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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:41:15 UTC

Update Date

2022-03-07 02:57:12 UTC

HMDB ID

HMDB0041826

Secondary Accession Numbers

HMDB41826

Metabolite Identification

Common Name

Amifloxacin

Description

Amifloxacin, also known as WIN 49, belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Based on a literature review very few articles have been published on Amifloxacin.

Structure

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

HMDB0041826
     RDKit          3D
Amifloxacin
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.3144   -0.0453   -3.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -0.1510   -2.4619 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6313   -0.1092   -1.1009 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    0.0283   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854    0.0782    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8113    0.2278    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6419    0.3119   -0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2504    0.2773    2.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -0.0152    1.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8309    0.0265    2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162   -0.1565    1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -0.2472    2.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1425   -0.3893    1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176   -0.4526    3.0240 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.4360    0.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9081   -0.6140    0.3274 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -0.0465   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720    0.6948   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5580   -0.1447   -0.0248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9310    0.2599   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1028   -0.4403    1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8735   -1.3382    1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -0.3402   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7411   -0.1993   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7200    0.9924   -3.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -0.1328   -4.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043   -0.8066   -3.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -0.2512   -2.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6676    0.1020   -1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1158   -0.5467    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888   -0.2156    3.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6228    0.6859   -1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5495   -0.8905   -1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    1.6840   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0961    0.8667   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3774   -0.0143    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4723   -0.3942   -0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0882    1.3276   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8625    0.4556    1.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8879   -1.0449    1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927   -2.2121    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -1.6776    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.3850   -1.3859 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
 19 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  2  0
 24  3  1  0
 24 11  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 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
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
M  END


  Mrv0541 09131211412D          

 24 26  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   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
   -0.7145   -0.4125    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
    0.0000    0.0000    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
    1.4289    2.4750    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    0.0000    2.4750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   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
    0.0000    0.8250    0.0000 N   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
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 10  7  2  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 20  5  1  0  0  0  0
 20  6  1  0  0  0  0
 20 14  1  0  0  0  0
 21  9  1  0  0  0  0
 21 13  1  0  0  0  0
 21 18  1  0  0  0  0
 22 15  2  0  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041826

> <DATABASE_NAME>
hmdb

> <SMILES>
CNN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCN(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H19FN4O3/c1-18-21-9-11(16(23)24)15(22)10-7-12(17)14(8-13(10)21)20-5-3-19(2)4-6-20/h7-9,18H,3-6H2,1-2H3,(H,23,24)

> <INCHI_KEY>
RUXPNBWPIRDVTH-UHFFFAOYSA-N

> <FORMULA>
C16H19FN4O3

> <MOLECULAR_WEIGHT>
334.3455

> <EXACT_MASS>
334.144118699

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.63353864639881

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.95

> <JCHEM_LOGP>
0.003026598768652014

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.74870560203468

> <JCHEM_PKA_STRONGEST_BASIC>
6.505804366123839

> <JCHEM_POLAR_SURFACE_AREA>
76.12

> <JCHEM_REFRACTIVITY>
109.43379999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amifloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041826
     RDKit          3D
Amifloxacin
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.3144   -0.0453   -3.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -0.1510   -2.4619 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6313   -0.1092   -1.1009 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    0.0283   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854    0.0782    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8113    0.2278    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6419    0.3119   -0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2504    0.2773    2.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -0.0152    1.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8309    0.0265    2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162   -0.1565    1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -0.2472    2.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1425   -0.3893    1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176   -0.4526    3.0240 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.4360    0.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9081   -0.6140    0.3274 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -0.0465   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720    0.6948   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5580   -0.1447   -0.0248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9310    0.2599   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1028   -0.4403    1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8735   -1.3382    1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -0.3402   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7411   -0.1993   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7200    0.9924   -3.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -0.1328   -4.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043   -0.8066   -3.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -0.2512   -2.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6676    0.1020   -1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1158   -0.5467    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888   -0.2156    3.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6228    0.6859   -1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5495   -0.8905   -1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    1.6840   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0961    0.8667   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3774   -0.0143    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4723   -0.3942   -0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0882    1.3276   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8625    0.4556    1.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8879   -1.0449    1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927   -2.2121    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -1.6776    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.3850   -1.3859 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
 19 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  2  0
 24  3  1  0
 24 11  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 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
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   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  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  F   UNK     0       0.000   4.620   0.000  0.00  0.00           F+0
HETATM   18  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3    5   19                                                       
CONECT    4    6   19                                                       
CONECT    5    3   20                                                       
CONECT    6    4   20                                                       
CONECT    7   10   12                                                       
CONECT    8   13   14                                                       
CONECT    9   11   21                                                       
CONECT   10    7   13   15                                                  
CONECT   11    9   15   16                                                  
CONECT   12    7   14   17                                                  
CONECT   13    8   10   21                                                  
CONECT   14    8   12   20                                                  
CONECT   15   10   11   22                                                  
CONECT   16   11   23   24                                                  
CONECT   17   12                                                            
CONECT   18    1   21                                                       
CONECT   19    2    3    4                                                  
CONECT   20    5    6   14                                                  
CONECT   21    9   13   18                                                  
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   16                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0041826
HETATM    1  C1  UNL     1       3.314  -0.045  -3.474  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.267  -0.151  -2.462  1.00  0.00           N  
HETATM    3  N2  UNL     1       2.631  -0.109  -1.101  1.00  0.00           N  
HETATM    4  C2  UNL     1       3.941   0.028  -0.763  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.385   0.078   0.538  1.00  0.00           C  
HETATM    6  C4  UNL     1       5.811   0.228   0.840  1.00  0.00           C  
HETATM    7  O1  UNL     1       6.642   0.312  -0.073  1.00  0.00           O  
HETATM    8  O2  UNL     1       6.250   0.277   2.153  1.00  0.00           O  
HETATM    9  C5  UNL     1       3.463  -0.015   1.536  1.00  0.00           C  
HETATM   10  O3  UNL     1       3.831   0.026   2.737  1.00  0.00           O  
HETATM   11  C6  UNL     1       2.116  -0.156   1.242  1.00  0.00           C  
HETATM   12  C7  UNL     1       1.214  -0.247   2.273  1.00  0.00           C  
HETATM   13  C8  UNL     1      -0.143  -0.389   1.974  1.00  0.00           C  
HETATM   14  F1  UNL     1      -1.018  -0.453   3.024  1.00  0.00           F  
HETATM   15  C9  UNL     1      -0.546  -0.436   0.670  1.00  0.00           C  
HETATM   16  N3  UNL     1      -1.908  -0.614   0.327  1.00  0.00           N  
HETATM   17  C10 UNL     1      -2.350  -0.046  -0.955  1.00  0.00           C  
HETATM   18  C11 UNL     1      -3.672   0.695  -0.761  1.00  0.00           C  
HETATM   19  N4  UNL     1      -4.558  -0.145  -0.025  1.00  0.00           N  
HETATM   20  C12 UNL     1      -5.931   0.260  -0.055  1.00  0.00           C  
HETATM   21  C13 UNL     1      -4.103  -0.440   1.327  1.00  0.00           C  
HETATM   22  C14 UNL     1      -2.873  -1.338   1.123  1.00  0.00           C  
HETATM   23  C15 UNL     1       0.402  -0.340  -0.368  1.00  0.00           C  
HETATM   24  C16 UNL     1       1.741  -0.199  -0.100  1.00  0.00           C  
HETATM   25  H1  UNL     1       3.720   0.992  -3.379  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.873  -0.133  -4.481  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.104  -0.807  -3.302  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.307  -0.251  -2.817  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.668   0.102  -1.566  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.116  -0.547   2.757  1.00  0.00           H  
HETATM   31  H7  UNL     1       1.489  -0.216   3.315  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.623   0.686  -1.320  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.550  -0.890  -1.639  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.489   1.684  -0.280  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.096   0.867  -1.754  1.00  0.00           H  
HETATM   36  H12 UNL     1      -6.377  -0.014   0.945  1.00  0.00           H  
HETATM   37  H13 UNL     1      -6.472  -0.394  -0.790  1.00  0.00           H  
HETATM   38  H14 UNL     1      -6.088   1.328  -0.259  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.863   0.456   1.906  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.888  -1.045   1.808  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.293  -2.212   0.528  1.00  0.00           H  
HETATM   42  H18 UNL     1      -2.505  -1.678   2.090  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.059  -0.385  -1.386  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28
CONECT    3    4   24
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   24
CONECT   12   13   31
CONECT   13   14   15   15
CONECT   15   16   23
CONECT   16   17   22
CONECT   17   18   32   33
CONECT   18   19   34   35
CONECT   19   20   21
CONECT   20   36   37   38
CONECT   21   22   39   40
CONECT   22   41   42
CONECT   23   24   24   43
END

HMDB0041826
     RDKit          3D
Amifloxacin
 43 45  0  0  0  0  0  0  0  0999 V2000
    3.3144   -0.0453   -3.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -0.1510   -2.4619 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6313   -0.1092   -1.1009 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    0.0283   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854    0.0782    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8113    0.2278    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6419    0.3119   -0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2504    0.2773    2.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -0.0152    1.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8309    0.0265    2.7374 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162   -0.1565    1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2144   -0.2472    2.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1425   -0.3893    1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176   -0.4526    3.0240 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5464   -0.4360    0.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9081   -0.6140    0.3274 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -0.0465   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720    0.6948   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5580   -0.1447   -0.0248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9310    0.2599   -0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1028   -0.4403    1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8735   -1.3382    1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -0.3402   -0.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7411   -0.1993   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7200    0.9924   -3.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -0.1328   -4.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043   -0.8066   -3.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3071   -0.2512   -2.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6676    0.1020   -1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1158   -0.5467    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888   -0.2156    3.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6228    0.6859   -1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5495   -0.8905   -1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    1.6840   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0961    0.8667   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3774   -0.0143    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4723   -0.3942   -0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0882    1.3276   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8625    0.4556    1.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8879   -1.0449    1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927   -2.2121    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -1.6776    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.3850   -1.3859 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
 19 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  2  0
 24  3  1  0
 24 11  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 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
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
WIN 49	HMDB
6-Fluoro-1-methylamino-7-(4-methylpiperazin-1-yl)-1,4-dihydroquinolin-4-one-3-carboxylic acid	HMDB
6-Fluoro-1-(methylamino)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate	Generator

Chemical Formula

C₁₆H₁₉FN₄O₃

Average Molecular Weight

334.3455

Monoisotopic Molecular Weight

334.144118699

IUPAC Name

6-fluoro-1-(methylamino)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Traditional Name

amifloxacin

CAS Registry Number

86393-37-5

SMILES

CNN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCN(C)CC1

InChI Identifier

InChI=1S/C16H19FN4O3/c1-18-21-9-11(16(23)24)15(22)10-7-12(17)14(8-13(10)21)20-5-3-19(2)4-6-20/h7-9,18H,3-6H2,1-2H3,(H,23,24)

InChI Key

RUXPNBWPIRDVTH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Dihydroxybenzoic acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

macrolide (CHEBI:35065 )
Mycotoxins (C14750 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	300 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	0.23	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.34 g/L	ALOGPS
logP	-0.95	ALOGPS
logP	0.003	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.75	ChemAxon
pKa (Strongest Basic)	6.51	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.12 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	109.43 m³·mol⁻¹	ChemAxon
Polarizability	33.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	207.213	30932474
DeepCCS	[M+Na]+	182.441	30932474
AllCCS	[M+H]+	176.7	32859911
AllCCS	[M+H-H2O]+	173.5	32859911
AllCCS	[M+NH4]+	179.6	32859911
AllCCS	[M+Na]+	180.4	32859911
AllCCS	[M-H]-	180.3	32859911
AllCCS	[M+Na-2H]-	180.1	32859911
AllCCS	[M+HCOO]-	180.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Amifloxacin	CNN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCN(C)CC1	3713.4	Standard polar	33892256
Amifloxacin	CNN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCN(C)CC1	2691.0	Standard non polar	33892256
Amifloxacin	CNN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCN(C)CC1	3421.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Amifloxacin,1TMS,isomer #1	CNN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC(F)=C(N3CCN(C)CC3)C=C21	3075.6	Semi standard non polar	33892256
Amifloxacin,1TMS,isomer #2	CN1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O)=CN3N(C)[Si](C)(C)C)CC1	3020.4	Semi standard non polar	33892256
Amifloxacin,2TMS,isomer #1	CN1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3N(C)[Si](C)(C)C)CC1	2934.0	Semi standard non polar	33892256
Amifloxacin,2TMS,isomer #1	CN1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3N(C)[Si](C)(C)C)CC1	2847.4	Standard non polar	33892256
Amifloxacin,1TBDMS,isomer #1	CNN1C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C2=CC(F)=C(N3CCN(C)CC3)C=C21	3294.6	Semi standard non polar	33892256
Amifloxacin,1TBDMS,isomer #2	CN1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O)=CN3N(C)[Si](C)(C)C(C)(C)C)CC1	3227.8	Semi standard non polar	33892256
Amifloxacin,2TBDMS,isomer #1	CN1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3N(C)[Si](C)(C)C(C)(C)C)CC1	3341.7	Semi standard non polar	33892256
Amifloxacin,2TBDMS,isomer #1	CN1CCN(C2=CC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3N(C)[Si](C)(C)C(C)(C)C)CC1	3244.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Amifloxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1196000000-c099b7a45383fca98d88	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amifloxacin GC-MS (1 TMS) - 70eV, Positive	splash10-0006-3019000000-90f7e83f8f87dca06adc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amifloxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 10V, Positive-QTOF	splash10-00kr-0019000000-501310eec86d857ab756	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 20V, Positive-QTOF	splash10-014r-0096000000-61989dd579c8fabf3d13	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 40V, Positive-QTOF	splash10-054x-2190000000-106d13fdca2673813609	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 10V, Negative-QTOF	splash10-0019-0097000000-a6e164ac88ea3b386afb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 20V, Negative-QTOF	splash10-03di-1090000000-f62eaddef151127bb7e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 40V, Negative-QTOF	splash10-08fr-2190000000-5c95ea74edded1217d06	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 10V, Positive-QTOF	splash10-00kr-0009000000-0077aeae67e44a1dc50e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 20V, Positive-QTOF	splash10-014r-0079000000-6bbff33dcecfbcde2a19	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 40V, Positive-QTOF	splash10-000i-2190000000-9edaa3ad6bfaeca4f776	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 10V, Negative-QTOF	splash10-053r-0069000000-cd4c0937adc61d49f3ae	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 20V, Negative-QTOF	splash10-014i-0090000000-ddfc3f330c154b7ddca8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amifloxacin 40V, Negative-QTOF	splash10-0a59-0090000000-3ec71226f935a4d8c002	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

50111

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Amifloxacin

METLIN ID

Not Available

PubChem Compound

55492

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

Not Available

Showing metabocard for Amifloxacin (HMDB0041826)

MOL for HMDB0041826 (Amifloxacin)

3D MOL for HMDB0041826 (Amifloxacin)

3D SDF for HMDB0041826 (Amifloxacin)

3D-SDF for HMDB0041826 (Amifloxacin)

PDB for HMDB0041826 (Amifloxacin)

3D PDB for HMDB0041826 (Amifloxacin)

SMILES for HMDB0041826 (Amifloxacin)

INCHI for HMDB0041826 (Amifloxacin)

Structure for HMDB0041826 (Amifloxacin)

3D Structure for HMDB0041826 (Amifloxacin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra