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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:48 UTC

HMDB ID

HMDB0014955

Secondary Accession Numbers

HMDB14955

Metabolite Identification

Common Name

Rosoxacin

Description

Rosoxacin, also known as roxadyl or eradacil, 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. Rosoxacin is a drug which is used for the treatment of bacterial infection of respiratory tract, urinary tract, gi, cns and immuno compromised patients. Based on a literature review a significant number of articles have been published on Rosoxacin.

Structure

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

HMDB0014955
     RDKit          3D
Rosoxacin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -1.3725    2.9891    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    1.9506    1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    0.6467    0.5461 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365    0.2415    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3665   -0.9849   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7521   -1.3889   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0474   -2.5059   -0.7809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7895   -0.5368    0.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398   -1.8173   -0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5731   -2.9417   -0.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0420   -1.3920   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310   -2.2265   -0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2702   -1.8522   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6444   -0.6199    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563   -0.2525    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846   -0.7299   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3337   -0.4229   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7300    0.3825    0.3747 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246    0.8622    1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    0.5672    1.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102    0.2209    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189   -0.1480    0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3156    3.5883   -0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    3.6424    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    2.4558   -0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685    1.9655    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3955    2.2465    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8184    0.9338    0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2794   -0.6237    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -3.2073   -1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -2.5212   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -1.3822   -1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0873   -0.7870   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198    1.5078    2.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999    0.9700    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8490    1.1703    0.7651 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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
 22  3  1  0
 22 11  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  8 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END

817
  Mrv0541 02231215012D          

 22 24  0  0  0  0            999 V2000
    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
    4.2364   -0.6075    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
    4.9509   -0.1949    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
    4.2364   -1.4325    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
    6.4359   -0.2121    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
    4.2364    1.0426    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
    5.6884    1.0712    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
    7.1488   -0.6273    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
    7.8649   -0.2176    0.0000 C   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
    8.5778   -0.6329    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
  1 12  2  0  0  0  0
  2 18  1  0  0  0  0
  3 18  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  4 11  1  0  0  0  0
  5 21  2  0  0  0  0
  5 22  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  7 12  1  0  0  0  0
  7 14  1  0  0  0  0
  8 17  1  0  0  0  0
  9 10  2  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 13  2  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  2  0  0  0  0
 16 19  2  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014955

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14N2O3/c1-2-19-10-14(17(21)22)16(20)13-4-3-12(9-15(13)19)11-5-7-18-8-6-11/h3-10H,2H2,1H3,(H,21,22)

> <INCHI_KEY>
XBPZXDSZHPDXQU-UHFFFAOYSA-N

> <FORMULA>
C17H14N2O3

> <MOLECULAR_WEIGHT>
294.3047

> <EXACT_MASS>
294.100442324

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.80407384119609

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
1.8992950124918617

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.182001419393908

> <JCHEM_PKA_STRONGEST_BASIC>
4.903894248060616

> <JCHEM_POLAR_SURFACE_AREA>
70.5

> <JCHEM_REFRACTIVITY>
83.05569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rosoxacin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014955
     RDKit          3D
Rosoxacin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -1.3725    2.9891    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    1.9506    1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    0.6467    0.5461 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365    0.2415    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3665   -0.9849   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7521   -1.3889   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0474   -2.5059   -0.7809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7895   -0.5368    0.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398   -1.8173   -0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5731   -2.9417   -0.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0420   -1.3920   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310   -2.2265   -0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2702   -1.8522   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6444   -0.6199    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563   -0.2525    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846   -0.7299   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3337   -0.4229   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7300    0.3825    0.3747 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246    0.8622    1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    0.5672    1.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102    0.2209    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189   -0.1480    0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3156    3.5883   -0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    3.6424    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    2.4558   -0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685    1.9655    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3955    2.2465    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8184    0.9338    0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2794   -0.6237    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -3.2073   -1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -2.5212   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -1.3822   -1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0873   -0.7870   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198    1.5078    2.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999    0.9700    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8490    1.1703    0.7651 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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
 22  3  1  0
 22 11  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  8 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 817                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       7.908   3.486   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.907   1.176   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.241   3.486   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.908  -1.134   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      16.006  -2.721   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.242  -0.364   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.242   1.176   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.908  -2.674   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.618  -1.187   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.014  -0.396   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.574  -0.364   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.908   1.946   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.574   1.176   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.618   2.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.014   1.208   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.344  -1.171   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.574  -3.444   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.241   1.946   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.681  -0.406   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.338  -2.711   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.012  -1.181   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.669  -3.486   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   18                                                            
CONECT    3   18                                                            
CONECT    4    6    8   11                                                  
CONECT    5   21   22                                                       
CONECT    6    4    7    9                                                  
CONECT    7    6   12   14                                                  
CONECT    8    4   17                                                       
CONECT    9    6   10                                                       
CONECT   10    9   15   16                                                  
CONECT   11    4   13                                                       
CONECT   12    1    7   13                                                  
CONECT   13   11   12   18                                                  
CONECT   14    7   15                                                       
CONECT   15   10   14                                                       
CONECT   16   10   19   20                                                  
CONECT   17    8                                                            
CONECT   18    2    3   13                                                  
CONECT   19   16   21                                                       
CONECT   20   16   22                                                       
CONECT   21    5   19                                                       
CONECT   22    5   20                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0014955
HETATM    1  C1  UNL     1      -1.373   2.989   0.012  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.480   1.951   1.101  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.744   0.647   0.546  1.00  0.00           N  
HETATM    4  C3  UNL     1      -3.037   0.242   0.375  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.367  -0.985  -0.144  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.752  -1.389  -0.314  1.00  0.00           C  
HETATM    7  O1  UNL     1      -5.047  -2.506  -0.781  1.00  0.00           O  
HETATM    8  O2  UNL     1      -5.790  -0.537   0.041  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.340  -1.817  -0.495  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.573  -2.942  -0.970  1.00  0.00           O  
HETATM   11  C7  UNL     1      -1.042  -1.392  -0.315  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.031  -2.227  -0.669  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.270  -1.852  -0.512  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.644  -0.620   0.009  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.056  -0.252   0.164  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.985  -0.730  -0.715  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.334  -0.423  -0.627  1.00  0.00           C  
HETATM   18  N2  UNL     1       5.730   0.383   0.375  1.00  0.00           N  
HETATM   19  C14 UNL     1       4.825   0.862   1.251  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.481   0.567   1.178  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.610   0.221   0.365  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.719  -0.148   0.210  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.316   3.588  -0.106  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.519   3.642   0.240  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.147   2.456  -0.944  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.669   1.965   1.834  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.396   2.246   1.699  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.818   0.934   0.667  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.279  -0.624   0.935  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.221  -3.207  -1.083  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.068  -2.521  -0.794  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.699  -1.382  -1.534  1.00  0.00           H  
HETATM   33  H11 UNL     1       6.087  -0.787  -1.309  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.220   1.508   2.036  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.800   0.970   1.895  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.849   1.170   0.765  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   22
CONECT    4    5    5   28
CONECT    5    6    9
CONECT    6    7    7    8
CONECT    8   29
CONECT    9   10   10   11
CONECT   11   12   12   22
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   21
CONECT   15   16   16   20
CONECT   16   17   32
CONECT   17   18   18   33
CONECT   18   19
CONECT   19   20   20   34
CONECT   20   35
CONECT   21   22   22   36
END

HMDB0014955
     RDKit          3D
Rosoxacin
 36 38  0  0  0  0  0  0  0  0999 V2000
   -1.3725    2.9891    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    1.9506    1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7436    0.6467    0.5461 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0365    0.2415    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3665   -0.9849   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7521   -1.3889   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0474   -2.5059   -0.7809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7895   -0.5368    0.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398   -1.8173   -0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5731   -2.9417   -0.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0420   -1.3920   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310   -2.2265   -0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2702   -1.8522   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6444   -0.6199    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563   -0.2525    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846   -0.7299   -0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3337   -0.4229   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7300    0.3825    0.3747 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246    0.8622    1.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    0.5672    1.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102    0.2209    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189   -0.1480    0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3156    3.5883   -0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    3.6424    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    2.4558   -0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685    1.9655    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3955    2.2465    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8184    0.9338    0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2794   -0.6237    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -3.2073   -1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -2.5212   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -1.3822   -1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0873   -0.7870   -1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198    1.5078    2.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7999    0.9700    1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8490    1.1703    0.7651 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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
 22  3  1  0
 22 11  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  8 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Ethyl-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinolinecarboxylic acid	ChEBI
Eradacil	ChEBI
Rosoxacina	ChEBI
Rosoxacine	ChEBI
Rosoxacinum	ChEBI
Roxadyl	ChEBI
Win 35,213	ChEBI
Win 35213	ChEBI
Win-35,213	ChEBI
ROS	Kegg
1-Ethyl-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinolinecarboxylate	Generator
Acrosoxacin	HMDB
Eracine	HMDB
Eradacin	HMDB

Chemical Formula

C₁₇H₁₄N₂O₃

Average Molecular Weight

294.3047

Monoisotopic Molecular Weight

294.100442324

IUPAC Name

1-ethyl-4-oxo-7-(pyridin-4-yl)-1,4-dihydroquinoline-3-carboxylic acid

Traditional Name

rosoxacin

CAS Registry Number

40034-42-2

SMILES

CCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C1

InChI Identifier

InChI=1S/C17H14N2O3/c1-2-19-10-14(17(21)22)16(20)13-4-3-12(9-15(13)19)11-5-7-18-8-6-11/h3-10H,2H2,1H3,(H,21,22)

InChI Key

XBPZXDSZHPDXQU-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
4-phenylpyridine
Dihydroquinolone
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014955)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	290 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.1 g/L	Not Available
LogP	3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	1.85	ALOGPS
logP	1.9	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.18	ChemAxon
pKa (Strongest Basic)	4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	70.5 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.06 m³·mol⁻¹	ChemAxon
Polarizability	30.8 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
DarkChem	[M+H]+	169.147	31661259
DarkChem	[M-H]-	170.722	31661259
DeepCCS	[M+H]+	168.607	30932474
DeepCCS	[M-H]-	166.249	30932474
DeepCCS	[M-2H]-	200.25	30932474
DeepCCS	[M+Na]+	175.477	30932474
AllCCS	[M+H]+	168.1	32859911
AllCCS	[M+H-H2O]+	164.4	32859911
AllCCS	[M+NH4]+	171.5	32859911
AllCCS	[M+Na]+	172.5	32859911
AllCCS	[M-H]-	172.4	32859911
AllCCS	[M+Na-2H]-	171.8	32859911
AllCCS	[M+HCOO]-	171.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.99 minutes	32390414
Predicted by Siyang on May 30, 2022	9.4627 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.77 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	60.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1642.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	222.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	125.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	111.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	281.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	368.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	610.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	42.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	965.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	197.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	224.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	405.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	250.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	31.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rosoxacin	CCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C1	3574.4	Standard polar	33892256
Rosoxacin	CCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C1	2480.0	Standard non polar	33892256
Rosoxacin	CCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C1	3435.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rosoxacin,1TMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C)C(=O)C2=CC=C(C3=CC=NC=C3)C=C21	2970.1	Semi standard non polar	33892256
Rosoxacin,1TBDMS,isomer #1	CCN1C=C(C(=O)O[Si](C)(C)C(C)(C)C)C(=O)C2=CC=C(C3=CC=NC=C3)C=C21	3201.4	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 - Rosoxacin GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0090000000-7e0bd8194d1adb5fe029	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosoxacin GC-MS (1 TMS) - 70eV, Positive	splash10-0fmr-6079000000-2ba3c64a605acb5ff4a5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosoxacin 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 - Rosoxacin 10V, Positive-QTOF	splash10-0002-0090000000-80bec9db4b5b0ea5a2d9	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 20V, Positive-QTOF	splash10-002b-0090000000-a4c840a90ca4190dd811	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 40V, Positive-QTOF	splash10-009t-0190000000-42a31a5f7cc8be8af7d3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 10V, Negative-QTOF	splash10-0005-0090000000-59e9f9ded9c1e8a307ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 20V, Negative-QTOF	splash10-0002-0090000000-b3df361eca124fa9731b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 40V, Negative-QTOF	splash10-00di-0190000000-462ac758bdbe38b32a6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 10V, Positive-QTOF	splash10-004j-0090000000-42218ebe6dbbe3639d43	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 20V, Positive-QTOF	splash10-004i-0090000000-7a5855766b659a43d84c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 40V, Positive-QTOF	splash10-000t-0490000000-d8b888d1da80be53253b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 10V, Negative-QTOF	splash10-0007-0090000000-512c97fca889a1cbd5f8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 20V, Negative-QTOF	splash10-00di-0090000000-49789e5851645b39306d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosoxacin 40V, Negative-QTOF	splash10-05fr-0190000000-7f77f4e1de2fc385511d	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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 DB00817	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00817	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00817

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00016780

Chemspider ID

253208

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rosoxacin

METLIN ID

Not Available

PubChem Compound

287180

PDB ID

Not Available

ChEBI ID

131715

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 Rosoxacin (HMDB0014955)

MOL for HMDB0014955 (Rosoxacin)

3D MOL for HMDB0014955 (Rosoxacin)

3D SDF for HMDB0014955 (Rosoxacin)

3D-SDF for HMDB0014955 (Rosoxacin)

PDB for HMDB0014955 (Rosoxacin)

3D PDB for HMDB0014955 (Rosoxacin)

SMILES for HMDB0014955 (Rosoxacin)

INCHI for HMDB0014955 (Rosoxacin)

Structure for HMDB0014955 (Rosoxacin)

3D Structure for HMDB0014955 (Rosoxacin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra