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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:50:43 UTC

Update Date

2021-09-26 23:06:36 UTC

HMDB ID

HMDB0253407

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Imazodan

Description

IMAZODAN belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond. IMAZODAN is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Imazodan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Imazodan 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

HMDB0253407
     RDKit          3D
Imazodan
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.9120    1.2477    0.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8299    0.7634   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3423   -0.5841    0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9263   -0.3998    0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0919    0.3728   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475    0.1466   -0.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673    0.8599   -0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5075    0.7066   -1.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -0.1842   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638   -0.3593   -0.2223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741    0.6089   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7594    0.0822   -0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5683   -1.2564   -0.1929 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2652   -1.5100   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3725   -0.8886    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0034   -0.7245    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.2311   -0.9373 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    1.4934   -0.9930 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705   -0.9723    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -1.2979   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.4261    1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244    0.1870    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    1.5527   -1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472    1.2671   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2600    1.6468   -0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7042    0.6059   -0.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7876   -2.4645    0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -1.5947    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933   -1.2948    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4078    2.1850   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  9 15  1  0
 15 16  2  0
  5 17  2  0
 17 18  1  0
 18  2  1  0
 16  6  1  0
 14 10  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
M  END


  Mrv1533004241523122D          

 18 20  0  0  0  0            999 V2000
   -0.0000    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    8.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    9.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.0036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.1786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  1  7  1  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 14 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253407

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CCC(=NN1)C1=CC=C(C=C1)N1C=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H12N4O/c18-13-6-5-12(15-16-13)10-1-3-11(4-2-10)17-8-7-14-9-17/h1-4,7-9H,5-6H2,(H,16,18)

> <INCHI_KEY>
VXMYWVMXSWJFCV-UHFFFAOYSA-N

> <FORMULA>
C13H12N4O

> <MOLECULAR_WEIGHT>
240.266

> <EXACT_MASS>
240.101111022

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.31064060601173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[4-(1H-imidazol-1-yl)phenyl]-2,3,4,5-tetrahydropyridazin-3-one

> <ALOGPS_LOGP>
1.17

> <JCHEM_LOGP>
0.7654784319999997

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.796807632081666

> <JCHEM_PKA_STRONGEST_BASIC>
6.4319213651630704

> <JCHEM_POLAR_SURFACE_AREA>
59.28

> <JCHEM_REFRACTIVITY>
77.58179999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
imazodan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253407
     RDKit          3D
Imazodan
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.9120    1.2477    0.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8299    0.7634   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3423   -0.5841    0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9263   -0.3998    0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0919    0.3728   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475    0.1466   -0.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673    0.8599   -0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5075    0.7066   -1.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -0.1842   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638   -0.3593   -0.2223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741    0.6089   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7594    0.0822   -0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5683   -1.2564   -0.1929 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2652   -1.5100   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3725   -0.8886    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0034   -0.7245    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.2311   -0.9373 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    1.4934   -0.9930 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705   -0.9723    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -1.2979   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.4261    1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244    0.1870    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    1.5527   -1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472    1.2671   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2600    1.6468   -0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7042    0.6059   -0.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7876   -2.4645    0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -1.5947    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933   -1.2948    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4078    2.1850   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  9 15  1  0
 15 16  2  0
  5 17  2  0
 17 18  1  0
 18  2  1  0
 16  6  1  0
 14 10  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -0.000  13.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000  14.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  15.710   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334  17.250   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       2.667  14.940   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       2.667  13.400   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.334  12.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  11.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  10.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   8.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   8.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   8.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000  10.320   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.334   6.470   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.580   5.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.104   4.100   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.564   4.100   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.088   5.565   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0253407
HETATM    1  O1  UNL     1       5.912   1.248   0.321  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.830   0.763  -0.097  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.342  -0.584   0.294  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.926  -0.400   0.819  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.092   0.373  -0.119  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.647   0.147  -0.107  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.167   0.860  -0.999  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.507   0.707  -1.044  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.141  -0.184  -0.188  1.00  0.00           C  
HETATM   10  N1  UNL     1      -3.564  -0.359  -0.222  1.00  0.00           N  
HETATM   11  C9  UNL     1      -4.474   0.609  -0.374  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.759   0.082  -0.361  1.00  0.00           C  
HETATM   13  N2  UNL     1      -5.568  -1.256  -0.193  1.00  0.00           N  
HETATM   14  C11 UNL     1      -4.265  -1.510  -0.111  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.372  -0.889   0.687  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.003  -0.724   0.726  1.00  0.00           C  
HETATM   17  N3  UNL     1       2.590   1.231  -0.937  1.00  0.00           N  
HETATM   18  N4  UNL     1       3.980   1.493  -0.993  1.00  0.00           N  
HETATM   19  H1  UNL     1       4.970  -0.972   1.112  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.320  -1.298  -0.546  1.00  0.00           H  
HETATM   21  H3  UNL     1       2.549  -1.426   1.027  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.024   0.187   1.770  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.333   1.553  -1.663  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.147   1.267  -1.744  1.00  0.00           H  
HETATM   25  H7  UNL     1      -4.260   1.647  -0.491  1.00  0.00           H  
HETATM   26  H8  UNL     1      -6.704   0.606  -0.461  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.788  -2.465   0.022  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.804  -1.595   1.377  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.593  -1.295   1.433  1.00  0.00           H  
HETATM   30  H12 UNL     1       4.408   2.185  -1.647  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   17   17
CONECT    6    7    7   16
CONECT    7    8   23
CONECT    8    9    9   24
CONECT    9   10   15
CONECT   10   11   14
CONECT   11   12   12   25
CONECT   12   13   26
CONECT   13   14   14
CONECT   14   27
CONECT   15   16   16   28
CONECT   16   29
CONECT   17   18
CONECT   18   30
END

HMDB0253407
     RDKit          3D
Imazodan
 30 32  0  0  0  0  0  0  0  0999 V2000
    5.9120    1.2477    0.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8299    0.7634   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3423   -0.5841    0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9263   -0.3998    0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0919    0.3728   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475    0.1466   -0.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673    0.8599   -0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5075    0.7066   -1.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -0.1842   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638   -0.3593   -0.2223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741    0.6089   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7594    0.0822   -0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5683   -1.2564   -0.1929 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2652   -1.5100   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3725   -0.8886    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0034   -0.7245    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.2311   -0.9373 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796    1.4934   -0.9930 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705   -0.9723    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -1.2979   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.4261    1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0244    0.1870    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3333    1.5527   -1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472    1.2671   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2600    1.6468   -0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7042    0.6059   -0.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7876   -2.4645    0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -1.5947    1.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933   -1.2948    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4078    2.1850   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  9 15  1  0
 15 16  2  0
  5 17  2  0
 17 18  1  0
 18  2  1  0
 16  6  1  0
 14 10  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Imazodan hydrochloride	MeSH
4,5-Dihydro-6-(4-(1H-imidazol-1-yl)phenyl)-3(2H)-pyridazinone	MeSH
CI-914imazodan	ChEMBL

Chemical Formula

C₁₃H₁₂N₄O

Average Molecular Weight

240.266

Monoisotopic Molecular Weight

240.101111022

IUPAC Name

6-[4-(1H-imidazol-1-yl)phenyl]-2,3,4,5-tetrahydropyridazin-3-one

Traditional Name

imazodan

CAS Registry Number

Not Available

SMILES

O=C1CCC(=NN1)C1=CC=C(C=C1)N1C=CN=C1

InChI Identifier

InChI=1S/C13H12N4O/c18-13-6-5-12(15-16-13)10-1-3-11(4-2-10)17-8-7-14-9-17/h1-4,7-9H,5-6H2,(H,16,18)

InChI Key

VXMYWVMXSWJFCV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Phenylimidazoles

Alternative Parents

Substituents

1-phenylimidazole
Pyridazinone
Monocyclic benzene moiety
N-substituted imidazole
Pyridazine
Benzenoid
Heteroaromatic compound
Azacycle
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	1.17	ALOGPS
logP	0.77	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	11.8	ChemAxon
pKa (Strongest Basic)	6.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.28 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.58 m³·mol⁻¹	ChemAxon
Polarizability	25.31 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]+	160.732	30932474
DeepCCS	[M-H]-	158.374	30932474
DeepCCS	[M-2H]-	191.26	30932474
DeepCCS	[M+Na]+	166.825	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.439 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.01 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	794.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	234.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	108.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	57.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	240.8 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	337.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	150.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	657.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	59.2 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	879.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	190.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	207.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	322.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	336.6 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	132.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imazodan	O=C1CCC(=NN1)C1=CC=C(C=C1)N1C=CN=C1	3547.0	Standard polar	33892256
Imazodan	O=C1CCC(=NN1)C1=CC=C(C=C1)N1C=CN=C1	2576.2	Standard non polar	33892256
Imazodan	O=C1CCC(=NN1)C1=CC=C(C=C1)N1C=CN=C1	2885.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imazodan,1TMS,isomer #1	C[Si](C)(C)N1N=C(C2=CC=C(N3C=CN=C3)C=C2)CCC1=O	2588.2	Semi standard non polar	33892256
Imazodan,1TMS,isomer #1	C[Si](C)(C)N1N=C(C2=CC=C(N3C=CN=C3)C=C2)CCC1=O	2740.5	Standard non polar	33892256
Imazodan,1TMS,isomer #1	C[Si](C)(C)N1N=C(C2=CC=C(N3C=CN=C3)C=C2)CCC1=O	3999.8	Standard polar	33892256
Imazodan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=C(C2=CC=C(N3C=CN=C3)C=C2)CCC1=O	2824.3	Semi standard non polar	33892256
Imazodan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=C(C2=CC=C(N3C=CN=C3)C=C2)CCC1=O	2962.7	Standard non polar	33892256
Imazodan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=C(C2=CC=C(N3C=CN=C3)C=C2)CCC1=O	4077.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imazodan GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-2690000000-949fcc2a5b6cc7e195cb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazodan 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 - Imazodan 10V, Positive-QTOF	splash10-0006-1090000000-bc90b009e2f1d300d17c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 20V, Positive-QTOF	splash10-00dl-2390000000-170396b47cc45d56312b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 40V, Positive-QTOF	splash10-00xr-9700000000-a94ce3aa4400bf78b105	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 10V, Negative-QTOF	splash10-000i-1090000000-3c0ab23221a69f9489d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 20V, Negative-QTOF	splash10-00r6-9640000000-f5b4705d0d548d2c4916	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 40V, Negative-QTOF	splash10-0006-9100000000-562bfac2341cd28b4322	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 10V, Positive-QTOF	splash10-0006-0090000000-e3081d3cffd1c3b2456a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 20V, Positive-QTOF	splash10-0006-0190000000-945073624b7ff0057a7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 40V, Positive-QTOF	splash10-00r2-0910000000-b331a310dbcfcd2c6421	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 10V, Negative-QTOF	splash10-000i-0090000000-58b9d530d708b3eee227	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 20V, Negative-QTOF	splash10-000i-1090000000-7391db0bf3d827f33f98	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazodan 40V, Negative-QTOF	splash10-05mo-9680000000-1be3ad4fa69a1a157cf0	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

55918

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 Imazodan (HMDB0253407)

MOL for HMDB0253407 (Imazodan)

3D MOL for HMDB0253407 (Imazodan)

3D SDF for HMDB0253407 (Imazodan)

3D-SDF for HMDB0253407 (Imazodan)

PDB for HMDB0253407 (Imazodan)

3D PDB for HMDB0253407 (Imazodan)

SMILES for HMDB0253407 (Imazodan)

INCHI for HMDB0253407 (Imazodan)

Structure for HMDB0253407 (Imazodan)

3D Structure for HMDB0253407 (Imazodan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra