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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:11:26 UTC

Update Date

2021-09-26 22:51:24 UTC

HMDB ID

HMDB0243984

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Oxoestazolam

Description

1-Oxoestazolam belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. Based on a literature review very few articles have been published on 1-Oxoestazolam. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-oxoestazolam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Oxoestazolam 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

HMDB0243984
     RDKit          3D
1-Oxoestazolam
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.0636   -0.0806   -1.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601    0.8755   -1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047    2.1998   -1.3667 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8258    2.9137   -0.6337 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139    2.0742   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4249    0.8143   -0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -0.3751    0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335   -1.3851    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2329   -2.5795    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041   -2.7030    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2550   -4.1921    1.7466 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0103   -1.6617    0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4793   -0.4899    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.5013    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9195    0.1252   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468   -1.0927   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6936   -1.4152   -0.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6592   -0.4568   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    0.7931   -0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9510    1.0731    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359    1.7868    0.5133 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    2.4758    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4401    2.6460   -1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7624   -1.2743   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -3.3978    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -1.6947    1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6712   -1.8883   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9973   -2.4018   -0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139   -0.6532   -0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0611    1.5396    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    2.0528    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    3.5469    0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000    2.3234    1.9051 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  2  0
 21 22  1  0
  6  2  1  0
 13  7  1  0
 20 15  1  0
 22  5  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
 22 32  1  0
 22 33  1  0
M  END


  Mrv1652309102123112D          

 22 25  0  0  0  0            999 V2000
    3.2376    3.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897    2.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1501    2.3076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810    1.4855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2778    1.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579    0.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    2.0030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0261    2.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5373    2.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    2.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862    1.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750    1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6950    1.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338    1.7621    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7521    3.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088    3.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277    4.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    3.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2759    4.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1212    5.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580    5.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2824    4.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  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
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
  1 16  1  0  0  0  0
 15 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
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243984

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC2=C(C=C1)N1C(=O)NN=C1CN=C2C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H11ClN4O/c17-11-6-7-13-12(8-11)15(10-4-2-1-3-5-10)18-9-14-19-20-16(22)21(13)14/h1-8H,9H2,(H,20,22)

> <INCHI_KEY>
BKXMIHOSZZYXDH-UHFFFAOYSA-N

> <FORMULA>
C16H11ClN4O

> <MOLECULAR_WEIGHT>
310.74

> <EXACT_MASS>
310.0621387

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
30.778010056332135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),5,8,11,13-pentaen-3-one

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
3.3228404129999993

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.844999651171808

> <JCHEM_PKA_STRONGEST_BASIC>
3.363928125124602

> <JCHEM_POLAR_SURFACE_AREA>
57.06

> <JCHEM_REFRACTIVITY>
83.61490000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),5,8,11,13-pentaen-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243984
     RDKit          3D
1-Oxoestazolam
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.0636   -0.0806   -1.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601    0.8755   -1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047    2.1998   -1.3667 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8258    2.9137   -0.6337 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139    2.0742   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4249    0.8143   -0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -0.3751    0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335   -1.3851    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2329   -2.5795    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041   -2.7030    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2550   -4.1921    1.7466 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0103   -1.6617    0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4793   -0.4899    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.5013    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9195    0.1252   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468   -1.0927   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6936   -1.4152   -0.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6592   -0.4568   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    0.7931   -0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9510    1.0731    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359    1.7868    0.5133 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    2.4758    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4401    2.6460   -1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7624   -1.2743   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -3.3978    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -1.6947    1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6712   -1.8883   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9973   -2.4018   -0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139   -0.6532   -0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0611    1.5396    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    2.0528    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    3.5469    0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000    2.3234    1.9051 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  2  0
 21 22  1  0
  6  2  1  0
 13  7  1  0
 20 15  1  0
 22  5  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
 22 32  1  0
 22 33  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       6.044   6.418   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.327   4.905   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.747   4.308   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       7.618   2.773   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.118   2.422   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.522   1.002   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       5.321   3.739   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.782   3.799   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.870   5.040   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.339   4.870   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.721   3.459   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.633   2.219   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.164   2.388   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0      -0.810   3.289   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       3.271   6.526   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.683   7.140   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.105   7.533   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.651   7.027   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.515   8.033   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.226   9.546   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.228  10.052   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.394   9.046   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    2    8                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11                                                            
CONECT   15    9   16   17                                                  
CONECT   16   15    1                                                       
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0243984
HETATM    1  O1  UNL     1       4.064  -0.081  -1.756  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.460   0.876  -1.228  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.705   2.200  -1.367  1.00  0.00           N  
HETATM    4  N2  UNL     1       2.826   2.914  -0.634  1.00  0.00           N  
HETATM    5  C2  UNL     1       2.014   2.074  -0.021  1.00  0.00           C  
HETATM    6  N3  UNL     1       2.425   0.814  -0.402  1.00  0.00           N  
HETATM    7  C3  UNL     1       1.823  -0.375   0.056  1.00  0.00           C  
HETATM    8  C4  UNL     1       2.733  -1.385   0.178  1.00  0.00           C  
HETATM    9  C5  UNL     1       2.233  -2.579   0.710  1.00  0.00           C  
HETATM   10  C6  UNL     1       0.904  -2.703   1.083  1.00  0.00           C  
HETATM   11 CL1  UNL     1       0.255  -4.192   1.747  1.00  0.00          CL  
HETATM   12  C7  UNL     1       0.010  -1.662   0.948  1.00  0.00           C  
HETATM   13  C8  UNL     1       0.479  -0.490   0.424  1.00  0.00           C  
HETATM   14  C9  UNL     1      -0.569   0.501   0.302  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.919   0.125  -0.033  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.347  -1.093  -0.440  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.694  -1.415  -0.660  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.659  -0.457  -0.461  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.271   0.793  -0.052  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.951   1.073   0.154  1.00  0.00           C  
HETATM   21  N4  UNL     1      -0.336   1.787   0.513  1.00  0.00           N  
HETATM   22  C16 UNL     1       0.896   2.476   0.875  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.440   2.646  -1.935  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.762  -1.274  -0.091  1.00  0.00           H  
HETATM   25  H3  UNL     1       2.905  -3.398   0.823  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.014  -1.695   1.288  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.671  -1.888  -0.689  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.997  -2.402  -0.983  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.714  -0.653  -0.617  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.061   1.540   0.097  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.637   2.053   0.475  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.704   3.547   0.702  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.200   2.323   1.905  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    6
CONECT    3    4   23
CONECT    4    5    5
CONECT    5    6   22
CONECT    6    7
CONECT    7    8    8   13
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   11   12
CONECT   12   13   13   26
CONECT   13   14
CONECT   14   15   21   21
CONECT   15   16   16   20
CONECT   16   17   27
CONECT   17   18   18   28
CONECT   18   19   29
CONECT   19   20   20   30
CONECT   20   31
CONECT   21   22
CONECT   22   32   33
END

HMDB0243984
     RDKit          3D
1-Oxoestazolam
 33 36  0  0  0  0  0  0  0  0999 V2000
    4.0636   -0.0806   -1.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601    0.8755   -1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047    2.1998   -1.3667 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8258    2.9137   -0.6337 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139    2.0742   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4249    0.8143   -0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233   -0.3751    0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335   -1.3851    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2329   -2.5795    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041   -2.7030    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2550   -4.1921    1.7466 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0103   -1.6617    0.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4793   -0.4899    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    0.5013    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9195    0.1252   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468   -1.0927   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6936   -1.4152   -0.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6592   -0.4568   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2705    0.7931   -0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9510    1.0731    0.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359    1.7868    0.5133 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    2.4758    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4401    2.6460   -1.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7624   -1.2743   -0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052   -3.3978    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -1.6947    1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6712   -1.8883   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9973   -2.4018   -0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139   -0.6532   -0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0611    1.5396    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    2.0528    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    3.5469    0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2000    2.3234    1.9051 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  2  0
 21 22  1  0
  6  2  1  0
 13  7  1  0
 20 15  1  0
 22  5  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
 20 31  1  0
 22 32  1  0
 22 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Ketoestazolam	HMDB
1-oxo-Estazolam	HMDB

Chemical Formula

C₁₆H₁₁ClN₄O

Average Molecular Weight

310.74

Monoisotopic Molecular Weight

310.0621387

IUPAC Name

12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),5,8,11,13-pentaen-3-one

Traditional Name

12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),5,8,11,13-pentaen-3-one

CAS Registry Number

Not Available

SMILES

ClC1=CC2=C(C=C1)N1C(=O)NN=C1CN=C2C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H11ClN4O/c17-11-6-7-13-12(8-11)15(10-4-2-1-3-5-10)18-9-14-19-20-16(22)21(13)14/h1-8H,9H2,(H,20,22)

InChI Key

BKXMIHOSZZYXDH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,4-benzodiazepines

Alternative Parents

Substituents

1,4-benzodiazepine
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
1,2,4-triazole
Ketimine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organonitrogen compound
Organochloride
Organohalogen compound
Imine
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic nitrogen 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)

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	2.72	ALOGPS
logP	3.32	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.84	ChemAxon
pKa (Strongest Basic)	3.36	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	83.61 m³·mol⁻¹	ChemAxon
Polarizability	30.78 Å³	ChemAxon
Number of Rings	4	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]+	165.619	30932474
DeepCCS	[M-H]-	163.261	30932474
DeepCCS	[M-2H]-	196.811	30932474
DeepCCS	[M+Na]+	172.038	30932474
AllCCS	[M+H]+	170.0	32859911
AllCCS	[M+H-H2O]+	166.8	32859911
AllCCS	[M+NH4]+	172.9	32859911
AllCCS	[M+Na]+	173.7	32859911
AllCCS	[M-H]-	164.8	32859911
AllCCS	[M+Na-2H]-	163.7	32859911
AllCCS	[M+HCOO]-	162.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.6532 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.39 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1498.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	316.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	150.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	145.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	396.6 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	411.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	115.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	983.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	407.0 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	1050.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	329.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	301.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	144.1 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	18.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Oxoestazolam	ClC1=CC2=C(C=C1)N1C(=O)NN=C1CN=C2C1=CC=CC=C1	4048.3	Standard polar	33892256
1-Oxoestazolam	ClC1=CC2=C(C=C1)N1C(=O)NN=C1CN=C2C1=CC=CC=C1	2949.4	Standard non polar	33892256
1-Oxoestazolam	ClC1=CC2=C(C=C1)N1C(=O)NN=C1CN=C2C1=CC=CC=C1	3088.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Oxoestazolam,1TMS,isomer #1	C[Si](C)(C)N1N=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N2C1=O	2924.9	Semi standard non polar	33892256
1-Oxoestazolam,1TMS,isomer #1	C[Si](C)(C)N1N=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N2C1=O	2830.9	Standard non polar	33892256
1-Oxoestazolam,1TMS,isomer #1	C[Si](C)(C)N1N=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N2C1=O	4091.1	Standard polar	33892256
1-Oxoestazolam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N2C1=O	3104.4	Semi standard non polar	33892256
1-Oxoestazolam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N2C1=O	3021.4	Standard non polar	33892256
1-Oxoestazolam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N2C1=O	4072.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Oxoestazolam GC-MS (Non-derivatized) - 70eV, Positive	splash10-00pi-2090000000-9d013d19b6270ecdd880	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Oxoestazolam 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 - 1-Oxoestazolam 10V, Positive-QTOF	splash10-03di-0009000000-ae254a9e6449ecf6ab17	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Oxoestazolam 20V, Positive-QTOF	splash10-03di-0009000000-ae254a9e6449ecf6ab17	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Oxoestazolam 40V, Positive-QTOF	splash10-0a59-0191000000-ea6fa0da0dfb2654a7d8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Oxoestazolam 10V, Negative-QTOF	splash10-0a4i-0009000000-8191f8b22c033a8a82f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Oxoestazolam 20V, Negative-QTOF	splash10-0a4i-0019000000-76988d49fda14dad3f2b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Oxoestazolam 40V, Negative-QTOF	splash10-001l-9021000000-f985b8f881e1b3e4650a	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

2339770

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3082325

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 1-Oxoestazolam (HMDB0243984)

MOL for HMDB0243984 (1-Oxoestazolam)

3D MOL for HMDB0243984 (1-Oxoestazolam)

3D SDF for HMDB0243984 (1-Oxoestazolam)

3D-SDF for HMDB0243984 (1-Oxoestazolam)

PDB for HMDB0243984 (1-Oxoestazolam)

3D PDB for HMDB0243984 (1-Oxoestazolam)

SMILES for HMDB0243984 (1-Oxoestazolam)

INCHI for HMDB0243984 (1-Oxoestazolam)

Structure for HMDB0243984 (1-Oxoestazolam)

3D Structure for HMDB0243984 (1-Oxoestazolam)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra