     1      -1.774  -0.283  -0.102  1.00  0.00           C  
HETATM   23  C15 UNL     1      -0.455   0.158  -0.177  1.00  0.00           C  
HETATM   24  F3  UNL     1      -0.244   1.456  -0.388  1.00  0.00           F  
HETATM   25  C16 UNL     1       2.147   1.292  -0.252  1.00  0.00           C  
HETATM   26  C17 UNL     1       3.636   1.605  -0.230  1.00  0.00           C  
HETATM   27  H1  UNL     1       6.279   0.577   1.506  1.00  0.00           H  
HETATM   28  H2  UNL     1       6.172   1.919   0.237  1.00  0.00           H  
HETATM   29  H3  UNL     1       6.062   0.214  -0.268  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.333  -0.441   1.927  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.824  -1.119   1.211  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.794  -0.406  -1.079  1.00  0.00           H  
HETATM   33  H7  UNL     1       3.223  -1.921  -0.428  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.010  -3.580   0.329  1.00  0.00           H  
HETATM   35  H9  UNL     1      -5.572  -3.930  -0.320  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.910   0.700  -0.224  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.889   2.367  -0.922  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.701   2.339  -0.864  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.710   3.760   0.772  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.815   2.562   1.435  1.00  0.00           H  
HETATM   41  H15 UNL     1       1.779   1.632  -1.216  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.632   1.801   0.579  1.00  0.00           H  
HETATM   43  H17 UNL     1       3.669   2.707   0.047  1.00  0.00           H  
HETATM   44  H18 UNL     1       4.037   1.569  -1.244  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   26
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   25
CONECT    6    7    7   23
CONECT    7    8    9
CONECT    9   10   10   34
CONECT   10   11   22
CONECT   11   12   12   13
CONECT   13   14   17   17
CONECT   14   15   15   16
CONECT   16   35
CONECT   17   18   36
CONECT   18   19   22
CONECT   19   20   37   38
CONECT   20   21   39   40
CONECT   22   23   23
CONECT   23   24
CONECT   25   26   41   42
CONECT   26   43   44
END

HMDB0252299
     RDKit          3D
fleroxacin
 44 46  0  0  0  0  0  0  0  0999 V2000
    5.7834    0.9238    0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693    0.9278    0.7827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9661   -0.4506    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.8705   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9630   -0.1667   -0.1919 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -0.6679   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4195   -2.0067    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4768   -2.8417    0.2205 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768   -2.5295    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9376   -1.6577    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2310   -2.1389    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3878   -3.3769    0.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3401   -1.3331    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7021   -1.8746    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6550   -1.0717    0.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9447   -3.2240    0.3017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939    0.0014   -0.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293    0.5368   -0.2074 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7192    1.9605   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    2.6492    0.9863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166    2.2344    1.8373 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740   -0.2830   -0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    0.1583   -0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435    1.4556   -0.3885 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474    1.2923   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6365    1.6049   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2787    0.5767    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1724    1.9195    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0617    0.2139   -0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3332   -0.4408    1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8237   -1.1193    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7939   -0.4058   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226   -1.9212   -0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -3.5805    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5724   -3.9300   -0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9104    0.7002   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    2.3666   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    2.3388   -0.8641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7098    3.7600    0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    2.5623    1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795    1.6320   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6323    1.8011    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6689    2.7065    0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0368    1.5686   -1.2437 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  2  0
 23 24  1  0
  5 25  1  0
 25 26  1  0
 26  2  1  0
 23  6  1  0
 22 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  9 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 25 41  1  0
 25 42  1  0
 26 43  1  0
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fleroxacine	ChEBI
Fleroxacino	ChEBI
Fleroxacinum	ChEBI
Megalocin	Kegg
Megalone	Kegg
ABBR fle	Kegg
Quinodis	MeSH
FLRX	KEGG

Chemical Formula

C₁₇H₁₈F₃N₃O₃

Average Molecular Weight

369.344

Monoisotopic Molecular Weight

369.130025941

IUPAC Name

6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Traditional Name

fleroxacin

CAS Registry Number

Not Available

SMILES

CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN(CCF)C2=C1F)C(O)=O

InChI Identifier

InChI=1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)

InChI Key

XBJBPGROQZJDOJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-3-carboxylic acid
Fluoroquinolone
N-arylpiperazine
Aminoquinoline
Haloquinoline
Dihydroquinolone
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
N-methylpiperazine
N-alkylpiperazine
Aryl fluoride
Aryl halide
1,4-diazinane
Piperazine
Pyridine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Tertiary aliphatic amine
Amino acid
Amino acid or derivatives
Tertiary amine
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Organic oxide
Organohalogen compound
Alkyl halide
Alkyl fluoride
Organofluoride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolines (CHEBI:31810 )
fluoroquinolone antibiotic (CHEBI:31810 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.3	ALOGPS
logP	1.12	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	5.44	ChemAxon
pKa (Strongest Basic)	6.06	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.09 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.84 m³·mol⁻¹	ChemAxon
Polarizability	34.71 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+H]+	183.216	30932474
DeepCCS	[M-H]-	180.859	30932474
DeepCCS	[M-2H]-	214.939	30932474
DeepCCS	[M+Na]+	190.476	30932474
AllCCS	[M+H]+	181.0	32859911
AllCCS	[M+H-H2O]+	178.1	32859911
AllCCS	[M+NH4]+	183.6	32859911
AllCCS	[M+Na]+	184.4	32859911
AllCCS	[M-H]-	183.8	32859911
AllCCS	[M+Na-2H]-	183.4	32859911
AllCCS	[M+HCOO]-	183.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
fleroxacin	CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN(CCF)C2=C1F)C(O)=O	3107.3	Standard polar	33892256
fleroxacin	CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN(CCF)C2=C1F)C(O)=O	2331.6	Standard non polar	33892256
fleroxacin	CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN(CCF)C2=C1F)C(O)=O	3153.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fleroxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uka-0029000000-ee7016f1090245fdd51b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fleroxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fleroxacin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fleroxacin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fleroxacin LC-ESI-qTof , Positive-QTOF	splash10-00di-0169000000-c300db33eb5021a5c529	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fleroxacin , positive-QTOF	splash10-00di-0169000000-c300db33eb5021a5c529	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 10V, Positive-QTOF	splash10-00di-0009000000-90a9dffbd67f347ce78a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 20V, Positive-QTOF	splash10-0fms-1019000000-e5976faba015aa88292e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 40V, Positive-QTOF	splash10-00di-5092000000-03fdd5fa88eaee588bb5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 10V, Negative-QTOF	splash10-00xr-0009000000-4e592c2e7ba52f7fec67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 20V, Negative-QTOF	splash10-0fk9-1029000000-223c3ef9b24424eb4ac4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 40V, Negative-QTOF	splash10-0fb9-3094000000-ed39aa922cd677571283	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 10V, Positive-QTOF	splash10-00di-0009000000-334d351104c9849a292a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 20V, Positive-QTOF	splash10-0udi-0009000000-3f53d0b2e7e4d661a5e3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 40V, Positive-QTOF	splash10-0a6s-0069000000-d19c27ab169101f03e94	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 10V, Negative-QTOF	splash10-0gb9-0009000000-7c2c253c91007247a10e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 20V, Negative-QTOF	splash10-0gi0-0019000000-0322d7e4de0130e9692a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fleroxacin 40V, Negative-QTOF	splash10-0fvi-0095000000-ae969e3fdce4cd81ae1c	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04576

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3240

KEGG Compound ID

C13179

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fleroxacin

METLIN ID

Not Available

PubChem Compound

3357

PDB ID

Not Available

ChEBI ID

31810

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Fleroxacin (HMDB0252299)

MOL for HMDB0252299 (Fleroxacin)

3D MOL for HMDB0252299 (Fleroxacin)

3D SDF for HMDB0252299 (Fleroxacin)

3D-SDF for HMDB0252299 (Fleroxacin)

PDB for HMDB0252299 (Fleroxacin)

3D PDB for HMDB0252299 (Fleroxacin)

SMILES for HMDB0252299 (Fleroxacin)

INCHI for HMDB0252299 (Fleroxacin)

Structure for HMDB0252299 (Fleroxacin)

3D Structure for HMDB0252299 (Fleroxacin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra