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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:09:26 UTC

Update Date

2021-09-26 23:13:30 UTC

HMDB ID

HMDB0257255

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

Description

ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate 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 very few articles have been published on ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethyl 8-azido-5-methyl-6-oxo-4h-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate 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

HMDB0257255
     RDKit          3D
Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.6161   -1.3227   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8535   -0.6432    1.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404   -0.3236    0.6822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1559    0.5033   -0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756    1.0110   -1.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763    0.8375   -0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    1.6714   -1.7295 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361    1.8098   -1.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3888    1.0568   -0.8656 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    0.4451   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836   -0.4687    0.9871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -1.5003    0.8390 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -2.8898    1.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -1.3103    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -2.2472    0.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520   -0.0950   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8256   -0.0398    0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    1.0246   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9530    1.1255   -0.3709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4802    2.0433    0.2735 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.9449    3.0403    0.8333 N   0  0  0  0  0  2  0  0  0  0  0  0
   -3.8577    2.0606   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640    2.0644   -1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974    0.9685   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0912   -2.1977   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9182   -0.5848   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5696   -1.7102    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8360   -1.2856    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4569    0.2614    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614    2.4273   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    0.0814    1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4431   -0.9952    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -3.0683    0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047   -3.1999    2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8368   -3.5309    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3924   -0.8525    0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    2.9342   -1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    2.8992   -1.6391 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
 18 19  1  0
 19 20  2  0
 20 21  2  0
 18 22  2  0
 22 23  1  0
 23 24  2  0
 10  6  2  0
 24 16  1  0
 24  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  8 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 17 36  1  0
 22 37  1  0
 23 38  1  0
M  CHG  2  20   1  21  -1
M  END


  Mrv1652309112120092D          

 24 26  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
   -1.5612   -0.1557    0.0000 C   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
   -0.1326   -0.1854    0.0000 C   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
    0.5732   -0.6127    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
    1.4857    0.5180    0.0000 C   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
    2.9712    0.5760    0.0000 C   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
    3.1860   -0.2205    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
    1.8728   -0.9173    0.0000 N   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
    0.6423   -1.4348    0.0000 N   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
    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
    4.0060   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571   -1.1582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6459   -0.4936    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.1347    0.1710    0.0000 N   0  5  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  2  1  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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  6 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 12 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  2  0  0  0  0
  9 24  1  0  0  0  0
M  CHG  2  22   1  23  -1
M  END
> <DATABASE_ID>
HMDB0257255

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(=C3)N=[N+]=[N-])N2C=N1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14N6O3/c1-3-24-15(23)13-12-7-20(2)14(22)10-6-9(18-19-16)4-5-11(10)21(12)8-17-13/h4-6,8H,3,7H2,1-2H3

> <INCHI_KEY>
CFSOJZTUTOQNIA-UHFFFAOYSA-N

> <FORMULA>
C15H14N6O3

> <MOLECULAR_WEIGHT>
326.316

> <EXACT_MASS>
326.112738335

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.85542272178922

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
1.672135979333334

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.265197332026712

> <JCHEM_POLAR_SURFACE_AREA>
93.86000000000001

> <JCHEM_REFRACTIVITY>
97.99980000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257255
     RDKit          3D
Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.6161   -1.3227   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8535   -0.6432    1.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404   -0.3236    0.6822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1559    0.5033   -0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756    1.0110   -1.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763    0.8375   -0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    1.6714   -1.7295 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361    1.8098   -1.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3888    1.0568   -0.8656 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    0.4451   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836   -0.4687    0.9871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -1.5003    0.8390 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -2.8898    1.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -1.3103    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -2.2472    0.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520   -0.0950   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8256   -0.0398    0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    1.0246   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9530    1.1255   -0.3709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4802    2.0433    0.2735 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.9449    3.0403    0.8333 N   0  0  0  0  0  2  0  0  0  0  0  0
   -3.8577    2.0606   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640    2.0644   -1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974    0.9685   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0912   -2.1977   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9182   -0.5848   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5696   -1.7102    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8360   -1.2856    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4569    0.2614    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614    2.4273   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    0.0814    1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4431   -0.9952    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -3.0683    0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047   -3.1999    2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8368   -3.5309    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3924   -0.8525    0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    2.9342   -1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    2.8992   -1.6391 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
 18 19  1  0
 19 20  2  0
 20 21  2  0
 18 22  2  0
 22 23  1  0
 23 24  2  0
 10  6  2  0
 24 16  1  0
 24  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  8 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 17 36  1  0
 22 37  1  0
 23 38  1  0
M  CHG  2  20   1  21  -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      -4.264  -1.033   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.914  -0.291   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.597  -1.088   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.247  -0.346   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.215   1.194   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.070  -1.144   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.490  -0.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.773   0.967   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.134   1.689   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.546   1.075   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.712   2.082   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.947  -0.412   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.035  -1.652   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       3.496  -1.712   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.698  -3.030   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.199  -2.678   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.653  -3.063   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.184  -3.233   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.096  -1.992   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.478  -0.581   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       9.627  -2.162   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      10.539  -0.921   0.000  0.00  0.00           N+1
HETATM   23  N   UNK     0      11.451   0.319   0.000  0.00  0.00           N-1
HETATM   24  C   UNK     0       4.074   3.228   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   16                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   24                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   20                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15    6                                                       
CONECT   17   13   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   12                                                       
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24    9                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0257255
HETATM    1  C1  UNL     1       5.616  -1.323  -0.093  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.854  -0.643   1.023  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.540  -0.324   0.682  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.156   0.503  -0.344  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.076   1.011  -1.029  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.776   0.838  -0.700  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.461   1.671  -1.730  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.136   1.810  -1.837  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.389   1.057  -0.866  1.00  0.00           N  
HETATM   10  C6  UNL     1       0.600   0.445  -0.149  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.484  -0.469   0.987  1.00  0.00           C  
HETATM   12  N3  UNL     1      -0.525  -1.500   0.839  1.00  0.00           N  
HETATM   13  C8  UNL     1      -0.144  -2.890   1.034  1.00  0.00           C  
HETATM   14  C9  UNL     1      -1.892  -1.310   0.516  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.721  -2.247   0.740  1.00  0.00           O  
HETATM   16  C10 UNL     1      -2.452  -0.095  -0.071  1.00  0.00           C  
HETATM   17  C11 UNL     1      -3.826  -0.040   0.028  1.00  0.00           C  
HETATM   18  C12 UNL     1      -4.537   1.025  -0.450  1.00  0.00           C  
HETATM   19  N4  UNL     1      -5.953   1.125  -0.371  1.00  0.00           N  
HETATM   20  N5  UNL     1      -6.480   2.043   0.274  1.00  0.00           N1+
HETATM   21  N6  UNL     1      -6.945   3.040   0.833  1.00  0.00           N1-
HETATM   22  C13 UNL     1      -3.858   2.061  -1.043  1.00  0.00           C  
HETATM   23  C14 UNL     1      -2.464   2.064  -1.175  1.00  0.00           C  
HETATM   24  C15 UNL     1      -1.797   0.969  -0.677  1.00  0.00           C  
HETATM   25  H1  UNL     1       5.091  -2.198  -0.498  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.918  -0.585  -0.864  1.00  0.00           H  
HETATM   27  H3  UNL     1       6.570  -1.710   0.369  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.836  -1.286   1.928  1.00  0.00           H  
HETATM   29  H5  UNL     1       5.457   0.261   1.303  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.361   2.427  -2.598  1.00  0.00           H  
HETATM   31  H7  UNL     1       0.200   0.081   1.933  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.443  -0.995   1.139  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.879  -3.068   0.606  1.00  0.00           H  
HETATM   34  H10 UNL     1      -0.205  -3.200   2.099  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.837  -3.531   0.465  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.392  -0.852   0.496  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.356   2.934  -1.444  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.958   2.899  -1.639  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   10   10
CONECT    7    8    8
CONECT    8    9   30
CONECT    9   10   24
CONECT   10   11
CONECT   11   12   31   32
CONECT   12   13   14
CONECT   13   33   34   35
CONECT   14   15   15   16
CONECT   16   17   17   24
CONECT   17   18   36
CONECT   18   19   22   22
CONECT   19   20   20
CONECT   20   21   21
CONECT   22   23   37
CONECT   23   24   24   38
END

HMDB0257255
     RDKit          3D
Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.6161   -1.3227   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8535   -0.6432    1.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404   -0.3236    0.6822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1559    0.5033   -0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756    1.0110   -1.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763    0.8375   -0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    1.6714   -1.7295 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361    1.8098   -1.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3888    1.0568   -0.8656 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6001    0.4451   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836   -0.4687    0.9871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -1.5003    0.8390 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -2.8898    1.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -1.3103    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -2.2472    0.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520   -0.0950   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8256   -0.0398    0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    1.0246   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9530    1.1255   -0.3709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4802    2.0433    0.2735 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.9449    3.0403    0.8333 N   0  0  0  0  0  2  0  0  0  0  0  0
   -3.8577    2.0606   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640    2.0644   -1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974    0.9685   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0912   -2.1977   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9182   -0.5848   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5696   -1.7102    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8360   -1.2856    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4569    0.2614    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614    2.4273   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    0.0814    1.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4431   -0.9952    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -3.0683    0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047   -3.1999    2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8368   -3.5309    0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3924   -0.8525    0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556    2.9342   -1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581    2.8992   -1.6391 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
 18 19  1  0
 19 20  2  0
 20 21  2  0
 18 22  2  0
 22 23  1  0
 23 24  2  0
 10  6  2  0
 24 16  1  0
 24  9  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  8 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 17 36  1  0
 22 37  1  0
 23 38  1  0
M  CHG  2  20   1  21  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0,]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylic acid	Generator
Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid	Generator
Ethyl-8-azido-5,6-dihydro-5-methyl-6-oxo-4H-imidazo-1,4-benzodiazepine-3-carboxylate	MeSH

Chemical Formula

C₁₅H₁₄N₆O₃

Average Molecular Weight

326.316

Monoisotopic Molecular Weight

326.112738335

IUPAC Name

ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

Traditional Name

ethyl 12-azido-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(=C3)N=[N+]=[N-])N2C=N1

InChI Identifier

InChI=1S/C15H14N6O3/c1-3-24-15(23)13-12-7-20(2)14(22)10-6-9(18-19-16)4-5-11(10)21(12)8-17-13/h4-6,8H,3,7H2,1-2H3

InChI Key

CFSOJZTUTOQNIA-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
Benzenoid
N-substituted imidazole
Azole
Heteroaromatic compound
Vinylogous amide
Tertiary carboxylic acid amide
Imidazole
Azo compound
Azo imide
Carboxamide group
Carboxylic acid ester
Lactam
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen 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)

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	2.16	ALOGPS
logP	1.67	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	3.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	93.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98 m³·mol⁻¹	ChemAxon
Polarizability	32.86 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]+	174.325	30932474
DeepCCS	[M-H]-	171.135	30932474
DeepCCS	[M-2H]-	206.823	30932474
DeepCCS	[M+Na]+	182.89	30932474
AllCCS	[M+H]+	174.1	32859911
AllCCS	[M+H-H2O]+	171.0	32859911
AllCCS	[M+NH4]+	177.0	32859911
AllCCS	[M+Na]+	177.8	32859911
AllCCS	[M-H]-	176.6	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	175.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate	CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(=C3)N=[N+]=[N-])N2C=N1	4016.6	Standard polar	33892256
Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate	CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(=C3)N=[N+]=[N-])N2C=N1	2781.4	Standard non polar	33892256
Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate	CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(=C3)N=[N+]=[N-])N2C=N1	2870.0	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 - Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01t9-4090000000-3e5a90be4af4a1010a9b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate 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

4903

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 Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate (HMDB0257255)

MOL for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

3D MOL for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

3D SDF for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

3D-SDF for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

PDB for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

3D PDB for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

SMILES for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

INCHI for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

Structure for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

3D Structure for HMDB0257255 (Ethyl 8-azido-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra