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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:25:44 UTC

Update Date

2021-09-26 22:59:32 UTC

HMDB ID

HMDB0248964

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bentazepam

Description

Bentazepam, also known as thiadipone, belongs to the class of organic compounds known as thienodiazepines. These are heteropolycyclic containing a thiophene ring fused to a diazepine ring. Thiophene is 5-membered ring consisting of four carbon and one sulfur atoms. Diazepine is a 7-membered ring consisting of five carbon and two nitrogen atoms. Based on a literature review a significant number of articles have been published on Bentazepam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bentazepam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bentazepam 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

HMDB0248964
     RDKit          3D
Bentazepam
 37 40  0  0  0  0  0  0  0  0999 V2000
   -2.3421    4.7021    0.2049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.7056    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0938    2.7650   -1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2189    1.4147   -0.5131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122    0.7131    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7090   -0.6179    0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952   -1.3974    1.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -2.6761    1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -3.1944    1.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3144   -2.4386    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871   -1.1698    0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0930    1.1503    0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037    2.4261    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761    2.3856    1.0435 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781    0.7593    0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1261    0.2957    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759   -1.1053   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -0.9270   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6056   -0.9047   -0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039   -0.1202    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    3.5593    0.8842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161    2.8526   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043    3.0759   -1.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -1.0381    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -3.3186    2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -4.2064    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -2.8606   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714   -0.5573   -0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769   -1.3509   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752   -1.8412    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0576    0.0402   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795   -1.7909   -2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163   -0.4187   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9874   -1.9174   -0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    0.5570    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -0.7805    1.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    4.2295    1.5891 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 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  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21  2  1  0
 11  6  1  0
 16 12  1  0
 20 15  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
M  END

  Mrv1652309112105262D          

 21 24  0  0  0  0            999 V2000
    3.9725    1.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2408    0.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -0.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -0.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6212    0.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1627    1.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964    0.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -0.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -0.7062    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875   -0.5357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0722   -0.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -0.5909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525    0.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    1.2968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412    1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3272    2.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7382    3.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5632    3.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9772    2.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5662    1.9539    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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248964

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CN=C(C2=C(N1)SC1=C2CCCC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16N2OS/c20-14-10-18-16(11-6-2-1-3-7-11)15-12-8-4-5-9-13(12)21-17(15)19-14/h1-3,6-7H,4-5,8-10H2,(H,19,20)

> <INCHI_KEY>
AIZFEOPQVZBNGH-UHFFFAOYSA-N

> <FORMULA>
C17H16N2OS

> <MOLECULAR_WEIGHT>
296.39

> <EXACT_MASS>
296.098334317

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.16743634908991

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-phenyl-8-thia-10,13-diazatricyclo[7.5.0.0^{2,7}]tetradeca-1(9),2(7),13-trien-11-one

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
4.139107373

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.35931390144536

> <JCHEM_PKA_STRONGEST_BASIC>
3.24881961144701

> <JCHEM_POLAR_SURFACE_AREA>
41.46

> <JCHEM_REFRACTIVITY>
85.57720000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-phenyl-8-thia-10,13-diazatricyclo[7.5.0.0^{2,7}]tetradeca-1(9),2(7),13-trien-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248964
     RDKit          3D
Bentazepam
 37 40  0  0  0  0  0  0  0  0999 V2000
   -2.3421    4.7021    0.2049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.7056    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0938    2.7650   -1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2189    1.4147   -0.5131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122    0.7131    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7090   -0.6179    0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952   -1.3974    1.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -2.6761    1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -3.1944    1.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3144   -2.4386    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871   -1.1698    0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0930    1.1503    0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037    2.4261    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761    2.3856    1.0435 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781    0.7593    0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1261    0.2957    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759   -1.1053   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -0.9270   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6056   -0.9047   -0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039   -0.1202    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    3.5593    0.8842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161    2.8526   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043    3.0759   -1.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -1.0381    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -3.3186    2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -4.2064    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -2.8606   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714   -0.5573   -0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769   -1.3509   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752   -1.8412    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0576    0.0402   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795   -1.7909   -2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163   -0.4187   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9874   -1.9174   -0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    0.5570    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -0.7805    1.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    4.2295    1.5891 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 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  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21  2  1  0
 11  6  1  0
 16 12  1  0
 20 15  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
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       7.415   1.932   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.916   0.476   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.905  -0.686   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.394  -0.392   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.893   1.064   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.904   2.226   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.353   1.038   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.902  -0.434   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0       4.164  -1.318   0.000  0.00  0.00           S+0
HETATM   10  N   UNK     0       1.470  -1.000   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.135  -0.233   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.136  -1.103   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.098   1.290   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.947   2.421   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.483   2.309   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.250   3.644   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.477   4.976   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.245   6.311   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.785   6.315   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.557   4.983   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.790   3.647   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   15                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    7   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0248964
HETATM    1  O1  UNL     1      -2.342   4.702   0.205  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.663   3.706   0.030  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.094   2.765  -1.037  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.219   1.415  -0.513  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.312   0.713   0.141  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.709  -0.618   0.569  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.995  -1.397   1.399  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.400  -2.676   1.699  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.554  -3.194   1.156  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.314  -2.439   0.308  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.887  -1.170   0.026  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.093   1.150   0.375  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.404   2.426   0.806  1.00  0.00           C  
HETATM   14  S1  UNL     1       2.076   2.386   1.043  1.00  0.00           S  
HETATM   15  C12 UNL     1       2.378   0.759   0.586  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.126   0.296   0.256  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.176  -1.105  -0.354  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.265  -0.927  -1.442  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.606  -0.905  -0.778  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.604  -0.120   0.511  1.00  0.00           C  
HETATM   21  N2  UNL     1      -0.520   3.559   0.884  1.00  0.00           N  
HETATM   22  H1  UNL     1      -1.416   2.853  -1.897  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.104   3.076  -1.363  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.108  -1.038   1.910  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.819  -3.319   2.376  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.832  -4.206   1.422  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.233  -2.861  -0.118  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.471  -0.557  -0.639  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.277  -1.351  -0.916  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.575  -1.841   0.317  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.058   0.040  -1.936  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.180  -1.791  -2.116  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.316  -0.419  -1.513  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.987  -1.917  -0.568  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.479   0.557   0.553  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.650  -0.781   1.408  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.257   4.230   1.589  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4   22   23
CONECT    4    5    5
CONECT    5    6   12
CONECT    6    7    7   11
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   28
CONECT   12   13   13   16
CONECT   13   14   21
CONECT   14   15
CONECT   15   16   16   20
CONECT   16   17
CONECT   17   18   29   30
CONECT   18   19   31   32
CONECT   19   20   33   34
CONECT   20   35   36
CONECT   21   37
END

HMDB0248964
     RDKit          3D
Bentazepam
 37 40  0  0  0  0  0  0  0  0999 V2000
   -2.3421    4.7021    0.2049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6634    3.7056    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0938    2.7650   -1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2189    1.4147   -0.5131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3122    0.7131    0.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7090   -0.6179    0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9952   -1.3974    1.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -2.6761    1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538   -3.1944    1.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3144   -2.4386    0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871   -1.1698    0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0930    1.1503    0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037    2.4261    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761    2.3856    1.0435 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781    0.7593    0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1261    0.2957    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759   -1.1053   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -0.9270   -1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6056   -0.9047   -0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039   -0.1202    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    3.5593    0.8842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161    2.8526   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043    3.0759   -1.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -1.0381    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -3.3186    2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -4.2064    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -2.8606   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714   -0.5573   -0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2769   -1.3509   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752   -1.8412    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0576    0.0402   -1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795   -1.7909   -2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163   -0.4187   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9874   -1.9174   -0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    0.5570    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -0.7805    1.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    4.2295    1.5891 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 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  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21  2  1  0
 11  6  1  0
 16 12  1  0
 20 15  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,7-Tetramethylene-5-phenyl-1,2-dihydro-3H-thieno(2,3-e)(1,4)diazepin-2-one	HMDB
Thiadipone	HMDB
Tiadipona	HMDB
Tiadipone	HMDB
Bentazepam sulfate, (1:1) salt	HMDB

Chemical Formula

C₁₇H₁₆N₂OS

Average Molecular Weight

296.39

Monoisotopic Molecular Weight

296.098334317

IUPAC Name

14-phenyl-8-thia-10,13-diazatricyclo[7.5.0.0^{2,7}]tetradeca-1(9),2(7),13-trien-11-one

Traditional Name

14-phenyl-8-thia-10,13-diazatricyclo[7.5.0.0^{2,7}]tetradeca-1(9),2(7),13-trien-11-one

CAS Registry Number

Not Available

SMILES

O=C1CN=C(C2=C(N1)SC1=C2CCCC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H16N2OS/c20-14-10-18-16(11-6-2-1-3-7-11)15-12-8-4-5-9-13(12)21-17(15)19-14/h1-3,6-7H,4-5,8-10H2,(H,19,20)

InChI Key

AIZFEOPQVZBNGH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thienodiazepines. These are heteropolycyclic containing a thiophene ring fused to a diazepine ring. Thiophene is 5-membered ring consisting of four carbon and one sulfur atoms. Diazepine is a 7-membered ring consisting of five carbon and two nitrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thienodiazepines

Sub Class

Not Available

Direct Parent

Thienodiazepines

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Thieno-para-diazepine
Para-diazepine
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Thiophene
Carboxamide group
Ketimine
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Imine
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	3.84	ALOGPS
logP	4.14	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	10.36	ChemAxon
pKa (Strongest Basic)	3.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.58 m³·mol⁻¹	ChemAxon
Polarizability	32.17 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]+	173.654	30932474
DeepCCS	[M-H]-	171.296	30932474
DeepCCS	[M-2H]-	204.182	30932474
DeepCCS	[M+Na]+	179.747	30932474
AllCCS	[M+H]+	168.9	32859911
AllCCS	[M+H-H2O]+	165.4	32859911
AllCCS	[M+NH4]+	172.1	32859911
AllCCS	[M+Na]+	173.0	32859911
AllCCS	[M-H]-	175.7	32859911
AllCCS	[M+Na-2H]-	175.1	32859911
AllCCS	[M+HCOO]-	174.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bentazepam	O=C1CN=C(C2=C(N1)SC1=C2CCCC1)C1=CC=CC=C1	4178.1	Standard polar	33892256
Bentazepam	O=C1CN=C(C2=C(N1)SC1=C2CCCC1)C1=CC=CC=C1	2700.0	Standard non polar	33892256
Bentazepam	O=C1CN=C(C2=C(N1)SC1=C2CCCC1)C1=CC=CC=C1	2949.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bentazepam,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2)C2=C1SC1=C2CCCC1	2785.7	Semi standard non polar	33892256
Bentazepam,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2)C2=C1SC1=C2CCCC1	2615.0	Standard non polar	33892256
Bentazepam,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2)C2=C1SC1=C2CCCC1	3716.0	Standard polar	33892256
Bentazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2)C2=C1SC1=C2CCCC1	2993.6	Semi standard non polar	33892256
Bentazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2)C2=C1SC1=C2CCCC1	2847.0	Standard non polar	33892256
Bentazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2)C2=C1SC1=C2CCCC1	3792.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bentazepam GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0190000000-d7be01461bf4b66b5bff	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bentazepam 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 - Bentazepam 10V, Negative-QTOF	splash10-0002-0090000000-b6523c3efb9d6468cb4a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bentazepam 20V, Negative-QTOF	splash10-0002-0090000000-d56df278b3d1ce023095	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bentazepam 40V, Negative-QTOF	splash10-002f-0190000000-10ab0dd207a0d92e1db3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bentazepam 10V, Positive-QTOF	splash10-0002-0090000000-8764e06e6bac31b2b90f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bentazepam 20V, Positive-QTOF	splash10-0002-0090000000-8764e06e6bac31b2b90f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bentazepam 40V, Positive-QTOF	splash10-0avr-0190000000-9d60da2aef67e6ad0405	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

11248641

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bentazepam

METLIN ID

Not Available

PubChem Compound

135412795

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 Bentazepam (HMDB0248964)

MOL for HMDB0248964 (Bentazepam)

3D MOL for HMDB0248964 (Bentazepam)

3D SDF for HMDB0248964 (Bentazepam)

3D-SDF for HMDB0248964 (Bentazepam)

PDB for HMDB0248964 (Bentazepam)

3D PDB for HMDB0248964 (Bentazepam)

SMILES for HMDB0248964 (Bentazepam)

INCHI for HMDB0248964 (Bentazepam)

Structure for HMDB0248964 (Bentazepam)

3D Structure for HMDB0248964 (Bentazepam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra