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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-22 19:51:47 UTC

Update Date

2019-07-23 07:15:53 UTC

HMDB ID

HMDB0061161

Secondary Accession Numbers

HMDB61161

Metabolite Identification

Common Name

N-Desalkyl flurazepam

Description

N-Desalkyl flurazepam is a metabolite of flurazepam. Flurazepam (marketed under the brand names Dalmane and Dalmadorm) is a drug which is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It produces a metabolite with a very long half-life (40–250 hours), which may stay in the bloodstream for up to four days. http://www. non-benzodiazepines. org. uk/equivalents. html Flurazepam is therefore unsuitable as a sleeping medication for some individuals due to next day sedation. (Wikipedia)

Structure

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

HMDB0061161
     RDKit          3D
N-Desalkyl flurazepam
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.8699   -3.5095    0.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -2.3918   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4322   -2.3245   -1.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.6955   -1.0420 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -0.6078   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5032   -0.2262   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112   -0.9035   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390   -0.7320   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845    0.1634    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585    0.8584    0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849    0.6461    0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702    1.2926    1.6152 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262    0.3080    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531    1.6458   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3872    2.6765    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8767    4.3490    0.0322 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6264    2.3839    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195    1.0538    0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1678    0.0424    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -1.2710    0.6356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -3.3626   -1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -1.7663   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1635   -1.5969   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5865   -1.2745   -1.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    0.3400    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    1.5672    1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022    1.8510   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2909    3.1635    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9638    0.7523    1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.4316    1.3403 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
 11 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20  2  1  0
 11  6  1  0
 19 13  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 14 27  1  0
 17 28  1  0
 18 29  1  0
 20 30  1  0
M  END

2886-59-1.mol
  Mrv0541 07221312512D          

 20 22  0  0  0  0            999 V2000
   -0.0684    0.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744   -0.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2418    1.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6744   -0.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744   -0.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4220    0.2944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687    1.7531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0287    1.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734   -0.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -1.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318   -1.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6273    1.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0996    1.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468    0.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720   -0.5559    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3976   -2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0720   -0.8320    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0098   -2.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4367    2.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816   -2.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
  9 15  1  0  0  0  0
  9 14  1  0  0  0  0
 10 16  2  0  0  0  0
 10 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 13 19  2  0  0  0  0
 16 20  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061161

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC=CC=C1C1=NCC(=O)NC2=C1C=C(Cl)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H10ClFN2O/c16-9-5-6-13-11(7-9)15(18-8-14(20)19-13)10-3-1-2-4-12(10)17/h1-7H,8H2,(H,19,20)

> <INCHI_KEY>
UVCOILFBWYKHHB-UHFFFAOYSA-N

> <FORMULA>
C15H10ClFN2O

> <MOLECULAR_WEIGHT>
288.704

> <EXACT_MASS>
288.046568864

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.04379314655911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
3.354722435

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.28803165863172

> <JCHEM_PKA_STRONGEST_BASIC>
1.8018654965838325

> <JCHEM_POLAR_SURFACE_AREA>
41.46

> <JCHEM_REFRACTIVITY>
76.9124

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061161
     RDKit          3D
N-Desalkyl flurazepam
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.8699   -3.5095    0.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -2.3918   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4322   -2.3245   -1.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.6955   -1.0420 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -0.6078   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5032   -0.2262   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112   -0.9035   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390   -0.7320   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845    0.1634    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585    0.8584    0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849    0.6461    0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702    1.2926    1.6152 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262    0.3080    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531    1.6458   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3872    2.6765    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8767    4.3490    0.0322 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6264    2.3839    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195    1.0538    0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1678    0.0424    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -1.2710    0.6356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -3.3626   -1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -1.7663   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1635   -1.5969   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5865   -1.2745   -1.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    0.3400    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    1.5672    1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022    1.8510   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2909    3.1635    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9638    0.7523    1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.4316    1.3403 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
 11 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20  2  1  0
 11  6  1  0
 19 13  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 14 27  1  0
 17 28  1  0
 18 29  1  0
 20 30  1  0
M  END

HEADER    PROTEIN                                 22-JUL-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 2886-59-1.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-13         0                                  
HETATM    1  C   UNK     0      -0.128   0.563   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.259  -0.107   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.451   2.069   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.259  -0.477   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.259  -1.640   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       2.654   0.550   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       0.502   3.272   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.920   2.538   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.750  -0.021   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.577  -2.356   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.059  -2.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.038   2.037   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.053   3.272   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.074   1.498   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -3.868  -1.038   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       2.609  -3.879   0.000  0.00  0.00           C+0
HETATM   17  F   UNK     0       3.868  -1.553   0.000  0.00  0.00           F+0
HETATM   18  C   UNK     0      -0.018  -3.947   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.682   4.663   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.272  -4.663   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13                                                       
CONECT    8    3   14                                                       
CONECT    9    4   15   14                                                  
CONECT   10    5   16   17                                                  
CONECT   11    5   18                                                       
CONECT   12    6   13                                                       
CONECT   13    7   12   19                                                  
CONECT   14    8    9                                                       
CONECT   15    9                                                            
CONECT   16   10   20                                                       
CONECT   17   10                                                            
CONECT   18   11   20                                                       
CONECT   19   13                                                            
CONECT   20   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0061161
HETATM    1  O1  UNL     1      -2.870  -3.510   0.025  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.367  -2.392  -0.210  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.432  -2.325  -1.367  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.178  -1.695  -1.042  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.135  -0.608  -0.384  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.503  -0.226  -0.207  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.511  -0.904  -0.929  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.839  -0.732  -0.751  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.284   0.163   0.199  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.359   0.858   0.943  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.985   0.646   0.724  1.00  0.00           C  
HETATM   12  F1  UNL     1       1.170   1.293   1.615  1.00  0.00           F  
HETATM   13  C10 UNL     1      -0.926   0.308   0.031  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.553   1.646  -0.125  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.387   2.677   0.235  1.00  0.00           C  
HETATM   16 CL1  UNL     1      -0.877   4.349   0.032  1.00  0.00          CL  
HETATM   17  C13 UNL     1      -2.626   2.384   0.762  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.019   1.054   0.920  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.168   0.042   0.552  1.00  0.00           C  
HETATM   20  N2  UNL     1      -2.720  -1.271   0.636  1.00  0.00           N  
HETATM   21  H1  UNL     1      -1.233  -3.363  -1.679  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.924  -1.766  -2.177  1.00  0.00           H  
HETATM   23  H3  UNL     1       2.163  -1.597  -1.665  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.587  -1.275  -1.329  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.333   0.340   0.380  1.00  0.00           H  
HETATM   26  H6  UNL     1       3.702   1.567   1.694  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.402   1.851  -0.592  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.291   3.164   1.050  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.964   0.752   1.321  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.438  -1.432   1.340  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4   21   22
CONECT    4    5    5
CONECT    5    6   13
CONECT    6    7    7   11
CONECT    7    8   23
CONECT    8    9    9   24
CONECT    9   10   25
CONECT   10   11   11   26
CONECT   11   12
CONECT   13   14   14   19
CONECT   14   15   27
CONECT   15   16   17   17
CONECT   17   18   28
CONECT   18   19   19   29
CONECT   19   20
CONECT   20   30
END

HMDB0061161
     RDKit          3D
N-Desalkyl flurazepam
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.8699   -3.5095    0.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -2.3918   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4322   -2.3245   -1.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.6955   -1.0420 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -0.6078   -0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5032   -0.2262   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5112   -0.9035   -0.9295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390   -0.7320   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2845    0.1634    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585    0.8584    0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849    0.6461    0.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702    1.2926    1.6152 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262    0.3080    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5531    1.6458   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3872    2.6765    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8767    4.3490    0.0322 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6264    2.3839    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195    1.0538    0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1678    0.0424    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -1.2710    0.6356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -3.3626   -1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -1.7663   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1635   -1.5969   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5865   -1.2745   -1.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    0.3400    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    1.5672    1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022    1.8510   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2909    3.1635    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9638    0.7523    1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.4316    1.3403 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
 11 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20  2  1  0
 11  6  1  0
 19 13  1  0
  3 21  1  0
  3 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 14 27  1  0
 17 28  1  0
 18 29  1  0
 20 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Norflutoprazepam	HMDB
Norflurazepam	HMDB
N-Desalkyl-2-oxoquazepam	MeSH
Norfludiazepam	MeSH

Chemical Formula

C₁₅H₁₀ClFN₂O

Average Molecular Weight

288.704

Monoisotopic Molecular Weight

288.046568864

IUPAC Name

7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one

Traditional Name

7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2-one

CAS Registry Number

Not Available

SMILES

FC1=CC=CC=C1C1=NCC(=O)NC2=C1C=C(Cl)C=C2

InChI Identifier

InChI=1S/C15H10ClFN2O/c16-9-5-6-13-11(7-9)15(18-8-14(20)19-13)10-3-1-2-4-12(10)17/h1-7H,8H2,(H,19,20)

InChI Key

UVCOILFBWYKHHB-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
Fluorobenzene
Halobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Ketimine
Lactam
Azacycle
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Imine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organohalogen compound
Organochloride
Organofluoride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0061161)
Kidney (HMDB: HMDB0061161)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061161)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061161)

Cellular substructure

Cytoplasm (HMDB: HMDB0061161)
Membrane (HMDB: HMDB0061161)

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
Water Solubility	0.019 g/L	ALOGPS
logP	2.87	ALOGPS
logP	3.35	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	12.29	ChemAxon
pKa (Strongest Basic)	1.8	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	76.91 m³·mol⁻¹	ChemAxon
Polarizability	28.04 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]+	162.587	30932474
DeepCCS	[M-H]-	160.192	30932474
DeepCCS	[M-2H]-	193.131	30932474
DeepCCS	[M+Na]+	168.643	30932474
AllCCS	[M+H]+	162.1	32859911
AllCCS	[M+H-H2O]+	158.3	32859911
AllCCS	[M+NH4]+	165.6	32859911
AllCCS	[M+Na]+	166.7	32859911
AllCCS	[M-H]-	161.1	32859911
AllCCS	[M+Na-2H]-	160.3	32859911
AllCCS	[M+HCOO]-	159.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desalkyl flurazepam	FC1=CC=CC=C1C1=NCC(=O)NC2=C1C=C(Cl)C=C2	3758.6	Standard polar	33892256
N-Desalkyl flurazepam	FC1=CC=CC=C1C1=NCC(=O)NC2=C1C=C(Cl)C=C2	2443.2	Standard non polar	33892256
N-Desalkyl flurazepam	FC1=CC=CC=C1C1=NCC(=O)NC2=C1C=C(Cl)C=C2	2431.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desalkyl flurazepam,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	2315.8	Semi standard non polar	33892256
N-Desalkyl flurazepam,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	2383.1	Standard non polar	33892256
N-Desalkyl flurazepam,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	3257.8	Standard polar	33892256
N-Desalkyl flurazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	2508.5	Semi standard non polar	33892256
N-Desalkyl flurazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	2583.0	Standard non polar	33892256
N-Desalkyl flurazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	3322.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desalkyl flurazepam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ir1-1190000000-2bb7221cad85f7e5beff	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desalkyl flurazepam 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 10V, Negative-QTOF	splash10-000i-0090000000-6e5d33d01214218f3bc6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 20V, Negative-QTOF	splash10-014i-0090000000-2602ce3a9ac70ccb0009	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 40V, Negative-QTOF	splash10-00ku-0090000000-9d25b7d826dad96c4448	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 50V, Positive-QTOF	splash10-004l-0970000000-16ed83c5bfe2a4b0b51a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 20V, Positive-QTOF	splash10-000i-0090000000-ec89dc22e0e704467569	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 10V, Positive-QTOF	splash10-000i-0090000000-32ad44a4b7594ceced39	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 40V, Positive-QTOF	splash10-002f-0890000000-55f51208eb5ca0534fa4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 30V, Positive-QTOF	splash10-000f-0390000000-d28e70b0b03e1a841f24	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Desalkyl flurazepam 30V, Negative-QTOF	splash10-014i-0090000000-ae1aae8048ed8e1e0919	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 10V, Positive-QTOF	splash10-000i-0190000000-fe2298ee3d5ee938899d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 20V, Positive-QTOF	splash10-000i-0190000000-10bde3feb50b9273efce	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 40V, Positive-QTOF	splash10-000i-3950000000-2d1d77b15c0e26446b5e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 10V, Negative-QTOF	splash10-000i-0090000000-0020aad0810fd7655334	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 20V, Negative-QTOF	splash10-000i-0090000000-6d9e7b5550ece2fc21c3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 40V, Negative-QTOF	splash10-0006-9230000000-5cbadb82077217872943	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 10V, Positive-QTOF	splash10-000i-0090000000-e086a7f0b9e989fd0bc5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 20V, Positive-QTOF	splash10-000i-0090000000-e086a7f0b9e989fd0bc5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 40V, Positive-QTOF	splash10-08i4-0190000000-4a802ba28f098fc3e7bb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 10V, Negative-QTOF	splash10-014i-0090000000-86f5ce249408a3d7fda8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 20V, Negative-QTOF	splash10-014i-1090000000-0caa29dc7556e36236d9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desalkyl flurazepam 40V, Negative-QTOF	splash10-000x-9010000000-890546e9ed19aaaac050	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4540

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 N-Desalkyl flurazepam (HMDB0061161)

MOL for HMDB0061161 (N-Desalkyl flurazepam)

3D MOL for HMDB0061161 (N-Desalkyl flurazepam)

3D SDF for HMDB0061161 (N-Desalkyl flurazepam)

3D-SDF for HMDB0061161 (N-Desalkyl flurazepam)

PDB for HMDB0061161 (N-Desalkyl flurazepam)

3D PDB for HMDB0061161 (N-Desalkyl flurazepam)

SMILES for HMDB0061161 (N-Desalkyl flurazepam)

INCHI for HMDB0061161 (N-Desalkyl flurazepam)

Structure for HMDB0061161 (N-Desalkyl flurazepam)

3D Structure for HMDB0061161 (N-Desalkyl flurazepam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra