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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:33:12 UTC

Update Date

2021-09-26 23:03:05 UTC

HMDB ID

HMDB0251222

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Didesethylflurazepam

Description

didesethylflurazepam, also known as ro 7-1986, 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. didesethylflurazepam is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on didesethylflurazepam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Didesethylflurazepam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Didesethylflurazepam 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

HMDB0251222
     RDKit          3D
Didesethylflurazepam
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.4296   -0.0503   -0.9798 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3234    0.2121    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1255   -0.2390    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558    0.2260    0.7328 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3961    1.5151    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8571    1.8518    2.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4402    2.4495    0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8711    1.8238    0.4579 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991    0.6191    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172    0.2887    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1954   -0.9209   -0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5522   -1.1190   -0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3827   -0.0368    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8213    1.2131    0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    1.3890    0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9515    2.6349    0.5800 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2707   -0.3201   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8755   -1.0525   -1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399   -2.0690   -2.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8754   -3.0251   -3.3675 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1647   -2.3357   -1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -1.5814   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0474   -0.5617   -0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -0.0919   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769    0.6324   -1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4685    1.3423    0.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566   -0.1363    0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2508    0.2564    2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -1.3096    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    2.7598   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3433    3.3334    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5862   -1.8264   -0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9906   -2.1099   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4579   -0.1136    0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4847    2.0469    0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590   -0.7749   -1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363   -3.1325   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299   -1.7878   -0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  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
 13 14  1  0
 14 15  2  0
 15 16  1  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23  4  1  0
 15 10  1  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  7 30  1  0
  7 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 18 36  1  0
 21 37  1  0
 22 38  1  0
M  END


  Mrv1652309112110332D          

 23 25  0  0  0  0            999 V2000
    3.7279    1.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    1.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8843    0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    1.0173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228    2.7691    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    2.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    2.6874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    3.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937    3.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4101    4.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0149    5.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032    5.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868    4.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7752    3.9933    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    0.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937   -0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4101   -0.8345    0.0000 N   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
  1 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  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
 19 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251222

> <DATABASE_NAME>
hmdb

> <SMILES>
NCCN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1F

> <INCHI_IDENTIFIER>
InChI=1S/C17H15ClFN3O/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21-10-16(23)22(15)8-7-20/h1-6,9H,7-8,10,20H2

> <INCHI_KEY>
MVAUDJDXZPBWOW-UHFFFAOYSA-N

> <FORMULA>
C17H15ClFN3O

> <MOLECULAR_WEIGHT>
331.78

> <EXACT_MASS>
331.088768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.50837012186074

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
2.4218046949999996

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.992953893069492

> <JCHEM_POLAR_SURFACE_AREA>
58.69

> <JCHEM_REFRACTIVITY>
87.9781

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-desalkylflurazepam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251222
     RDKit          3D
Didesethylflurazepam
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.4296   -0.0503   -0.9798 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3234    0.2121    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1255   -0.2390    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558    0.2260    0.7328 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3961    1.5151    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8571    1.8518    2.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4402    2.4495    0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8711    1.8238    0.4579 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991    0.6191    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172    0.2887    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1954   -0.9209   -0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5522   -1.1190   -0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3827   -0.0368    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8213    1.2131    0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    1.3890    0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9515    2.6349    0.5800 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2707   -0.3201   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8755   -1.0525   -1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399   -2.0690   -2.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8754   -3.0251   -3.3675 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1647   -2.3357   -1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -1.5814   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0474   -0.5617   -0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -0.0919   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769    0.6324   -1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4685    1.3423    0.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566   -0.1363    0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2508    0.2564    2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -1.3096    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    2.7598   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3433    3.3334    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5862   -1.8264   -0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9906   -2.1099   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4579   -0.1136    0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4847    2.0469    0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590   -0.7749   -1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363   -3.1325   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299   -1.7878   -0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  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
 13 14  1  0
 14 15  2  0
 15 16  1  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23  4  1  0
 15 10  1  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  7 30  1  0
  7 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 18 36  1  0
 21 37  1  0
 22 38  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       6.959   3.629   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.291   2.242   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.251   1.038   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       4.789   1.899   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       3.585   2.859   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.585   4.399   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.251   5.169   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.918   4.399   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.918   2.859   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.251   2.089   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      -0.416   5.169   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       4.789   5.359   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.291   5.017   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.447   6.861   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.975   7.315   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.632   8.816   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.761   9.863   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.233   9.409   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.575   7.908   0.000  0.00  0.00           C+0
HETATM   20  F   UNK     0       7.047   7.454   0.000  0.00  0.00           F+0
HETATM   21  C   UNK     0       4.447   0.398   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.975  -0.056   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.632  -1.558   0.000  0.00  0.00           N+0
CONECT    1    2   13                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8                                                            
CONECT   12    6   13   14                                                  
CONECT   13   12    1                                                       
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21    4   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0251222
HETATM    1  N1  UNL     1       4.430  -0.050  -0.980  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.323   0.212   0.415  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.126  -0.239   1.167  1.00  0.00           C  
HETATM    4  N2  UNL     1       1.856   0.226   0.733  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.396   1.515   1.215  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.857   1.852   2.310  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.440   2.450   0.521  1.00  0.00           C  
HETATM    8  N3  UNL     1      -0.871   1.824   0.458  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.199   0.619   0.034  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.617   0.289   0.117  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.195  -0.921  -0.093  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.552  -1.119  -0.088  1.00  0.00           C  
HETATM   13  C9  UNL     1      -5.383  -0.037   0.147  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.821   1.213   0.369  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.469   1.389   0.358  1.00  0.00           C  
HETATM   16  F1  UNL     1      -2.952   2.635   0.580  1.00  0.00           F  
HETATM   17  C12 UNL     1      -0.271  -0.320  -0.571  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.875  -1.053  -1.554  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.140  -2.069  -2.121  1.00  0.00           C  
HETATM   20 CL1  UNL     1      -0.875  -3.025  -3.367  1.00  0.00          CL  
HETATM   21  C15 UNL     1       1.165  -2.336  -1.712  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.750  -1.581  -0.729  1.00  0.00           C  
HETATM   23  C17 UNL     1       1.047  -0.562  -0.148  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.443  -0.092  -1.229  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.977   0.632  -1.593  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.469   1.342   0.502  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.257  -0.136   0.976  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.251   0.256   2.192  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.170  -1.310   1.490  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.834   2.760  -0.454  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.343   3.333   1.172  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.586  -1.826  -0.208  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.991  -2.110  -0.264  1.00  0.00           H  
HETATM   34  H11 UNL     1      -6.458  -0.114   0.167  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.485   2.047   0.552  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.859  -0.775  -1.890  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.736  -3.132  -2.155  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.730  -1.788  -0.366  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   23
CONECT    5    6    6    7
CONECT    7    8   30   31
CONECT    8    9    9
CONECT    9   10   17
CONECT   10   11   11   15
CONECT   11   12   32
CONECT   12   13   13   33
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   16
CONECT   17   18   18   23
CONECT   18   19   36
CONECT   19   20   21   21
CONECT   21   22   37
CONECT   22   23   23   38
END

HMDB0251222
     RDKit          3D
Didesethylflurazepam
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.4296   -0.0503   -0.9798 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3234    0.2121    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1255   -0.2390    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558    0.2260    0.7328 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3961    1.5151    1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8571    1.8518    2.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4402    2.4495    0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8711    1.8238    0.4579 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991    0.6191    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172    0.2887    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1954   -0.9209   -0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5522   -1.1190   -0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3827   -0.0368    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8213    1.2131    0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    1.3890    0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9515    2.6349    0.5800 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2707   -0.3201   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8755   -1.0525   -1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399   -2.0690   -2.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8754   -3.0251   -3.3675 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1647   -2.3357   -1.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -1.5814   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0474   -0.5617   -0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -0.0919   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769    0.6324   -1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4685    1.3423    0.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566   -0.1363    0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2508    0.2564    2.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -1.3096    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    2.7598   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3433    3.3334    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5862   -1.8264   -0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9906   -2.1099   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4579   -0.1136    0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4847    2.0469    0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590   -0.7749   -1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363   -3.1325   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7299   -1.7878   -0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  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
 13 14  1  0
 14 15  2  0
 15 16  1  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23  4  1  0
 15 10  1  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  7 30  1  0
  7 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 18 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dealkylflurazepam	ChEBI
Desalkylflurazepam	ChEBI
Dideethylflurazepam	ChEBI
N,N-Bisdesethylflurazepam	ChEBI
Ro 7-1986	ChEBI
1-(2-Aminoethyl)-7-chloro-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one	MeSH
Desdialkylflurazepam	MeSH
Didesethylflurazepam dihydrochloride	MeSH

Chemical Formula

C₁₇H₁₅ClFN₃O

Average Molecular Weight

331.78

Monoisotopic Molecular Weight

331.088768

IUPAC Name

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

Traditional Name

N-desalkylflurazepam

CAS Registry Number

Not Available

SMILES

NCCN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1F

InChI Identifier

InChI=1S/C17H15ClFN3O/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21-10-16(23)22(15)8-7-20/h1-6,9H,7-8,10,20H2

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.04	ALOGPS
logP	2.42	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	8.99	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.98 m³·mol⁻¹	ChemAxon
Polarizability	32.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	174.658	30932474
DeepCCS	[M-H]-	172.3	30932474
DeepCCS	[M-2H]-	206.128	30932474
DeepCCS	[M+Na]+	181.355	30932474
AllCCS	[M+H]+	174.5	32859911
AllCCS	[M+H-H2O]+	171.2	32859911
AllCCS	[M+NH4]+	177.5	32859911
AllCCS	[M+Na]+	178.4	32859911
AllCCS	[M-H]-	176.3	32859911
AllCCS	[M+Na-2H]-	175.9	32859911
AllCCS	[M+HCOO]-	175.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Didesethylflurazepam	NCCN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1F	3919.9	Standard polar	33892256
Didesethylflurazepam	NCCN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1F	2844.1	Standard non polar	33892256
Didesethylflurazepam	NCCN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1F	2686.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Didesethylflurazepam,1TMS,isomer #1	C[Si](C)(C)NCCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	2772.2	Semi standard non polar	33892256
Didesethylflurazepam,1TMS,isomer #1	C[Si](C)(C)NCCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	2739.0	Standard non polar	33892256
Didesethylflurazepam,1TMS,isomer #1	C[Si](C)(C)NCCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	3931.9	Standard polar	33892256
Didesethylflurazepam,2TMS,isomer #1	C[Si](C)(C)N(CCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21)[Si](C)(C)C	2817.0	Semi standard non polar	33892256
Didesethylflurazepam,2TMS,isomer #1	C[Si](C)(C)N(CCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21)[Si](C)(C)C	2935.0	Standard non polar	33892256
Didesethylflurazepam,2TMS,isomer #1	C[Si](C)(C)N(CCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21)[Si](C)(C)C	3804.5	Standard polar	33892256
Didesethylflurazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	2919.5	Semi standard non polar	33892256
Didesethylflurazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	2970.4	Standard non polar	33892256
Didesethylflurazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21	3973.5	Standard polar	33892256
Didesethylflurazepam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21)[Si](C)(C)C(C)(C)C	3142.6	Semi standard non polar	33892256
Didesethylflurazepam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21)[Si](C)(C)C(C)(C)C	3330.6	Standard non polar	33892256
Didesethylflurazepam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCN1C(=O)CN=C(C2=CC=CC=C2F)C2=CC(Cl)=CC=C21)[Si](C)(C)C(C)(C)C	3828.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Didesethylflurazepam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f89-9267000000-dfc7addc99a4ef70b29e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Didesethylflurazepam 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 - Didesethylflurazepam 10V, Positive-QTOF	splash10-00lr-0009000000-799d0915e4e70e9dee48	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Didesethylflurazepam 20V, Positive-QTOF	splash10-014i-0019000000-87782dbe50cc9f1a6b10	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Didesethylflurazepam 40V, Positive-QTOF	splash10-00kr-0191000000-cff0984cef51bc032d6f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Didesethylflurazepam 10V, Negative-QTOF	splash10-001i-0019000000-34d23d22f749fae34dd8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Didesethylflurazepam 20V, Negative-QTOF	splash10-0uyi-3079000000-92652c0058f9e639c6a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Didesethylflurazepam 40V, Negative-QTOF	splash10-0059-4095000000-fb116eb9583ac4178626	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

26644

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

28647

PDB ID

Not Available

ChEBI ID

143439

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 Didesethylflurazepam (HMDB0251222)

MOL for HMDB0251222 (Didesethylflurazepam)

3D MOL for HMDB0251222 (Didesethylflurazepam)

3D SDF for HMDB0251222 (Didesethylflurazepam)

3D-SDF for HMDB0251222 (Didesethylflurazepam)

PDB for HMDB0251222 (Didesethylflurazepam)

3D PDB for HMDB0251222 (Didesethylflurazepam)

SMILES for HMDB0251222 (Didesethylflurazepam)

INCHI for HMDB0251222 (Didesethylflurazepam)

Structure for HMDB0251222 (Didesethylflurazepam)

3D Structure for HMDB0251222 (Didesethylflurazepam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra