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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:06:37 UTC

Update Date

2021-09-26 23:17:57 UTC

HMDB ID

HMDB0260042

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Zonampanel

Description

2-[7-(1H-imidazol-1-yl)-6-nitro-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl]acetic acid belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring. Based on a literature review very few articles have been published on 2-[7-(1H-imidazol-1-yl)-6-nitro-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl]acetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Zonampanel is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Zonampanel 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

HMDB0260042
     RDKit          3D
Zonampanel
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.4598   -2.0794   -1.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6174   -2.1915    0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8744   -3.4477    0.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -0.9938    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2352    0.2033    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3115    0.9302   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4900    0.5409    0.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0779    2.0657   -0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    2.7475   -1.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203    2.4385   -1.2276 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646    1.7003   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    2.0787   -1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6125    1.3267   -0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9352    1.7158   -0.9692 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8354    1.4464   -0.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    2.3759   -2.1365 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.4222    0.1808    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884   -0.6287    0.5355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3617   -1.3601   -0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533   -2.0086    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8869   -1.6431    1.9044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8228   -0.8110    1.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117   -0.1766    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683    0.5476   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8443   -3.6955    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4864   -0.8675    1.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -1.1029    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224    3.2980   -1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123    2.9677   -1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3652   -1.4303   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0712   -2.6683    0.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456   -0.3806    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -1.0785    0.9197 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 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  2  0
 17 23  1  0
 23 24  2  0
 24  5  1  0
 24 11  1  0
 22 18  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 10 28  1  0
 12 29  1  0
 19 30  1  0
 20 31  1  0
 22 32  1  0
 23 33  1  0
M  CHG  2  14   1  16  -1
M  END


  Mrv1652309122101072D          

 24 26  0  0  0  0            999 V2000
   -2.3221    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152    0.8205    0.0000 C   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
   -2.1826   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346    0.2775    0.0000 N   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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    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
    1.4289   -0.0000    0.0000 N   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
    2.8579   -0.0000    0.0000 O   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
    2.8579   -1.6500    0.0000 O   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    0.8250    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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  9 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  2  22   1  24  -1
M  END
> <DATABASE_ID>
HMDB0260042

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CN1C(=O)C(=O)NC2=CC(=C(C=C12)N1C=CN=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H9N5O6/c19-11(20)5-17-8-4-9(16-2-1-14-6-16)10(18(23)24)3-7(8)15-12(21)13(17)22/h1-4,6H,5H2,(H,15,21)(H,19,20)

> <INCHI_KEY>
SPXYHZRWPRQLNS-UHFFFAOYSA-N

> <FORMULA>
C13H9N5O6

> <MOLECULAR_WEIGHT>
331.244

> <EXACT_MASS>
331.05528303

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.91527297340122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[7-(1H-imidazol-1-yl)-6-nitro-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl]acetic acid

> <ALOGPS_LOGP>
0.09

> <JCHEM_LOGP>
-1.154960400882857

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.497728521255727

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.085115580985423

> <JCHEM_PKA_STRONGEST_BASIC>
6.397621656608293

> <JCHEM_POLAR_SURFACE_AREA>
147.67000000000002

> <JCHEM_REFRACTIVITY>
88.4046

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
zonampanel

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260042
     RDKit          3D
Zonampanel
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.4598   -2.0794   -1.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6174   -2.1915    0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8744   -3.4477    0.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -0.9938    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2352    0.2033    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3115    0.9302   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4900    0.5409    0.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0779    2.0657   -0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    2.7475   -1.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203    2.4385   -1.2276 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646    1.7003   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    2.0787   -1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6125    1.3267   -0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9352    1.7158   -0.9692 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8354    1.4464   -0.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    2.3759   -2.1365 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.4222    0.1808    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884   -0.6287    0.5355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3617   -1.3601   -0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533   -2.0086    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8869   -1.6431    1.9044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8228   -0.8110    1.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117   -0.1766    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683    0.5476   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8443   -3.6955    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4864   -0.8675    1.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -1.1029    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224    3.2980   -1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123    2.9677   -1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3652   -1.4303   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0712   -2.6683    0.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456   -0.3806    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -1.0785    0.9197 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 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  2  0
 17 23  1  0
 23 24  2  0
 24  5  1  0
 24 11  1  0
 22 18  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 10 28  1  0
 12 29  1  0
 19 30  1  0
 20 31  1  0
 22 32  1  0
 23 33  1  0
M  CHG  2  14   1  16  -1
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -4.335   1.852   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.828   1.532   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -4.074  -0.626   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -5.105   0.518   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+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  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      -2.667  -3.080   0.000  0.00  0.00           N+1
HETATM   23  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O-1
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    3    7   11                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    6                                                       
CONECT   12   10   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    9                                                       
CONECT   18   12   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    7   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0260042
HETATM    1  O1  UNL     1       2.460  -2.079  -1.107  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.617  -2.192   0.148  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.874  -3.448   0.628  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.515  -0.994   0.978  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.235   0.203   0.208  1.00  0.00           N  
HETATM    6  C3  UNL     1       3.312   0.930  -0.213  1.00  0.00           C  
HETATM    7  O3  UNL     1       4.490   0.541   0.079  1.00  0.00           O  
HETATM    8  C4  UNL     1       3.078   2.066  -0.943  1.00  0.00           C  
HETATM    9  O4  UNL     1       4.084   2.747  -1.338  1.00  0.00           O  
HETATM   10  N2  UNL     1       1.820   2.438  -1.228  1.00  0.00           N  
HETATM   11  C5  UNL     1       0.765   1.700  -0.799  1.00  0.00           C  
HETATM   12  C6  UNL     1      -0.519   2.079  -1.094  1.00  0.00           C  
HETATM   13  C7  UNL     1      -1.612   1.327  -0.665  1.00  0.00           C  
HETATM   14  N3  UNL     1      -2.935   1.716  -0.969  1.00  0.00           N1+
HETATM   15  O5  UNL     1      -3.835   1.446  -0.164  1.00  0.00           O  
HETATM   16  O6  UNL     1      -3.190   2.376  -2.137  1.00  0.00           O1-
HETATM   17  C8  UNL     1      -1.422   0.181   0.069  1.00  0.00           C  
HETATM   18  N4  UNL     1      -2.488  -0.629   0.535  1.00  0.00           N  
HETATM   19  C9  UNL     1      -3.362  -1.360  -0.179  1.00  0.00           C  
HETATM   20  C10 UNL     1      -4.253  -2.009   0.664  1.00  0.00           C  
HETATM   21  N5  UNL     1      -3.887  -1.643   1.904  1.00  0.00           N  
HETATM   22  C11 UNL     1      -2.823  -0.811   1.830  1.00  0.00           C  
HETATM   23  C12 UNL     1      -0.112  -0.177   0.352  1.00  0.00           C  
HETATM   24  C13 UNL     1       0.968   0.548  -0.059  1.00  0.00           C  
HETATM   25  H1  UNL     1       3.844  -3.695   0.878  1.00  0.00           H  
HETATM   26  H2  UNL     1       3.486  -0.867   1.545  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.750  -1.103   1.754  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.622   3.298  -1.781  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.712   2.968  -1.666  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.365  -1.430  -1.261  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.071  -2.668   0.398  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.346  -0.381   2.712  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.012  -1.078   0.920  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5   26   27
CONECT    5    6   24
CONECT    6    7    7    8
CONECT    8    9    9   10
CONECT   10   11   28
CONECT   11   12   12   24
CONECT   12   13   29
CONECT   13   14   17   17
CONECT   14   15   15   16
CONECT   17   18   23
CONECT   18   19   22
CONECT   19   20   20   30
CONECT   20   21   31
CONECT   21   22   22
CONECT   22   32
CONECT   23   24   24   33
END

HMDB0260042
     RDKit          3D
Zonampanel
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.4598   -2.0794   -1.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6174   -2.1915    0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8744   -3.4477    0.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -0.9938    0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2352    0.2033    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3115    0.9302   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4900    0.5409    0.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0779    2.0657   -0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    2.7475   -1.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203    2.4385   -1.2276 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646    1.7003   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    2.0787   -1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6125    1.3267   -0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9352    1.7158   -0.9692 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8354    1.4464   -0.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896    2.3759   -2.1365 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.4222    0.1808    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4884   -0.6287    0.5355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3617   -1.3601   -0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533   -2.0086    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8869   -1.6431    1.9044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8228   -0.8110    1.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117   -0.1766    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683    0.5476   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8443   -3.6955    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4864   -0.8675    1.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -1.1029    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224    3.2980   -1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123    2.9677   -1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3652   -1.4303   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0712   -2.6683    0.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3456   -0.3806    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -1.0785    0.9197 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 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  2  0
 17 23  1  0
 23 24  2  0
 24  5  1  0
 24 11  1  0
 22 18  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 10 28  1  0
 12 29  1  0
 19 30  1  0
 20 31  1  0
 22 32  1  0
 23 33  1  0
M  CHG  2  14   1  16  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-[7-(1H-Imidazol-1-yl)-6-nitro-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl]acetate	Generator
(2,3-Dioxo-7-(1H-imidazol-1-yl)-6-nitro-1,2,3,4-tetrahydro-1-quinoxalinyl)acetic acid monohydrate	MeSH
Zonampanel monohydrate	MeSH

Chemical Formula

C₁₃H₉N₅O₆

Average Molecular Weight

331.244

Monoisotopic Molecular Weight

331.05528303

IUPAC Name

2-[7-(1H-imidazol-1-yl)-6-nitro-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl]acetic acid

Traditional Name

zonampanel

CAS Registry Number

Not Available

SMILES

OC(=O)CN1C(=O)C(=O)NC2=CC(=C(C=C12)N1C=CN=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C13H9N5O6/c19-11(20)5-17-8-4-9(16-2-1-14-6-16)10(18(23)24)3-7(8)15-12(21)13(17)22/h1-4,6H,5H2,(H,15,21)(H,19,20)

InChI Key

SPXYHZRWPRQLNS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinoxalines

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Quinoxaline
Nitroaromatic compound
Imidazolyl carboxylic acid derivative
N-substituted imidazole
Pyrazine
Benzenoid
Heteroaromatic compound
Imidazole
Azole
Organic nitro compound
Lactam
C-nitro compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Azacycle
Organic 1,3-dipolar compound
Carboxylic acid derivative
Carboxylic acid
Organic oxoazanium
Monocarboxylic acid or derivatives
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organopnictogen compound
Organic zwitterion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Non-excretory biofluid

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	0.09	ALOGPS
logP	-1.2	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.09	ChemAxon
pKa (Strongest Basic)	6.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	147.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.4 m³·mol⁻¹	ChemAxon
Polarizability	28.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	169.457	32859911
AllCCS	[M+H-H2O]+	166.305	32859911
AllCCS	[M+Na]+	173.211	32859911
AllCCS	[M+NH4]+	172.374	32859911
AllCCS	[M-H]-	168.486	32859911
AllCCS	[M+Na-2H]-	167.645	32859911
AllCCS	[M+HCOO]-	166.844	32859911
DeepCCS	[M-2H]-	197.37	30932474
DeepCCS	[M+Na]+	172.936	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Zonampanel	OC(=O)CN1C(=O)C(=O)NC2=CC(=C(C=C12)N1C=CN=C1)[N+]([O-])=O	4026.4	Standard polar	33892256
Zonampanel	OC(=O)CN1C(=O)C(=O)NC2=CC(=C(C=C12)N1C=CN=C1)[N+]([O-])=O	1584.3	Standard non polar	33892256
Zonampanel	OC(=O)CN1C(=O)C(=O)NC2=CC(=C(C=C12)N1C=CN=C1)[N+]([O-])=O	3703.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Zonampanel,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C(=O)C(=O)N([Si](C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3086.2	Semi standard non polar	33892256
Zonampanel,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C(=O)C(=O)N([Si](C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3353.2	Standard non polar	33892256
Zonampanel,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN1C(=O)C(=O)N([Si](C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	4182.1	Standard polar	33892256
Zonampanel,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3503.0	Semi standard non polar	33892256
Zonampanel,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3766.6	Standard non polar	33892256
Zonampanel,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN1C(=O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	4120.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Zonampanel GC-MS (Non-derivatized) - 70eV, Positive	splash10-01q9-4092000000-e91444af1b57450bd2ce	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zonampanel GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zonampanel GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zonampanel GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zonampanel GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zonampanel GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	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

130649

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Zonampanel (HMDB0260042)

MOL for HMDB0260042 (Zonampanel)

3D MOL for HMDB0260042 (Zonampanel)

3D SDF for HMDB0260042 (Zonampanel)

3D-SDF for HMDB0260042 (Zonampanel)

PDB for HMDB0260042 (Zonampanel)

3D PDB for HMDB0260042 (Zonampanel)

SMILES for HMDB0260042 (Zonampanel)

INCHI for HMDB0260042 (Zonampanel)

Structure for HMDB0260042 (Zonampanel)

3D Structure for HMDB0260042 (Zonampanel)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra