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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:52:55 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0042009

Secondary Accession Numbers

HMDB42009

Metabolite Identification

Common Name

Rufloxacin

Description

Rufloxacin, also known as MF 934 or qari, 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 Rufloxacin.

Structure

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

HMDB0042009
     RDKit          3D
Rufloxacin
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.8670   -0.1560   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287   -0.7068   -0.0810 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428   -0.5058   -1.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -0.8847   -1.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    0.1237   -0.3164 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230    0.4873   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0165    1.5129   -1.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9237    2.1672   -1.9708 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008    1.8482   -1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2166    1.1860   -0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335    1.6202   -0.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8727    2.5442   -1.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    0.9678    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855    1.3581    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2189    2.2922   -0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8464    0.7192    0.8747 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0880   -0.0500    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.4826    1.1415 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8731    0.1368    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221   -0.1538    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0631   -1.4849    1.4404 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4315   -2.4359    1.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063   -1.5479    2.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    0.7577    0.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895   -0.2018    1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4963   -0.8486   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9034    0.8437   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2306   -0.1429    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8414    0.5800   -1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3592   -1.1290   -2.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191   -0.9131   -2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670   -1.8644   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    2.6630   -1.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2919   -0.0935    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8933   -0.5230    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094   -2.9421    2.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821   -3.2211    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6537   -1.1845    3.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076   -2.2343    2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1168    1.6712    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0959    0.9771    1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223    0.3280    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -1.0777    1.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  5 24  1  0
 24 25  1  0
 25  2  1  0
 20  6  1  0
 19 10  1  0
 23 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  9 33  1  0
 16 34  1  0
 17 35  1  0
 22 36  1  0
 22 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 43  1  0
M  END


  Mrv0541 09131211522D          

 25 28  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
   -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
    2.8579    0.0000    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
    1.4289    2.4750    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
    1.4289    0.8250    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
   -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
    1.4289    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  2  0  0  0  0
 11  9  2  0  0  0  0
 12  8  1  0  0  0  0
 13 10  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 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20  5  1  0  0  0  0
 20 14  1  0  0  0  0
 21  6  1  0  0  0  0
 21  9  1  0  0  0  0
 21 13  1  0  0  0  0
 22 15  2  0  0  0  0
 23 17  2  0  0  0  0
 24 17  1  0  0  0  0
 25  7  1  0  0  0  0
 25 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0042009

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN3CCSC1=C23)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H18FN3O3S/c1-19-2-4-20(5-3-19)14-12(18)8-10-13-16(14)25-7-6-21(13)9-11(15(10)22)17(23)24/h8-9H,2-7H2,1H3,(H,23,24)

> <INCHI_KEY>
NJCJBUHJQLFDSW-UHFFFAOYSA-N

> <FORMULA>
C17H18FN3O3S

> <MOLECULAR_WEIGHT>
363.407

> <EXACT_MASS>
363.105290352

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
36.41604867275815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-fluoro-6-(4-methylpiperazin-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.0⁵,¹³]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
0.82752021909128

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.395487978582683

> <JCHEM_PKA_STRONGEST_BASIC>
6.085957183718531

> <JCHEM_POLAR_SURFACE_AREA>
64.09

> <JCHEM_REFRACTIVITY>
97.01599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rufloxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0042009
     RDKit          3D
Rufloxacin
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.8670   -0.1560   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287   -0.7068   -0.0810 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428   -0.5058   -1.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -0.8847   -1.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    0.1237   -0.3164 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230    0.4873   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0165    1.5129   -1.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9237    2.1672   -1.9708 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008    1.8482   -1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2166    1.1860   -0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335    1.6202   -0.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8727    2.5442   -1.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    0.9678    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855    1.3581    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2189    2.2922   -0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8464    0.7192    0.8747 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0880   -0.0500    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.4826    1.1415 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8731    0.1368    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221   -0.1538    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0631   -1.4849    1.4404 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4315   -2.4359    1.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063   -1.5479    2.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    0.7577    0.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895   -0.2018    1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4963   -0.8486   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9034    0.8437   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2306   -0.1429    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8414    0.5800   -1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3592   -1.1290   -2.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191   -0.9131   -2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670   -1.8644   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    2.6630   -1.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2919   -0.0935    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8933   -0.5230    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094   -2.9421    2.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821   -3.2211    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6537   -1.1845    3.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076   -2.2343    2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1168    1.6712    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0959    0.9771    1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223    0.3280    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -1.0777    1.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  5 24  1  0
 24 25  1  0
 25  2  1  0
 20  6  1  0
 19 10  1  0
 23 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  9 33  1  0
 16 34  1  0
 17 35  1  0
 22 36  1  0
 22 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   18  F   UNK     0       0.000   4.620   0.000  0.00  0.00           F+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
HETATM   25  S   UNK     0       2.667   0.000   0.000  0.00  0.00           S+0
CONECT    1   19                                                            
CONECT    2    4   19                                                       
CONECT    3    5   19                                                       
CONECT    4    2   20                                                       
CONECT    5    3   20                                                       
CONECT    6    7   21                                                       
CONECT    7    6   25                                                       
CONECT    8   10   12                                                       
CONECT    9   11   21                                                       
CONECT   10    8   13   15                                                  
CONECT   11    9   15   17                                                  
CONECT   12    8   14   18                                                  
CONECT   13   10   16   21                                                  
CONECT   14   12   16   20                                                  
CONECT   15   10   11   22                                                  
CONECT   16   13   14   25                                                  
CONECT   17   11   23   24                                                  
CONECT   18   12                                                            
CONECT   19    1    2    3                                                  
CONECT   20    4    5   14                                                  
CONECT   21    6    9   13                                                  
CONECT   22   15                                                            
CONECT   23   17                                                            
CONECT   24   17                                                            
CONECT   25    7   16                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0042009
HETATM    1  C1  UNL     1      -5.867  -0.156  -0.133  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.529  -0.707  -0.081  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.843  -0.506  -1.339  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.383  -0.885  -1.183  1.00  0.00           C  
HETATM    5  N2  UNL     1      -1.787   0.124  -0.316  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.423   0.487  -0.369  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.016   1.513  -1.205  1.00  0.00           C  
HETATM    8  F1  UNL     1      -0.924   2.167  -1.971  1.00  0.00           F  
HETATM    9  C6  UNL     1       1.301   1.848  -1.242  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.217   1.186  -0.467  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.533   1.620  -0.593  1.00  0.00           C  
HETATM   12  O1  UNL     1       3.873   2.544  -1.352  1.00  0.00           O  
HETATM   13  C9  UNL     1       4.470   0.968   0.178  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.885   1.358   0.111  1.00  0.00           C  
HETATM   15  O2  UNL     1       6.219   2.292  -0.658  1.00  0.00           O  
HETATM   16  O3  UNL     1       6.846   0.719   0.875  1.00  0.00           O  
HETATM   17  C11 UNL     1       4.088  -0.050   1.012  1.00  0.00           C  
HETATM   18  N3  UNL     1       2.796  -0.483   1.141  1.00  0.00           N  
HETATM   19  C12 UNL     1       1.873   0.137   0.402  1.00  0.00           C  
HETATM   20  C13 UNL     1       0.522  -0.154   0.392  1.00  0.00           C  
HETATM   21  S1  UNL     1      -0.063  -1.485   1.440  1.00  0.00           S  
HETATM   22  C14 UNL     1       1.431  -2.436   1.862  1.00  0.00           C  
HETATM   23  C15 UNL     1       2.606  -1.548   2.074  1.00  0.00           C  
HETATM   24  C16 UNL     1      -2.696   0.758   0.637  1.00  0.00           C  
HETATM   25  C17 UNL     1      -3.790  -0.202   1.052  1.00  0.00           C  
HETATM   26  H1  UNL     1      -6.496  -0.849  -0.721  1.00  0.00           H  
HETATM   27  H2  UNL     1      -5.903   0.844  -0.579  1.00  0.00           H  
HETATM   28  H3  UNL     1      -6.231  -0.143   0.934  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.841   0.580  -1.633  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.359  -1.129  -2.094  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.919  -0.913  -2.182  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.367  -1.864  -0.667  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.605   2.663  -1.910  1.00  0.00           H  
HETATM   34  H9  UNL     1       7.292  -0.094   0.435  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.893  -0.523   1.597  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.209  -2.942   2.834  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.582  -3.221   1.106  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.654  -1.185   3.143  1.00  0.00           H  
HETATM   39  H14 UNL     1       3.508  -2.234   2.017  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.117   1.671   0.217  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.096   0.977   1.544  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.422   0.328   1.789  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.332  -1.078   1.558  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   25
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   24
CONECT    6    7    7   20
CONECT    7    8    9
CONECT    9   10   10   33
CONECT   10   11   19
CONECT   11   12   12   13
CONECT   13   14   17   17
CONECT   14   15   15   16
CONECT   16   34
CONECT   17   18   35
CONECT   18   19   23
CONECT   19   20   20
CONECT   20   21
CONECT   21   22
CONECT   22   23   36   37
CONECT   23   38   39
CONECT   24   25   40   41
CONECT   25   42   43
END

HMDB0042009
     RDKit          3D
Rufloxacin
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.8670   -0.1560   -0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287   -0.7068   -0.0810 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428   -0.5058   -1.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -0.8847   -1.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    0.1237   -0.3164 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230    0.4873   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0165    1.5129   -1.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9237    2.1672   -1.9708 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008    1.8482   -1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2166    1.1860   -0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335    1.6202   -0.5928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8727    2.5442   -1.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    0.9678    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855    1.3581    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2189    2.2922   -0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8464    0.7192    0.8747 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0880   -0.0500    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.4826    1.1415 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8731    0.1368    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221   -0.1538    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0631   -1.4849    1.4404 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4315   -2.4359    1.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063   -1.5479    2.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    0.7577    0.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895   -0.2018    1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4963   -0.8486   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9034    0.8437   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2306   -0.1429    0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8414    0.5800   -1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3592   -1.1290   -2.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191   -0.9131   -2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670   -1.8644   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    2.6630   -1.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2919   -0.0935    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8933   -0.5230    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094   -2.9421    2.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821   -3.2211    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6537   -1.1845    3.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076   -2.2343    2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1168    1.6712    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0959    0.9771    1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4223    0.3280    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -1.0777    1.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  5 24  1  0
 24 25  1  0
 25  2  1  0
 20  6  1  0
 19 10  1  0
 23 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  9 33  1  0
 16 34  1  0
 17 35  1  0
 22 36  1  0
 22 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
MF 934	HMDB
Qari	HMDB
9-Fluoro-10-(N-(4'-methyl)piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido(1,2,3De)-1,4-benzothiazine-6-carboxylic acid	HMDB
Rufloxacin hydrobromide	HMDB
Rufloxacin monohydrochloride	HMDB
Rufloxacin hydrochloride	HMDB
Rufloxacin monohydrobromide	HMDB

Chemical Formula

C₁₇H₁₈FN₃O₃S

Average Molecular Weight

363.407

Monoisotopic Molecular Weight

363.105290352

IUPAC Name

7-fluoro-6-(4-methylpiperazin-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.0⁵,¹³]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

Traditional Name

rufloxacin

CAS Registry Number

101363-10-4

SMILES

CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN3CCSC1=C23)C(O)=O

InChI Identifier

InChI=1S/C17H18FN3O3S/c1-19-2-4-20(5-3-19)14-12(18)8-10-13-16(14)25-7-6-21(13)9-11(15(10)22)17(23)24/h8-9H,2-7H2,1H3,(H,23,24)

InChI Key

NJCJBUHJQLFDSW-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
Benzothiazine
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Aryl thioether
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Alkylarylthioether
N-methylpiperazine
N-alkylpiperazine
Para-thiazine
Aryl fluoride
Aryl halide
1,4-diazinane
Piperazine
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Amino acid
Thioether
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Organic oxygen compound
Amine
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolines (CHEBI:8909 )
quinolone antibiotic (CHEBI:8909 )
fluoroquinolone antibiotic (CHEBI:8909 )

Ontology

Not Available

Not Available

Not Available

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
Water Solubility	0.96 g/L	ALOGPS
logP	0.13	ALOGPS
logP	0.83	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	5.4	ChemAxon
pKa (Strongest Basic)	6.09	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.09 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.02 m³·mol⁻¹	ChemAxon
Polarizability	36.42 Å³	ChemAxon
Number of Rings	4	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]-	214.284	30932474
DeepCCS	[M+Na]+	189.511	30932474
AllCCS	[M+H]+	180.7	32859911
AllCCS	[M+H-H2O]+	177.8	32859911
AllCCS	[M+NH4]+	183.3	32859911
AllCCS	[M+Na]+	184.1	32859911
AllCCS	[M-H]-	183.3	32859911
AllCCS	[M+Na-2H]-	182.9	32859911
AllCCS	[M+HCOO]-	182.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rufloxacin	CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN3CCSC1=C23)C(O)=O	3691.5	Standard polar	33892256
Rufloxacin	CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN3CCSC1=C23)C(O)=O	2672.5	Standard non polar	33892256
Rufloxacin	CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN3CCSC1=C23)C(O)=O	3695.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rufloxacin,1TMS,isomer #1	CN1CCN(C2=C(F)C=C3C(=O)C(C(=O)O[Si](C)(C)C)=CN4CCSC2=C34)CC1	3135.3	Semi standard non polar	33892256
Rufloxacin,1TBDMS,isomer #1	CN1CCN(C2=C(F)C=C3C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN4CCSC2=C34)CC1	3332.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rufloxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-052b-2029000000-57eac386d480df63c717	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rufloxacin GC-MS (1 TMS) - 70eV, Positive	splash10-00di-6009600000-ec96ff579ecadc63128e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rufloxacin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rufloxacin 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 - Rufloxacin , positive-QTOF	splash10-03k9-0169000000-0ec29246738d7398bc4e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Rufloxacin 35V, Positive-QTOF	splash10-0229-0039000000-01f368d9097515577697	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 10V, Positive-QTOF	splash10-03di-0009000000-c9307a8bb36dccc0c118	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 20V, Positive-QTOF	splash10-0292-0009000000-2cbeee61c1b12a5475f1	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 40V, Positive-QTOF	splash10-08mi-4093000000-3581a5693d6400606b21	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 10V, Negative-QTOF	splash10-02t9-0019000000-7e370abfafbf7d734464	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 20V, Negative-QTOF	splash10-014i-2069000000-614ca1411841a464c64e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 40V, Negative-QTOF	splash10-0a4i-9000000000-12199eb7e10ad9d08a91	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 10V, Positive-QTOF	splash10-03di-0009000000-1aace52390b399893dfb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 20V, Positive-QTOF	splash10-0002-0009000000-744d551bacb4df769963	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 40V, Positive-QTOF	splash10-004j-0095000000-b96185ce75bd5f6803ba	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 10V, Negative-QTOF	splash10-03xr-0009000000-a041b8a23b2322754e25	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 20V, Negative-QTOF	splash10-02t9-0019000000-0de36818973ef89799c9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rufloxacin 40V, Negative-QTOF	splash10-03e9-0196000000-342479ce2df35a386916	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

DB13772

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

52489

KEGG Compound ID

C11240

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rufloxacin

METLIN ID

Not Available

PubChem Compound

58258

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 Rufloxacin (HMDB0042009)

MOL for HMDB0042009 (Rufloxacin)

3D MOL for HMDB0042009 (Rufloxacin)

3D SDF for HMDB0042009 (Rufloxacin)

3D-SDF for HMDB0042009 (Rufloxacin)

PDB for HMDB0042009 (Rufloxacin)

3D PDB for HMDB0042009 (Rufloxacin)

SMILES for HMDB0042009 (Rufloxacin)

INCHI for HMDB0042009 (Rufloxacin)

Structure for HMDB0042009 (Rufloxacin)

3D Structure for HMDB0042009 (Rufloxacin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra