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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:06:48 UTC

Update Date

2021-09-26 22:56:34 UTC

HMDB ID

HMDB0247098

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Nitroquipazine

Description

6-Nitroquipazine belongs to the class of organic compounds known as nitroquinolines and derivatives. Nitroquinolines and derivatives are compounds containing a nitro group attached to a quinoline moiety. Based on a literature review a significant number of articles have been published on 6-Nitroquipazine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-nitroquipazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Nitroquipazine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247098
     RDKit          3D
6-Nitroquipazine
 33 35  0  0  0  0  0  0  0  0999 V2000
    6.4157    0.2331    0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309   -0.4266   -0.4526 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.5352   -1.1895   -1.3613 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.4223   -0.4028   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -1.1388   -1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477   -1.1087   -1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -0.3440   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3003   -0.3000   -0.6508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4088    0.4362    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8314    0.4532    0.1537 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6488    1.2213    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0627    1.1979    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305   -0.1533    0.4870 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6304   -1.0806   -0.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5168   -0.3246   -0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991    1.1894    1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776    1.1538    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172    0.3971    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    0.3514    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940   -1.7247   -2.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8665   -1.6974   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644    2.2650    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6791    0.7766    2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1031    1.7139   -0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7491    1.7623    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5132   -0.2449    0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327   -1.7135   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -1.6645    0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0537    0.3604   -1.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.0274   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    1.7606    1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857    1.7206    1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2519    0.9119    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 18  7  1  0
 15 10  1  0
  5 20  1  0
  6 21  1  0
 11 22  1  0
 11 23  1  0
 12 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
M  CHG  2   2   1   3  -1
M  END


  Mrv1652309112102072D          

 19 21  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 N   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
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  CHG  2  17   1  19  -1
M  END
> <DATABASE_ID>
HMDB0247098

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-][N+](=O)C1=CC2=C(C=C1)N=C(C=C2)N1CCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C13H14N4O2/c18-17(19)11-2-3-12-10(9-11)1-4-13(15-12)16-7-5-14-6-8-16/h1-4,9,14H,5-8H2

> <INCHI_KEY>
GGDBEAVVGFNWIA-UHFFFAOYSA-N

> <FORMULA>
C13H14N4O2

> <MOLECULAR_WEIGHT>
258.281

> <EXACT_MASS>
258.111675707

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.871959149362198

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-nitro-2-(piperazin-1-yl)quinoline

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
2.2374576910000004

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.757651290812674

> <JCHEM_POLAR_SURFACE_AREA>
71.3

> <JCHEM_REFRACTIVITY>
71.7973

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-nitroquipazine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247098
     RDKit          3D
6-Nitroquipazine
 33 35  0  0  0  0  0  0  0  0999 V2000
    6.4157    0.2331    0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309   -0.4266   -0.4526 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.5352   -1.1895   -1.3613 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.4223   -0.4028   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -1.1388   -1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477   -1.1087   -1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -0.3440   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3003   -0.3000   -0.6508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4088    0.4362    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8314    0.4532    0.1537 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6488    1.2213    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0627    1.1979    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305   -0.1533    0.4870 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6304   -1.0806   -0.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5168   -0.3246   -0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991    1.1894    1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776    1.1538    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172    0.3971    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    0.3514    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940   -1.7247   -2.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8665   -1.6974   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644    2.2650    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6791    0.7766    2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1031    1.7139   -0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7491    1.7623    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5132   -0.2449    0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327   -1.7135   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -1.6645    0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0537    0.3604   -1.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.0274   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    1.7606    1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857    1.7206    1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2519    0.9119    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 18  7  1  0
 15 10  1  0
  5 20  1  0
  6 21  1  0
 11 22  1  0
 11 23  1  0
 12 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
M  CHG  2   2   1   3  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -5.335  -4.620   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.335  -0.000   0.000  0.00  0.00           N+1
HETATM   18  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15    9                                                       
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0247098
HETATM    1  O1  UNL     1       6.416   0.233   0.410  1.00  0.00           O  
HETATM    2  N1  UNL     1       5.831  -0.427  -0.453  1.00  0.00           N1+
HETATM    3  O2  UNL     1       6.535  -1.189  -1.361  1.00  0.00           O1-
HETATM    4  C1  UNL     1       4.422  -0.403  -0.514  1.00  0.00           C  
HETATM    5  C2  UNL     1       3.723  -1.139  -1.479  1.00  0.00           C  
HETATM    6  C3  UNL     1       2.348  -1.109  -1.530  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.645  -0.344  -0.619  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.300  -0.300  -0.651  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.409   0.436   0.224  1.00  0.00           C  
HETATM   10  N3  UNL     1      -1.831   0.453   0.154  1.00  0.00           N  
HETATM   11  C6  UNL     1      -2.649   1.221   1.062  1.00  0.00           C  
HETATM   12  C7  UNL     1      -4.063   1.198   0.529  1.00  0.00           C  
HETATM   13  N4  UNL     1      -4.531  -0.153   0.487  1.00  0.00           N  
HETATM   14  C8  UNL     1      -3.630  -1.081  -0.127  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.517  -0.325  -0.864  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.199   1.189   1.205  1.00  0.00           C  
HETATM   17  C11 UNL     1       1.578   1.154   1.250  1.00  0.00           C  
HETATM   18  C12 UNL     1       2.317   0.397   0.351  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.695   0.351   0.383  1.00  0.00           C  
HETATM   20  H1  UNL     1       4.294  -1.725  -2.175  1.00  0.00           H  
HETATM   21  H2  UNL     1       1.866  -1.697  -2.298  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.264   2.265   1.160  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.679   0.777   2.079  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.103   1.714  -0.453  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.749   1.762   1.213  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.513  -0.245   0.181  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.133  -1.713  -0.860  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.098  -1.664   0.666  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.054   0.360  -1.573  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.862  -1.027  -1.389  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.423   1.761   1.880  1.00  0.00           H  
HETATM   32  H13 UNL     1       2.086   1.721   1.991  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.252   0.912   1.120  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   19
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   18
CONECT    8    9    9
CONECT    9   10   16
CONECT   10   11   15
CONECT   11   12   22   23
CONECT   12   13   24   25
CONECT   13   14   26
CONECT   14   15   27   28
CONECT   15   29   30
CONECT   16   17   17   31
CONECT   17   18   32
CONECT   18   19   19
CONECT   19   33
END

HMDB0247098
     RDKit          3D
6-Nitroquipazine
 33 35  0  0  0  0  0  0  0  0999 V2000
    6.4157    0.2331    0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309   -0.4266   -0.4526 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.5352   -1.1895   -1.3613 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.4223   -0.4028   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -1.1388   -1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477   -1.1087   -1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448   -0.3440   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3003   -0.3000   -0.6508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4088    0.4362    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8314    0.4532    0.1537 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6488    1.2213    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0627    1.1979    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305   -0.1533    0.4870 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6304   -1.0806   -0.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5168   -0.3246   -0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991    1.1894    1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776    1.1538    1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172    0.3971    0.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    0.3514    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940   -1.7247   -2.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8665   -1.6974   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644    2.2650    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6791    0.7766    2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1031    1.7139   -0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7491    1.7623    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5132   -0.2449    0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327   -1.7135   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -1.6645    0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0537    0.3604   -1.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8617   -1.0274   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    1.7606    1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857    1.7206    1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2519    0.9119    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 18  7  1  0
 15 10  1  0
  5 20  1  0
  6 21  1  0
 11 22  1  0
 11 23  1  0
 12 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
M  CHG  2   2   1   3  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Nitro,2-(1-piperazinyl)quinoline	MeSH
6-Nitro-2-piperazin-1-yl-quinoline	MeSH

Chemical Formula

C₁₃H₁₄N₄O₂

Average Molecular Weight

258.281

Monoisotopic Molecular Weight

258.111675707

IUPAC Name

6-nitro-2-(piperazin-1-yl)quinoline

Traditional Name

6-nitroquipazine

CAS Registry Number

Not Available

SMILES

[O-][N+](=O)C1=CC2=C(C=C1)N=C(C=C2)N1CCNCC1

InChI Identifier

InChI=1S/C13H14N4O2/c18-17(19)11-2-3-12-10(9-11)1-4-13(15-12)16-7-5-14-6-8-16/h1-4,9,14H,5-8H2

InChI Key

GGDBEAVVGFNWIA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitroquinolines and derivatives. Nitroquinolines and derivatives are compounds containing a nitro group attached to a quinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Nitroquinolines and derivatives

Direct Parent

Nitroquinolines and derivatives

Alternative Parents

Substituents

Nitroquinoline
Pyridinylpiperazine
N-arylpiperazine
Aminoquinoline
Nitroaromatic compound
Dialkylarylamine
Aminopyridine
1,4-diazinane
Piperazine
Pyridine
Benzenoid
Imidolactam
Heteroaromatic compound
Organic nitro compound
C-nitro compound
Azacycle
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Secondary aliphatic amine
Organic 1,3-dipolar compound
Organic oxoazanium
Secondary amine
Organopnictogen compound
Amine
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.88	ALOGPS
logP	2.24	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.8 m³·mol⁻¹	ChemAxon
Polarizability	26.87 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+H]+	152.297	30932474
DeepCCS	[M-H]-	149.901	30932474
DeepCCS	[M-2H]-	183.932	30932474
DeepCCS	[M+Na]+	158.741	30932474
AllCCS	[M+H]+	158.2	32859911
AllCCS	[M+H-H2O]+	154.4	32859911
AllCCS	[M+NH4]+	161.7	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	162.9	32859911
AllCCS	[M+Na-2H]-	162.3	32859911
AllCCS	[M+HCOO]-	161.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Nitroquipazine	[O-][N+](=O)C1=CC2=C(C=C1)N=C(C=C2)N1CCNCC1	3403.2	Standard polar	33892256
6-Nitroquipazine	[O-][N+](=O)C1=CC2=C(C=C1)N=C(C=C2)N1CCNCC1	2592.9	Standard non polar	33892256
6-Nitroquipazine	[O-][N+](=O)C1=CC2=C(C=C1)N=C(C=C2)N1CCNCC1	2679.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Nitroquipazine,1TMS,isomer #1	C[Si](C)(C)N1CCN(C2=CC=C3C=C([N+](=O)[O-])C=CC3=N2)CC1	2735.4	Semi standard non polar	33892256
6-Nitroquipazine,1TMS,isomer #1	C[Si](C)(C)N1CCN(C2=CC=C3C=C([N+](=O)[O-])C=CC3=N2)CC1	2739.2	Standard non polar	33892256
6-Nitroquipazine,1TMS,isomer #1	C[Si](C)(C)N1CCN(C2=CC=C3C=C([N+](=O)[O-])C=CC3=N2)CC1	3496.1	Standard polar	33892256
6-Nitroquipazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(C2=CC=C3C=C([N+](=O)[O-])C=CC3=N2)CC1	3013.1	Semi standard non polar	33892256
6-Nitroquipazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(C2=CC=C3C=C([N+](=O)[O-])C=CC3=N2)CC1	2934.2	Standard non polar	33892256
6-Nitroquipazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN(C2=CC=C3C=C([N+](=O)[O-])C=CC3=N2)CC1	3653.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Nitroquipazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03e9-1970000000-aa0ce86c8e42d6ffd2c6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Nitroquipazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4837

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

6-Nitroquipazine

METLIN ID

Not Available

PubChem Compound

5012

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 6-Nitroquipazine (HMDB0247098)

MOL for HMDB0247098 (6-Nitroquipazine)

3D MOL for HMDB0247098 (6-Nitroquipazine)

3D SDF for HMDB0247098 (6-Nitroquipazine)

3D-SDF for HMDB0247098 (6-Nitroquipazine)

PDB for HMDB0247098 (6-Nitroquipazine)

3D PDB for HMDB0247098 (6-Nitroquipazine)

SMILES for HMDB0247098 (6-Nitroquipazine)

INCHI for HMDB0247098 (6-Nitroquipazine)

Structure for HMDB0247098 (6-Nitroquipazine)

3D Structure for HMDB0247098 (6-Nitroquipazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra