Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7)transporters (2) Show 9 proteins XML

enzymes (7)transporters (2) Show 9 proteins

Show more...Show more...Show more...

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2020-02-26 21:41:09 UTC

HMDB ID

HMDB0015192

Secondary Accession Numbers

HMDB15192

Metabolite Identification

Common Name

Norfloxacin

Description

Norfloxacin is only found in individuals that have used or taken this drug. It is a synthetic fluoroquinolone (fluoroquinolones) with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin inhibits bacterial DNA gyrase. [PubChem]The bactericidal action of Norfloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV, which are required for bacterial DNA replication, transcription, repair, and recombination. Norfloxacin is a broad-spectrum antibiotic that is active against both gram-positive and gram-negative bacterias. The fluorine atom at the 6 position increases potency against gram-negative organisms, and the piperazine moiety at the 7 position is responsible for anti-pseudomonal activity

Structure

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

HMDB0015192
     RDKit          3D
Norfloxacin
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.3645   -2.7277   -0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1097   -1.9591    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193   -0.5461    0.7040 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -0.0088    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8032    1.3300    0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157    1.9189    0.9424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2645    3.1523    0.7442 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1999    1.1962    1.3559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7364    2.0979    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9028    3.3434    0.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843    1.5469    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4181    2.3146   -0.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8396    1.7940   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8884    2.5703   -0.9674 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663    0.4481   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501   -0.1213   -0.5708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.0613   -1.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4249   -0.4789   -1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0542    0.1926   -0.5777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4528   -0.1804    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0777   -0.7842    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125   -0.3247    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    0.1908    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7888   -3.7287   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3715   -2.8889   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9859   -2.1238   -1.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608   -2.2945    1.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666   -2.2212    1.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830   -0.6215    1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7152    1.4892    2.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5764    3.3682   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691    0.9903   -2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4964   -0.7697   -2.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0377   -0.2806   -2.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4229   -1.5812   -1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0628   -0.0646   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800   -0.9788    1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4338    0.6472    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.8797    0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211   -0.6050    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -1.3606    0.2170 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
 15 22  1  0
 22 23  2  0
 23  3  1  0
 23 11  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  8 30  1  0
 12 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END

1059
  Mrv0541 02231215122D          

 23 25  0  0  0  0            999 V2000
    7.1488    1.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.8676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.6301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.8676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488   -0.6273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5746   -1.4579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.6075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1456   -1.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649   -0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8585   -1.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5778   -0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359   -0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884   -0.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359    0.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6884    1.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 19  2  0  0  0  0
  3 23  1  0  0  0  0
  4 23  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 13  1  0  0  0  0
  7 18  1  0  0  0  0
  7 20  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 14  1  0  0  0  0
 12 16  2  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 17  2  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015192

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23)

> <INCHI_KEY>
OGJPXUAPXNRGGI-UHFFFAOYSA-N

> <FORMULA>
C16H18FN3O3

> <MOLECULAR_WEIGHT>
319.3308

> <EXACT_MASS>
319.133219662

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
32.25772973175475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-0.9204895652878727

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.768931328065271

> <JCHEM_PKA_STRONGEST_BASIC>
8.678210463664149

> <JCHEM_POLAR_SURFACE_AREA>
72.88

> <JCHEM_REFRACTIVITY>
85.47680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
norfloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015192
     RDKit          3D
Norfloxacin
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.3645   -2.7277   -0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1097   -1.9591    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193   -0.5461    0.7040 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -0.0088    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8032    1.3300    0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157    1.9189    0.9424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2645    3.1523    0.7442 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1999    1.1962    1.3559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7364    2.0979    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9028    3.3434    0.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843    1.5469    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4181    2.3146   -0.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8396    1.7940   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8884    2.5703   -0.9674 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663    0.4481   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501   -0.1213   -0.5708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.0613   -1.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4249   -0.4789   -1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0542    0.1926   -0.5777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4528   -0.1804    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0777   -0.7842    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125   -0.3247    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    0.1908    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7888   -3.7287   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3715   -2.8889   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9859   -2.1238   -1.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608   -2.2945    1.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666   -2.2212    1.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830   -0.6215    1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7152    1.4892    2.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5764    3.3682   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691    0.9903   -2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4964   -0.7697   -2.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0377   -0.2806   -2.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4229   -1.5812   -1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0628   -0.0646   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800   -0.9788    1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4338    0.6472    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.8797    0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211   -0.6050    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -1.3606    0.2170 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
 15 22  1  0
 22 23  2  0
 23  3  1  0
 23 11  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  8 30  1  0
 12 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1059                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0      13.344   1.983   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       7.908   3.486   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907   1.176   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.241   3.486   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      13.344  -1.171   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      16.006  -2.721   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       7.908  -1.134   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      13.338  -2.711   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.681  -0.406   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.669  -3.486   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.012  -1.181   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.014  -0.396   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.242  -0.364   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.618  -1.187   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.242   1.176   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.014   1.208   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.618   2.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.908  -2.674   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.908   1.946   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.574  -0.364   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.574   1.176   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.574  -3.444   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.241   1.946   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   19                                                            
CONECT    3   23                                                            
CONECT    4   23                                                            
CONECT    5    8    9   12                                                  
CONECT    6   10   11                                                       
CONECT    7   13   18   20                                                  
CONECT    8    5   10                                                       
CONECT    9    5   11                                                       
CONECT   10    6    8                                                       
CONECT   11    6    9                                                       
CONECT   12    5   14   16                                                  
CONECT   13    7   14   15                                                  
CONECT   14   12   13                                                       
CONECT   15   13   17   19                                                  
CONECT   16    1   12   17                                                  
CONECT   17   15   16                                                       
CONECT   18    7   22                                                       
CONECT   19    2   15   21                                                  
CONECT   20    7   21                                                       
CONECT   21   19   20   23                                                  
CONECT   22   18                                                            
CONECT   23    3    4   21                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0015192
HETATM    1  C1  UNL     1       2.365  -2.728  -0.373  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.110  -1.959   0.928  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.319  -0.546   0.704  1.00  0.00           N  
HETATM    4  C3  UNL     1       3.542  -0.009   0.911  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.803   1.330   0.722  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.116   1.919   0.942  1.00  0.00           C  
HETATM    7  O1  UNL     1       5.264   3.152   0.744  1.00  0.00           O  
HETATM    8  O2  UNL     1       6.200   1.196   1.356  1.00  0.00           O  
HETATM    9  C6  UNL     1       2.736   2.098   0.304  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.903   3.343   0.108  1.00  0.00           O  
HETATM   11  C7  UNL     1       1.484   1.547   0.092  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.418   2.315  -0.328  1.00  0.00           C  
HETATM   13  C9  UNL     1      -0.840   1.794  -0.551  1.00  0.00           C  
HETATM   14  F1  UNL     1      -1.888   2.570  -0.967  1.00  0.00           F  
HETATM   15  C10 UNL     1      -1.066   0.448  -0.351  1.00  0.00           C  
HETATM   16  N2  UNL     1      -2.350  -0.121  -0.571  1.00  0.00           N  
HETATM   17  C11 UNL     1      -2.984  -0.061  -1.869  1.00  0.00           C  
HETATM   18  C12 UNL     1      -4.425  -0.479  -1.697  1.00  0.00           C  
HETATM   19  N3  UNL     1      -5.054   0.193  -0.578  1.00  0.00           N  
HETATM   20  C13 UNL     1      -4.453  -0.180   0.685  1.00  0.00           C  
HETATM   21  C14 UNL     1      -3.078  -0.784   0.490  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.013  -0.325   0.073  1.00  0.00           C  
HETATM   23  C16 UNL     1       1.272   0.191   0.297  1.00  0.00           C  
HETATM   24  H1  UNL     1       2.789  -3.729  -0.171  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.372  -2.889  -0.884  1.00  0.00           H  
HETATM   26  H3  UNL     1       2.986  -2.124  -1.073  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.961  -2.294   1.598  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.167  -2.221   1.405  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.383  -0.621   1.242  1.00  0.00           H  
HETATM   30  H7  UNL     1       6.715   1.489   2.177  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.576   3.368  -0.489  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.969   0.990  -2.252  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.496  -0.770  -2.567  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.038  -0.281  -2.591  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.423  -1.581  -1.450  1.00  0.00           H  
HETATM   36  H13 UNL     1      -6.063  -0.065  -0.560  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.080  -0.979   1.132  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.434   0.647   1.418  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.145  -1.880   0.341  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.521  -0.605   1.433  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.186  -1.361   0.217  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   23
CONECT    4    5    5   29
CONECT    5    6    9
CONECT    6    7    7    8
CONECT    8   30
CONECT    9   10   10   11
CONECT   11   12   12   23
CONECT   12   13   31
CONECT   13   14   15   15
CONECT   15   16   22
CONECT   16   17   21
CONECT   17   18   32   33
CONECT   18   19   34   35
CONECT   19   20   36
CONECT   20   21   37   38
CONECT   21   39   40
CONECT   22   23   23   41
END

HMDB0015192
     RDKit          3D
Norfloxacin
 41 43  0  0  0  0  0  0  0  0999 V2000
    2.3645   -2.7277   -0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1097   -1.9591    0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193   -0.5461    0.7040 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415   -0.0088    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8032    1.3300    0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157    1.9189    0.9424 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2645    3.1523    0.7442 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1999    1.1962    1.3559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7364    2.0979    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9028    3.3434    0.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843    1.5469    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4181    2.3146   -0.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8396    1.7940   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8884    2.5703   -0.9674 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663    0.4481   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501   -0.1213   -0.5708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.0613   -1.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4249   -0.4789   -1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0542    0.1926   -0.5777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4528   -0.1804    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0777   -0.7842    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125   -0.3247    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    0.1908    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7888   -3.7287   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3715   -2.8889   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9859   -2.1238   -1.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608   -2.2945    1.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1666   -2.2212    1.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830   -0.6215    1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7152    1.4892    2.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5764    3.3682   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691    0.9903   -2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4964   -0.7697   -2.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0377   -0.2806   -2.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4229   -1.5812   -1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0628   -0.0646   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800   -0.9788    1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4338    0.6472    1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.8797    0.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211   -0.6050    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -1.3606    0.2170 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
 15 22  1  0
 22 23  2  0
 23  3  1  0
 23 11  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  8 30  1  0
 12 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid	ChEBI
1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsaeure	ChEBI
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid	ChEBI
NFLX	ChEBI
Norfloxacine	ChEBI
Norfloxacino	ChEBI
Norfloxacinum	ChEBI
Noroxin	Kegg
1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylate	Generator
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylate	Generator
Merck brand OF norfloxacin	HMDB
Norfloxacin merck brand	HMDB

Chemical Formula

C₁₆H₁₈FN₃O₃

Average Molecular Weight

319.3308

Monoisotopic Molecular Weight

319.133219662

IUPAC Name

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

Traditional Name

norfloxacin

CAS Registry Number

70458-96-7

SMILES

CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1

InChI Identifier

InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23)

InChI Key

OGJPXUAPXNRGGI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Dihydropyridine
Hydroxypyridine
Hydropyridine
Pyridine
Heteroaromatic compound
Vinylogous amide
Amino acid
Cyclic ketone
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:29063 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0015192)
Kidney (HMDB: HMDB0015192)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015192)

Endogenous

Endogenous (HMDB: HMDB0015192)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	227 - 228 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.01 g/L	Not Available
LogP	2.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.01 g/L	ALOGPS
logP	-0.47	ALOGPS
logP	-0.92	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	5.77	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	3	ChemAxon
Refractivity	85.48 m³·mol⁻¹	ChemAxon
Polarizability	32.26 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]-	201.147	30932474
DeepCCS	[M+Na]+	176.375	30932474
AllCCS	[M+H]+	172.3	32859911
AllCCS	[M+H-H2O]+	169.0	32859911
AllCCS	[M+NH4]+	175.4	32859911
AllCCS	[M+Na]+	176.2	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	175.7	32859911
AllCCS	[M+HCOO]-	175.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Norfloxacin	CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1	3347.7	Standard polar	33892256
Norfloxacin	CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1	2576.4	Standard non polar	33892256
Norfloxacin	CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1	3443.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Norfloxacin,1TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCNCC3)C=C21	2886.8	Semi standard non polar	33892256
Norfloxacin,1TMS,isomer #2	CCN1C=C(C(=O)O)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)CC3)C=C21	3006.8	Semi standard non polar	33892256
Norfloxacin,2TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)CC3)C=C21	2933.4	Semi standard non polar	33892256
Norfloxacin,2TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)CC3)C=C21	2902.9	Standard non polar	33892256
Norfloxacin,2TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C)CC3)C=C21	3436.3	Standard polar	33892256
Norfloxacin,1TBDMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C2=CC(F)=C(N3CCNCC3)C=C21	3100.1	Semi standard non polar	33892256
Norfloxacin,1TBDMS,isomer #2	CCN1C=C(C(=O)O)C(=O)C2=CC(F)=C(N3CCN([Si](C)(C)C(C)(C)C)CC3)C=C21	3250.6	Semi standard non polar	33892256
Norfloxacin,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)CC3)C=C21	3357.0	Semi standard non polar	33892256
Norfloxacin,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)CC3)C=C21	3310.6	Standard non polar	33892256
Norfloxacin,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)CC3)C=C21	3608.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Norfloxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufu-1092000000-bf3fd3d7faa91b8515de	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norfloxacin GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-2029000000-1c3a70fd1922acc3da89	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norfloxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norfloxacin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-qTof , Positive-QTOF	splash10-03di-0910000000-71f0a353a8e37a26b402	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-QTOF , positive-QTOF	splash10-00di-0019000000-209bfb114ccbb6d9e304	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-QTOF , positive-QTOF	splash10-00di-0069000000-4d54becdaa4caedbe3b2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-QTOF , positive-QTOF	splash10-001i-0391000000-a84cfa736c2dcec4d545	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-0ufr-0069000000-246d2ae5a6ec6a55d6b1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-00di-0009000000-f809266e62551b06d730	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-0fmi-0039000000-b7128cd18b98a04daf9e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-0udi-0069000000-d5c4d2c4b68d5f6d03a2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-0ue9-0095000000-901dbfc8f7d02a135c4d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0491000000-be9683c47fbf7a3cb0ba	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0970000000-90dc103f49990c57d26f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-00di-0009000000-13d5054c01078e14d8f0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-0fmi-0039000000-74150f6e5c4d2dcba6ab	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-0udi-0059000000-dd2ee816e5228385835d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-0f89-0195000000-596094ef32a4ddd39544	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0491000000-20c74694b378fdb752b2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-001i-0970000000-06c84236dac00c44e42e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin LC-ESI-ITFT , positive-QTOF	splash10-0ufr-0069000000-5c4650a9bab59ded6701	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin , positive-QTOF	splash10-03di-0910000000-71f0a353a8e37a26b402	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin , positive-QTOF	splash10-00di-1398000000-86efb47466226acbabf9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin 60V, Positive-QTOF	splash10-0ue9-0096000000-f3f841a319566912af02	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin 75V, Positive-QTOF	splash10-001i-0391000000-c411209f460d7eaca3a2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin 30V, Positive-QTOF	splash10-00di-0019000000-1a2bb8c3e9c6d931087d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin 50V, Positive-QTOF	splash10-001i-0391000000-55a58d2233032fc050d9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norfloxacin 10V, Positive-QTOF	splash10-00di-0009000000-9ba41b8d82297e1ac319	2021-09-20	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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 DB01059	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01059	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01059

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4380

KEGG Compound ID

C06687

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Norfloxacin

METLIN ID

Not Available

PubChem Compound

4539

PDB ID

Not Available

ChEBI ID

100246

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

Goldstein EJ: Norfloxacin, a fluoroquinolone antibacterial agent. Classification, mechanism of action, and in vitro activity. Am J Med. 1987 Jun 26;82(6B):3-17. [PubMed:3111257 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

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 performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

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. Cytochrome P450 3A5

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.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

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

3. Cytochrome P450 1A1

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.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

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

4. Cytochrome P450 3A7

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.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

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

5. 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

6. Cytochrome P450 2A6

General function:: Involved in monooxygenase activity
Specific function:: Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:: CYP2A6
Uniprot ID:: P11509
Molecular weight:: 56517.005

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

7. 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. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577 ]

Showing metabocard for Norfloxacin (HMDB0015192)

MOL for HMDB0015192 (Norfloxacin)

3D MOL for HMDB0015192 (Norfloxacin)

3D SDF for HMDB0015192 (Norfloxacin)

3D-SDF for HMDB0015192 (Norfloxacin)

PDB for HMDB0015192 (Norfloxacin)

3D PDB for HMDB0015192 (Norfloxacin)

SMILES for HMDB0015192 (Norfloxacin)

INCHI for HMDB0015192 (Norfloxacin)

Structure for HMDB0015192 (Norfloxacin)

3D Structure for HMDB0015192 (Norfloxacin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

References

References

References

References

Transporters

References

References