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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:13:52 UTC

Update Date

2021-09-26 23:06:49 UTC

HMDB ID

HMDB0253540

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Iomazenil

Description

Iomazenil, also known as iomazenil (123i) or (123i)iomazenil, belongs to the class of organic compounds known as imidazo[1,5-a][1,4]benzodiazepines. Imidazo[1,5-a][1,4]benzodiazepines are compounds containing an imidazole ring and a 1,4-benzodiazepine ring system, both sharing one nitrogen atom. Based on a literature review a significant number of articles have been published on Iomazenil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Iomazenil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Iomazenil 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

HMDB0253540
     RDKit          3D
Iomazenil
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.2989   -0.6595   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3134   -1.4024    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.7753    0.2130 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188    0.5011    0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073    1.1935    1.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4831    1.0827    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012    2.3701    1.0106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.6113    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6408    1.4911    0.3826 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2927    0.5151    0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137   -0.8633   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313   -1.5565   -0.0379 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8994   -2.9979   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3713   -1.1254    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2375   -1.9484    0.5800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    0.2627    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1699    0.3025   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2605   -1.5216   -0.3454 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7649    1.5197   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9648    2.6659   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    2.6099   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0183    1.3943    0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7368   -0.0257   -1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8911   -1.3808   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0171   -0.0735   -0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2105   -2.4324   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067   -1.3798    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    3.5385    1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9515   -1.4555    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5050   -1.0184   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -3.3283    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -3.5089    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -3.2958   -1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8184    1.5644   -0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    3.5990   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726    3.5277   -0.1198 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 10  6  2  0
 22 16  1  0
 22  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END

  Mrv1572004221606172D          

 22 24  0  0  0  0            999 V2000
   -2.2841   -0.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1823    1.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -0.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371   -1.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0283   -1.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4857    0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4456   -1.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972   -0.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337   -0.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1860   -0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712    0.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1326   -0.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4948    0.3531    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423   -1.4348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145    0.9047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -0.9173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    1.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1154    0.6394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8555   -0.5829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  9  1  0  0  0  0
 17  8  2  0  0  0  0
 17 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18  7  1  0  0  0  0
 18 14  1  0  0  0  0
 19  8  1  0  0  0  0
 19 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 14  2  0  0  0  0
 21 15  2  0  0  0  0
 22  3  1  0  0  0  0
 22 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253540

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=C2CN(C)C(=O)C3=C(I)C=CC=C3N2C=N1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14IN3O3/c1-3-22-15(21)13-11-7-18(2)14(20)12-9(16)5-4-6-10(12)19(11)8-17-13/h4-6,8H,3,7H2,1-2H3

> <INCHI_KEY>
FRIZVHMAECRUBR-UHFFFAOYSA-N

> <FORMULA>
C15H14IN3O3

> <MOLECULAR_WEIGHT>
411.199

> <EXACT_MASS>
411.00799

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
35.215189275734

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 11-iodo-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(14),3,5,10,12-pentaene-5-carboxylate

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
2.1807108806666675

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.2649201955590907

> <JCHEM_POLAR_SURFACE_AREA>
64.43

> <JCHEM_REFRACTIVITY>
101.0747

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 11-iodo-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(14),3,5,10,12-pentaene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253540
     RDKit          3D
Iomazenil
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.2989   -0.6595   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3134   -1.4024    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.7753    0.2130 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188    0.5011    0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073    1.1935    1.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4831    1.0827    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012    2.3701    1.0106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.6113    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6408    1.4911    0.3826 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2927    0.5151    0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137   -0.8633   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313   -1.5565   -0.0379 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8994   -2.9979   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3713   -1.1254    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2375   -1.9484    0.5800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    0.2627    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1699    0.3025   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2605   -1.5216   -0.3454 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7649    1.5197   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9648    2.6659   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    2.6099   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0183    1.3943    0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7368   -0.0257   -1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8911   -1.3808   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0171   -0.0735   -0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2105   -2.4324   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067   -1.3798    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    3.5385    1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9515   -1.4555    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5050   -1.0184   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -3.3283    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -3.5089    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -3.2958   -1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8184    1.5644   -0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    3.5990   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726    3.5277   -0.1198 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 10  6  2  0
 22 16  1  0
 22  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -4.264  -1.033   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.074   3.228   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.914  -0.291   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.184  -3.233   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.096  -1.992   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.653  -3.063   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.773   0.967   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.698  -3.030   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.478  -0.581   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.035  -1.652   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.490  -0.547   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.947  -0.412   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.070  -1.144   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.546   1.075   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.247  -0.346   0.000  0.00  0.00           C+0
HETATM   16  I   UNK     0       8.390   0.659   0.000  0.00  0.00           I+0
HETATM   17  N   UNK     0       1.199  -2.678   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       4.134   1.689   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       3.496  -1.712   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       6.712   2.082   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.215   1.194   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.597  -1.088   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   18                                                            
CONECT    3    1   22                                                       
CONECT    4    5    6                                                       
CONECT    5    4    9                                                       
CONECT    6    4   10                                                       
CONECT    7   11   18                                                       
CONECT    8   17   19                                                       
CONECT    9    5   12   16                                                  
CONECT   10    6   12   19                                                  
CONECT   11    7   13   19                                                  
CONECT   12    9   10   14                                                  
CONECT   13   11   15   17                                                  
CONECT   14   12   18   20                                                  
CONECT   15   13   21   22                                                  
CONECT   16    9                                                            
CONECT   17    8   13                                                       
CONECT   18    2    7   14                                                  
CONECT   19    8   10   11                                                  
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22    3   15                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0253540
HETATM    1  C1  UNL     1       5.299  -0.659  -0.668  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.313  -1.402   0.204  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.043  -0.775   0.213  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.819   0.501   0.636  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.807   1.194   1.055  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.483   1.083   0.615  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.201   2.370   1.011  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.110   2.611   0.864  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.641   1.491   0.383  1.00  0.00           N  
HETATM   10  C6  UNL     1       0.293   0.515   0.211  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.214  -0.863  -0.253  1.00  0.00           C  
HETATM   12  N3  UNL     1      -1.031  -1.556  -0.038  1.00  0.00           N  
HETATM   13  C8  UNL     1      -0.899  -2.998  -0.066  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.371  -1.125   0.197  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.237  -1.948   0.580  1.00  0.00           O  
HETATM   16  C10 UNL     1      -2.823   0.263   0.013  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.170   0.302  -0.275  1.00  0.00           C  
HETATM   18  I1  UNL     1      -5.261  -1.522  -0.345  1.00  0.00           I  
HETATM   19  C12 UNL     1      -4.765   1.520  -0.505  1.00  0.00           C  
HETATM   20  C13 UNL     1      -3.965   2.666  -0.434  1.00  0.00           C  
HETATM   21  C14 UNL     1      -2.616   2.610  -0.144  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.018   1.394   0.088  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.737  -0.026  -1.391  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.891  -1.381  -1.269  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.017  -0.074  -0.062  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.211  -2.432  -0.194  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.707  -1.380   1.231  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.640   3.538   1.104  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.951  -1.455   0.379  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.505  -1.018  -1.312  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.113  -3.328   0.286  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.693  -3.509   0.509  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.992  -3.296  -1.148  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.818   1.564  -0.732  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.480   3.599  -0.624  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.073   3.528  -0.120  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   10   10
CONECT    7    8    8
CONECT    8    9   28
CONECT    9   10   22
CONECT   10   11
CONECT   11   12   29   30
CONECT   12   13   14
CONECT   13   31   32   33
CONECT   14   15   15   16
CONECT   16   17   17   22
CONECT   17   18   19
CONECT   19   20   20   34
CONECT   20   21   35
CONECT   21   22   22   36
END

HMDB0253540
     RDKit          3D
Iomazenil
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.2989   -0.6595   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3134   -1.4024    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.7753    0.2130 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188    0.5011    0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073    1.1935    1.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4831    1.0827    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012    2.3701    1.0106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.6113    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6408    1.4911    0.3826 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2927    0.5151    0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2137   -0.8633   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313   -1.5565   -0.0379 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8994   -2.9979   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3713   -1.1254    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2375   -1.9484    0.5800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    0.2627    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1699    0.3025   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2605   -1.5216   -0.3454 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7649    1.5197   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9648    2.6659   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6161    2.6099   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0183    1.3943    0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7368   -0.0257   -1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8911   -1.3808   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0171   -0.0735   -0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2105   -2.4324   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067   -1.3798    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    3.5385    1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9515   -1.4555    0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5050   -1.0184   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -3.3283    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926   -3.5089    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -3.2958   -1.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8184    1.5644   -0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    3.5990   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726    3.5277   -0.1198 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 10  6  2  0
 22 16  1  0
 22  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  8 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 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
Iomazenil (123I)	HMDB
(123I)iomazenil	HMDB
Ethyl 7-iodo-5,6-dihydro-5-methyl-6-oxo-4H-imidazo(1,5-a)(1,4)benzodiazepine-3-carboxylate	HMDB
Iomazenil I-123	HMDB
Iomazenil	MeSH

Chemical Formula

C₁₅H₁₄IN₃O₃

Average Molecular Weight

411.199

Monoisotopic Molecular Weight

411.00799

IUPAC Name

ethyl 11-iodo-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(14),3,5,10,12-pentaene-5-carboxylate

Traditional Name

ethyl 11-iodo-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(14),3,5,10,12-pentaene-5-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=C2CN(C)C(=O)C3=C(I)C=CC=C3N2C=N1

InChI Identifier

InChI=1S/C15H14IN3O3/c1-3-22-15(21)13-11-7-18(2)14(20)12-9(16)5-4-6-10(12)19(11)8-17-13/h4-6,8H,3,7H2,1-2H3

InChI Key

FRIZVHMAECRUBR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazo[1,5-a][1,4]benzodiazepines. Imidazo[1,5-a][1,4]benzodiazepines are compounds containing an imidazole ring and a 1,4-benzodiazepine ring system, both sharing one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

Imidazo[1,5-a][1,4]benzodiazepines

Alternative Parents

Substituents

Imidazo[1,5-a][1,4]benzodiazepine
Para-diazepine
Imidazole-4-carbonyl group
Aryl halide
Aryl iodide
Benzenoid
N-substituted imidazole
Azole
Heteroaromatic compound
Vinylogous amide
Vinylogous halide
Tertiary carboxylic acid amide
Imidazole
Carboxamide group
Carboxylic acid ester
Lactam
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organoiodide
Organic oxygen compound
Organohalogen 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: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0253540)

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	1.68	ALOGPS
logP	2.18	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	3.26	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	64.43 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.07 m³·mol⁻¹	ChemAxon
Polarizability	35.22 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]+	186.802	30932474
DeepCCS	[M-H]-	184.444	30932474
DeepCCS	[M-2H]-	218.127	30932474
DeepCCS	[M+Na]+	193.353	30932474
AllCCS	[M+H]+	184.4	32859911
AllCCS	[M+H-H2O]+	181.7	32859911
AllCCS	[M+NH4]+	186.9	32859911
AllCCS	[M+Na]+	187.7	32859911
AllCCS	[M-H]-	176.7	32859911
AllCCS	[M+Na-2H]-	176.9	32859911
AllCCS	[M+HCOO]-	177.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iomazenil	CCOC(=O)C1=C2CN(C)C(=O)C3=C(I)C=CC=C3N2C=N1	3743.1	Standard polar	33892256
Iomazenil	CCOC(=O)C1=C2CN(C)C(=O)C3=C(I)C=CC=C3N2C=N1	2774.6	Standard non polar	33892256
Iomazenil	CCOC(=O)C1=C2CN(C)C(=O)C3=C(I)C=CC=C3N2C=N1	2988.0	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 - Iomazenil GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-4049000000-97801e7083c4dd7365ff	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iomazenil 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 - Iomazenil 10V, Positive-QTOF	splash10-03di-0003900000-e358826f97b67d489288	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 20V, Positive-QTOF	splash10-02t9-2009400000-50baa7d7cbb2a9b2b035	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 40V, Positive-QTOF	splash10-0fre-7296000000-905bef309974a447663e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 10V, Negative-QTOF	splash10-03di-2009800000-8119e1e0f351fa041041	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 20V, Negative-QTOF	splash10-03di-2009300000-42ee6be19b1ee880dca2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 40V, Negative-QTOF	splash10-0002-4179000000-933ee6deb8b580e5e9b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 10V, Positive-QTOF	splash10-03di-0002900000-04c42bb69a24f01f19e5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 20V, Positive-QTOF	splash10-02t9-0009500000-de1a934b4c4f77a803e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 40V, Positive-QTOF	splash10-000b-2039000000-5ce9ae338518aa965f18	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 10V, Negative-QTOF	splash10-03di-0001900000-962fcb4c89b24ed7316f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 20V, Negative-QTOF	splash10-03di-0109300000-d65417b4ea4f23c5ff1f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iomazenil 40V, Negative-QTOF	splash10-0229-0129000000-3b84364974e79325e696	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

8426528

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Iomazenil

METLIN ID

Not Available

PubChem Compound

10251042

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 Iomazenil (HMDB0253540)

MOL for HMDB0253540 (Iomazenil)

3D MOL for HMDB0253540 (Iomazenil)

3D SDF for HMDB0253540 (Iomazenil)

3D-SDF for HMDB0253540 (Iomazenil)

PDB for HMDB0253540 (Iomazenil)

3D PDB for HMDB0253540 (Iomazenil)

SMILES for HMDB0253540 (Iomazenil)

INCHI for HMDB0253540 (Iomazenil)

Structure for HMDB0253540 (Iomazenil)

3D Structure for HMDB0253540 (Iomazenil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra