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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:13:14 UTC

Update Date

2021-09-26 23:02:49 UTC

HMDB ID

HMDB0251037

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid

Description

6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid 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 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid 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

HMDB0251037
     RDKit          3D
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.0533    2.5542   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4515    1.1730   -0.3034 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437    0.8001   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -0.5080   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5346   -0.8978    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8591   -2.0938    0.2302 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5591    0.0193   -0.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -1.4638    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025   -2.6766    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346   -1.0959    0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8433   -2.0390    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6582    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -2.6438    0.4076 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8594   -0.3464   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2360   -0.0176   -0.0429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1056   -0.2568    1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608    0.3281    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0478   -0.1717   -0.3950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1733   -0.1661   -1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850    0.5680   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    0.5794   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948    0.2309   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5352    2.9568    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9671    3.1611   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186    2.6600   -1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5190    1.5666   -0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9037    0.2608   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1364   -3.0659    0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420   -1.3382    1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7099    0.2850    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4493    1.4378    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1351   -0.0082    1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -1.1057   -0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6044    0.3299   -2.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -1.2226   -1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2311    0.6513   -2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938    1.5994   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0979    1.6146   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 14 21  1  0
 21 22  2  0
 22  2  1  0
 22 10  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  7 27  1  0
 11 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
M  END


  Mrv1652309112110132D          

 22 24  0  0  0  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 F   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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
  2 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
  9 19  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251037

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16FN3O3/c1-18-8-10(15(21)22)14(20)9-6-11(16)13(7-12(9)18)19-4-2-17-3-5-19/h6-8,17H,2-5H2,1H3,(H,21,22)

> <INCHI_KEY>
RJWWSGDZPMTGGM-UHFFFAOYSA-N

> <FORMULA>
C15H16FN3O3

> <MOLECULAR_WEIGHT>
305.309

> <EXACT_MASS>
305.11756955

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.399962820034133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

> <ALOGPS_LOGP>
-0.85

> <JCHEM_LOGP>
-1.2960037677106724

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.677358542299163

> <JCHEM_PKA_STRONGEST_BASIC>
8.678239877173562

> <JCHEM_POLAR_SURFACE_AREA>
72.88000000000001

> <JCHEM_REFRACTIVITY>
80.7282

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)quinoline-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251037
     RDKit          3D
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.0533    2.5542   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4515    1.1730   -0.3034 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437    0.8001   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -0.5080   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5346   -0.8978    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8591   -2.0938    0.2302 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5591    0.0193   -0.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -1.4638    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025   -2.6766    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346   -1.0959    0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8433   -2.0390    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6582    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -2.6438    0.4076 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8594   -0.3464   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2360   -0.0176   -0.0429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1056   -0.2568    1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608    0.3281    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0478   -0.1717   -0.3950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1733   -0.1661   -1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850    0.5680   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    0.5794   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948    0.2309   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5352    2.9568    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9671    3.1611   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186    2.6600   -1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5190    1.5666   -0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9037    0.2608   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1364   -3.0659    0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420   -1.3382    1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7099    0.2850    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4493    1.4378    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1351   -0.0082    1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -1.1057   -0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6044    0.3299   -2.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -1.2226   -1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2311    0.6513   -2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938    1.5994   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0979    1.6146   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 14 21  1  0
 21 22  2  0
 22  2  1  0
 22 10  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  7 27  1  0
 11 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       8.002  -3.080   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      10.669  -4.620   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   19  F   UNK     0       8.002  -0.000   0.000  0.00  0.00           F+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7    2                                                  
CONECT   13   10   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    9                                                            
CONECT   20    4   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0251037
HETATM    1  C1  UNL     1       2.053   2.554  -0.541  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.451   1.173  -0.303  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.744   0.800  -0.253  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.131  -0.508  -0.028  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.535  -0.898   0.025  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.859  -2.094   0.230  1.00  0.00           O  
HETATM    7  O2  UNL     1       6.559   0.019  -0.147  1.00  0.00           O  
HETATM    8  C5  UNL     1       3.163  -1.464   0.150  1.00  0.00           C  
HETATM    9  O3  UNL     1       3.503  -2.677   0.359  1.00  0.00           O  
HETATM   10  C6  UNL     1       1.835  -1.096   0.101  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.843  -2.039   0.277  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.480  -1.658   0.225  1.00  0.00           C  
HETATM   13  F1  UNL     1      -1.416  -2.644   0.408  1.00  0.00           F  
HETATM   14  C9  UNL     1      -0.859  -0.346  -0.001  1.00  0.00           C  
HETATM   15  N2  UNL     1      -2.236  -0.018  -0.043  1.00  0.00           N  
HETATM   16  C10 UNL     1      -3.106  -0.257   1.115  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.461   0.328   0.815  1.00  0.00           C  
HETATM   18  N3  UNL     1      -5.048  -0.172  -0.395  1.00  0.00           N  
HETATM   19  C12 UNL     1      -4.173  -0.166  -1.526  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.885   0.568  -1.204  1.00  0.00           C  
HETATM   21  C14 UNL     1       0.151   0.579  -0.174  1.00  0.00           C  
HETATM   22  C15 UNL     1       1.495   0.231  -0.128  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.535   2.957   0.356  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.967   3.161  -0.713  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.419   2.660  -1.440  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.519   1.567  -0.395  1.00  0.00           H  
HETATM   27  H5  UNL     1       6.904   0.261  -1.061  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.136  -3.066   0.453  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.242  -1.338   1.304  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.710   0.285   2.003  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.449   1.438   0.802  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.135  -0.008   1.657  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.488  -1.106  -0.221  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.604   0.330  -2.427  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.988  -1.223  -1.815  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.231   0.651  -2.073  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.194   1.599  -0.893  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.098   1.615  -0.352  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   22
CONECT    3    4    4   26
CONECT    4    5    8
CONECT    5    6    6    7
CONECT    7   27
CONECT    8    9    9   10
CONECT   10   11   11   22
CONECT   11   12   28
CONECT   12   13   14   14
CONECT   14   15   21
CONECT   15   16   20
CONECT   16   17   29   30
CONECT   17   18   31   32
CONECT   18   19   33
CONECT   19   20   34   35
CONECT   20   36   37
CONECT   21   22   22   38
END

HMDB0251037
     RDKit          3D
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.0533    2.5542   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4515    1.1730   -0.3034 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437    0.8001   -0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -0.5080   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5346   -0.8978    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8591   -2.0938    0.2302 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5591    0.0193   -0.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -1.4638    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025   -2.6766    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346   -1.0959    0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8433   -2.0390    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803   -1.6582    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -2.6438    0.4076 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8594   -0.3464   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2360   -0.0176   -0.0429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1056   -0.2568    1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608    0.3281    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0478   -0.1717   -0.3950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1733   -0.1661   -1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850    0.5680   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514    0.5794   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948    0.2309   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5352    2.9568    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9671    3.1611   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186    2.6600   -1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5190    1.5666   -0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9037    0.2608   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1364   -3.0659    0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420   -1.3382    1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7099    0.2850    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4493    1.4378    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1351   -0.0082    1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877   -1.1057   -0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6044    0.3299   -2.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -1.2226   -1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2311    0.6513   -2.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938    1.5994   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0979    1.6146   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 14 21  1  0
 21 22  2  0
 22  2  1  0
 22 10  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  7 27  1  0
 11 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylate	Generator

Chemical Formula

C₁₅H₁₆FN₃O₃

Average Molecular Weight

305.309

Monoisotopic Molecular Weight

305.11756955

IUPAC Name

6-fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

Traditional Name

6-fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)quinoline-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

CN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1

InChI Identifier

InChI=1S/C15H16FN3O3/c1-18-8-10(15(21)22)14(20)9-6-11(16)13(7-12(9)18)19-4-2-17-3-5-19/h6-8,17H,2-5H2,1H3,(H,21,22)

InChI Key

RJWWSGDZPMTGGM-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
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Aryl fluoride
Aryl halide
1,4-diazinane
Piperazine
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Amino acid or derivatives
Tertiary amine
Amino acid
Secondary amine
Azacycle
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Organohalogen compound
Amine
Organofluoride
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	-0.85	ALOGPS
logP	-1.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.68	ChemAxon
pKa (Strongest Basic)	8.68	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	2	ChemAxon
Refractivity	80.73 m³·mol⁻¹	ChemAxon
Polarizability	30.4 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]-	196.901	30932474
DeepCCS	[M+Na]+	172.128	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.0019 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.19 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	492.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	235.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	103.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	63.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	267.4 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	313.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	454.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	636.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	57.3 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	945.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	189.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	217.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	581.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	380.5 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	71.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid	CN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1	3210.0	Standard polar	33892256
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid	CN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1	2499.6	Standard non polar	33892256
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid	CN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1	3391.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid,2TMS,isomer #1	CN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)CC3)C=C21	2936.9	Semi standard non polar	33892256
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid,2TMS,isomer #1	CN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)CC3)C=C21	2856.5	Standard non polar	33892256
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid,2TMS,isomer #1	CN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)CC3)C=C21	3346.2	Standard polar	33892256
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid,2TBDMS,isomer #1	CN1C=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)CC3)C=C21	3356.2	Semi standard non polar	33892256
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid,2TBDMS,isomer #1	CN1C=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)CC3)C=C21	3266.0	Standard non polar	33892256
6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid,2TBDMS,isomer #1	CN1C=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)CC3)C=C21	3524.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p9-0190000000-03ef8380b3d5640fc506	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid 10V, Positive-QTOF	splash10-0a4r-0069000000-a7e9a8ae33ea6b810a51	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid 20V, Positive-QTOF	splash10-000i-0090000000-c9e1399409270612f3f6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid 40V, Positive-QTOF	splash10-0j4i-0191000000-ce1b2484cfeb927cc4f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid 10V, Negative-QTOF	splash10-0gvo-0093000000-72f59d057a665d5cc69d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid 20V, Negative-QTOF	splash10-0006-0090000000-9c22487950eef087126f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid 40V, Negative-QTOF	splash10-00kf-0190000000-9e83c53f3b32225bc416	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

15046240

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12733901

PDB ID

Not Available

ChEBI ID

Not Available

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 6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid (HMDB0251037)

MOL for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

3D MOL for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

3D SDF for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

3D-SDF for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

PDB for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

3D PDB for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

SMILES for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

INCHI for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

Structure for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

3D Structure for HMDB0251037 (6-Fluoro-1-methyl-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra