Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 22:47:01 UTC

Update Date

2021-09-23 22:47:02 UTC

HMDB ID

HMDB0303034

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dechlorodiazepam

Description

Dechlorodiazepam, also known as bda 250, is a member of the class of compounds known as 1,4-benzodiazepines. 1,4-benzodiazepines are organic compounds containing a benzene ring fused to a 1,4-azepine. Dechlorodiazepam is practically insoluble (in water) and a strong basic compound (based on its pKa). Dechlorodiazepam can be found in common wheat, which makes dechlorodiazepam a potential biomarker for the consumption of this food product.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0303034
     RDKit          3D
Dechlorodiazepam
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.3126   -1.2907   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -1.1646   -0.6085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -2.2820    0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471   -3.3797   -0.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173   -2.2579    1.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362   -1.5934    1.0989 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -0.4372    0.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8736   -0.0833    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726    0.9652   -0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407    1.2756   -0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6482    0.5145    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741   -0.5587    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -0.8495    1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5814    0.4761    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892    1.7835    0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0799    2.7645   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    2.4665   -0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6598    1.1587   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8057    0.1639   -0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2850   -2.3259   -2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3527   -1.1356   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975   -0.6504   -2.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7649   -3.2897    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5393   -1.7732    2.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7068    1.5777   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0749    2.1222   -0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224    0.7385    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9212   -1.1454    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.6933    1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7244    1.9952    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8117    3.8109    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    3.2341   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5964    0.8634   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 13  8  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv0541 02241212592D          

 19 21  0  0  0  0            999 V2000
    3.4479    1.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.6577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502    1.1192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358   -1.0124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -2.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0527   -2.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691   -3.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808   -3.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4760   -3.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -2.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  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
  7 14  1  0  0  0  0
 14 15  2  0  0  0  0
  2 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
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303034

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(C=CC=C2)C(=NCC1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O/c1-18-14-10-6-5-9-13(14)16(17-11-15(18)19)12-7-3-2-4-8-12/h2-10H,11H2,1H3

> <INCHI_KEY>
PLZWYQYDWCXHTF-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O

> <MOLECULAR_WEIGHT>
250.2952

> <EXACT_MASS>
250.11061308

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.093538117122623

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.472041891

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.5822578701479673

> <JCHEM_POLAR_SURFACE_AREA>
32.67

> <JCHEM_REFRACTIVITY>
75.00710000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303034
     RDKit          3D
Dechlorodiazepam
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.3126   -1.2907   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -1.1646   -0.6085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -2.2820    0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471   -3.3797   -0.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173   -2.2579    1.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362   -1.5934    1.0989 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -0.4372    0.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8736   -0.0833    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726    0.9652   -0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407    1.2756   -0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6482    0.5145    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741   -0.5587    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -0.8495    1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5814    0.4761    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892    1.7835    0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0799    2.7645   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    2.4665   -0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6598    1.1587   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8057    0.1639   -0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2850   -2.3259   -2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3527   -1.1356   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975   -0.6504   -2.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7649   -3.2897    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5393   -1.7732    2.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7068    1.5777   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0749    2.1222   -0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224    0.7385    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9212   -1.1454    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.6933    1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7244    1.9952    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8117    3.8109    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    3.2341   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5964    0.8634   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 13  8  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       6.436   2.729   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.779   1.228   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.280   0.885   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.240   2.089   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.948  -0.502   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       8.280  -1.890   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.779  -2.233   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.436  -3.734   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.565  -4.781   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.222  -6.283   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.751  -6.737   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.622  -5.689   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.965  -4.188   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.575  -1.272   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.575   0.268   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.241   1.038   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.907   0.268   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.907  -1.272   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.241  -2.042   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    7   15   19                                                  
CONECT   15   14    2   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0303034
HETATM    1  C1  UNL     1      -3.313  -1.291  -1.620  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.325  -1.165  -0.609  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.914  -2.282   0.197  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.347  -3.380  -0.155  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.017  -2.258   1.417  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.236  -1.593   1.099  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.482  -0.437   0.507  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.874  -0.083   0.342  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.373   0.965  -0.355  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.741   1.276  -0.380  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.648   0.514   0.310  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.174  -0.559   1.025  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.840  -0.850   1.043  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.581   0.476   0.125  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.189   1.783   0.361  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.080   2.764  -0.011  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.308   2.466  -0.589  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.660   1.159  -0.800  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.806   0.164  -0.445  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.285  -2.326  -2.012  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.353  -1.136  -1.261  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.097  -0.650  -2.521  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.765  -3.290   1.687  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.539  -1.773   2.238  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.707   1.578  -0.989  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.075   2.122  -0.950  1.00  0.00           H  
HETATM   27  H8  UNL     1       5.722   0.738   0.305  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.921  -1.145   1.563  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.475  -1.693   1.606  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.724   1.995   0.850  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.812   3.811   0.152  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.004   3.234  -0.881  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.596   0.863  -1.247  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   19
CONECT    3    4    4    5
CONECT    5    6   23   24
CONECT    6    7    7
CONECT    7    8   14
CONECT    8    9    9   13
CONECT    9   10   25
CONECT   10   11   11   26
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   29
CONECT   14   15   15   19
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   32
CONECT   18   19   19   33
END

HMDB0303034
     RDKit          3D
Dechlorodiazepam
 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.3126   -1.2907   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252   -1.1646   -0.6085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -2.2820    0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471   -3.3797   -0.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173   -2.2579    1.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362   -1.5934    1.0989 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -0.4372    0.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8736   -0.0833    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726    0.9652   -0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7407    1.2756   -0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6482    0.5145    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741   -0.5587    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -0.8495    1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5814    0.4761    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892    1.7835    0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0799    2.7645   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    2.4665   -0.5893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6598    1.1587   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8057    0.1639   -0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2850   -2.3259   -2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3527   -1.1356   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975   -0.6504   -2.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7649   -3.2897    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5393   -1.7732    2.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7068    1.5777   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0749    2.1222   -0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224    0.7385    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9212   -1.1454    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.6933    1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7244    1.9952    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8117    3.8109    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    3.2341   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5964    0.8634   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 13  8  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepine-2-one	MeSH
BDA 250	MeSH
BDA-250	MeSH

Chemical Formula

C₁₆H₁₄N₂O

Average Molecular Weight

250.2952

Monoisotopic Molecular Weight

250.11061308

IUPAC Name

1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

Traditional Name

1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one

CAS Registry Number

Not Available

SMILES

CN1C2=C(C=CC=C2)C(=NCC1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H14N2O/c1-18-14-10-6-5-9-13(14)16(17-11-15(18)19)12-7-3-2-4-8-12/h2-10H,11H2,1H3

InChI Key

PLZWYQYDWCXHTF-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
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Ketimine
Lactam
Carboxylic acid derivative
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Imine
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cereal and cereal product

Cereal

Common wheat (FooDB: FOOD00187)

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	1.98	ALOGPS
logP	2.47	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	3.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.01 m³·mol⁻¹	ChemAxon
Polarizability	27.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	156.642	32859911
AllCCS	[M+H-H2O]+	152.567	32859911
AllCCS	[M+Na]+	161.524	32859911
AllCCS	[M+NH4]+	160.432	32859911
AllCCS	[M-H]-	162.83	32859911
AllCCS	[M+Na-2H]-	162.279	32859911
AllCCS	[M+HCOO]-	161.792	32859911
DeepCCS	[M+H]+	160.68	30932474
DeepCCS	[M-H]-	158.322	30932474
DeepCCS	[M-2H]-	191.22	30932474
DeepCCS	[M+Na]+	166.773	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 10V, Positive-QTOF	splash10-0udi-0090000000-c61b474e2cf888ddcf8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 20V, Positive-QTOF	splash10-0udi-0190000000-27b3276a59ce9ff31a89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 40V, Positive-QTOF	splash10-0a4l-7910000000-016d4a2499b85707a7a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 10V, Negative-QTOF	splash10-0002-0090000000-a81f9befee0298015299	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 20V, Negative-QTOF	splash10-0002-0090000000-8aa2e3c0e3a8aaebe63a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 40V, Negative-QTOF	splash10-0a4i-9250000000-b4480176d8423be42f00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 10V, Positive-QTOF	splash10-0udi-0090000000-cbbd39c1951c83827826	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 20V, Positive-QTOF	splash10-0udi-0090000000-f9b9fed4831ab0a0b117	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 40V, Positive-QTOF	splash10-05vo-3950000000-21b9dd779125cc5931ed	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 10V, Negative-QTOF	splash10-0002-0090000000-0e52326c2723b691f84f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 20V, Negative-QTOF	splash10-0002-0090000000-2f2d81e1d158c482b060	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dechlorodiazepam 40V, Negative-QTOF	splash10-000t-0490000000-06bb625bde726d870fca	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB007390

KNApSAcK ID

Not Available

Chemspider ID

533569

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

613843

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

Not Available

Showing metabocard for Dechlorodiazepam (HMDB0303034)

MOL for HMDB0303034 (Dechlorodiazepam)

3D MOL for HMDB0303034 (Dechlorodiazepam)

3D SDF for HMDB0303034 (Dechlorodiazepam)

3D-SDF for HMDB0303034 (Dechlorodiazepam)

PDB for HMDB0303034 (Dechlorodiazepam)

3D PDB for HMDB0303034 (Dechlorodiazepam)

SMILES for HMDB0303034 (Dechlorodiazepam)

INCHI for HMDB0303034 (Dechlorodiazepam)

Structure for HMDB0303034 (Dechlorodiazepam)

3D Structure for HMDB0303034 (Dechlorodiazepam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra