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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (18) Show 18 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:01 UTC

HMDB ID

HMDB0015528

Secondary Accession Numbers

HMDB15528

Metabolite Identification

Common Name

Quazepam

Description

Quazepam is only found in individuals that have used or taken this drug. It is a drug which is a benzodiazepine derivative. It induces impairment of motor function and has hypnotic properties. Quazepam is used to treat insomnia.Benzodiazepines bind nonspecifically to benzodiazepine receptors, which affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABA_A) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of the inhibitory neurotransmitter GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.

Structure

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

HMDB0015528
     RDKit          3D
Quazepam
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.9254   -1.7205    1.3198 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -0.8400    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1191   -1.1140    0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622   -0.2286    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634    0.9247   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464    1.1629   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306    0.2640    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9718    0.5642   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7365    1.7750   -0.7549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601    2.2949   -1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6011    1.9945   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2876    3.2420    0.6158 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0803    0.7023    0.2956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    0.5750    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5632    0.8438    0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6869    0.6644    1.0579 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6981    2.1960   -0.1362 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    0.1809   -0.9659 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168   -0.4967   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1142   -1.6049   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -2.7826   -0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1786   -2.8479   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902   -4.3424   -1.3053 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6136   -1.7377   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -0.5426   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410   -2.0069    1.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1024   -0.3869    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4121    1.6512   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    2.0488   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8733    1.8072   -2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4683    3.3944   -1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    1.4712    1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644   -0.2311    1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -1.4969    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0972   -3.6861   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6480   -1.6913   -1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
  7  2  1  0
 25  8  1  0
 25 19  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 14 33  1  0
 20 34  1  0
 21 35  1  0
 24 36  1  0
M  END

1589
  Mrv0541 02231215342D          

 25 27  0  0  0  0            999 V2000
    4.0267   -2.3989    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2399    2.3989    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936    1.0712    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.2371    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.2807    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8699    0.7297    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6638    0.9312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5176    0.9312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8475    0.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -0.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340    0.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595    1.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782    1.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032    1.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1301   -0.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6682   -1.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9790   -0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548    1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1876   -1.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -1.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7470   -0.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8561   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3920   -0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5011   -1.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2691   -1.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  2 13  2  0  0  0  0
  3 18  1  0  0  0  0
  4 18  1  0  0  0  0
  5 18  1  0  0  0  0
  6 21  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 11  2  0  0  0  0
  8 14  1  0  0  0  0
  9 10  2  0  0  0  0
  9 15  1  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  2  0  0  0  0
 17 21  1  0  0  0  0
 17 22  2  0  0  0  0
 19 20  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015528

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C17H11ClF4N2S/c18-10-5-6-14-12(7-10)16(11-3-1-2-4-13(11)19)23-8-15(25)24(14)9-17(20,21)22/h1-7H,8-9H2

> <INCHI_KEY>
IKMPWMZBZSAONZ-UHFFFAOYSA-N

> <FORMULA>
C17H11ClF4N2S

> <MOLECULAR_WEIGHT>
386.794

> <EXACT_MASS>
386.026759579

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
33.98654654068618

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine-2-thione

> <ALOGPS_LOGP>
4.76

> <JCHEM_LOGP>
5.063754325

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.92550903696869

> <JCHEM_PKA_STRONGEST_BASIC>
2.5914571454754456

> <JCHEM_POLAR_SURFACE_AREA>
15.6

> <JCHEM_REFRACTIVITY>
93.46930000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quazepam

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015528
     RDKit          3D
Quazepam
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.9254   -1.7205    1.3198 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -0.8400    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1191   -1.1140    0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622   -0.2286    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634    0.9247   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464    1.1629   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306    0.2640    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9718    0.5642   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7365    1.7750   -0.7549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601    2.2949   -1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6011    1.9945   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2876    3.2420    0.6158 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0803    0.7023    0.2956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    0.5750    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5632    0.8438    0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6869    0.6644    1.0579 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6981    2.1960   -0.1362 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    0.1809   -0.9659 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168   -0.4967   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1142   -1.6049   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -2.7826   -0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1786   -2.8479   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902   -4.3424   -1.3053 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6136   -1.7377   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -0.5426   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410   -2.0069    1.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1024   -0.3869    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4121    1.6512   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    2.0488   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8733    1.8072   -2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4683    3.3944   -1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    1.4712    1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644   -0.2311    1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -1.4969    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0972   -3.6861   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6480   -1.6913   -1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
  7  2  1  0
 25  8  1  0
 25 19  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 14 33  1  0
 20 34  1  0
 21 35  1  0
 24 36  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1589                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       7.517  -4.478   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0       7.914   4.478   0.000  0.00  0.00           S+0
HETATM    3  F   UNK     0       3.161   2.000   0.000  0.00  0.00           F+0
HETATM    4  F   UNK     0       3.080   4.176   0.000  0.00  0.00           F+0
HETATM    5  F   UNK     0       5.256   4.257   0.000  0.00  0.00           F+0
HETATM    6  F   UNK     0      12.824   1.362   0.000  0.00  0.00           F+0
HETATM    7  N   UNK     0       6.839   1.738   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      10.300   1.738   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.182   0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.569  -0.431   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.957   0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.338   2.081   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.799   2.942   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.339   2.942   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.843  -0.646   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.714  -2.029   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.161  -0.723   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.209   3.128   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.950  -2.247   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.396  -2.943   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.594  -0.161   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.931  -2.246   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.798  -1.121   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.135  -3.206   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.569  -2.644   0.000  0.00  0.00           C+0
CONECT    1   20                                                            
CONECT    2   13                                                            
CONECT    3   18                                                            
CONECT    4   18                                                            
CONECT    5   18                                                            
CONECT    6   21                                                            
CONECT    7    9   12   13                                                  
CONECT    8   11   14                                                       
CONECT    9    7   10   15                                                  
CONECT   10    9   11   16                                                  
CONECT   11    8   10   17                                                  
CONECT   12    7   18                                                       
CONECT   13    2    7   14                                                  
CONECT   14    8   13                                                       
CONECT   15    9   19                                                       
CONECT   16   10   20                                                       
CONECT   17   11   21   22                                                  
CONECT   18    3    4    5   12                                             
CONECT   19   15   20                                                       
CONECT   20    1   16   19                                                  
CONECT   21    6   17   23                                                  
CONECT   22   17   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   25                                                       
CONECT   25   23   24                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0015528
HETATM    1  F1  UNL     1       1.925  -1.721   1.320  1.00  0.00           F  
HETATM    2  C1  UNL     1       2.790  -0.840   0.733  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.119  -1.114   0.980  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.062  -0.229   0.560  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.663   0.925  -0.103  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.346   1.163  -0.332  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.331   0.264   0.086  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.972   0.564  -0.331  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.737   1.775  -0.755  1.00  0.00           N  
HETATM   10  C8  UNL     1      -0.560   2.295  -1.211  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.601   1.994  -0.150  1.00  0.00           C  
HETATM   12  S1  UNL     1      -2.288   3.242   0.616  1.00  0.00           S  
HETATM   13  N2  UNL     1      -2.080   0.702   0.296  1.00  0.00           N  
HETATM   14  C10 UNL     1      -3.303   0.575   0.997  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.563   0.844   0.233  1.00  0.00           C  
HETATM   16  F2  UNL     1      -5.687   0.664   1.058  1.00  0.00           F  
HETATM   17  F3  UNL     1      -4.698   2.196  -0.136  1.00  0.00           F  
HETATM   18  F4  UNL     1      -4.686   0.181  -0.966  1.00  0.00           F  
HETATM   19  C12 UNL     1      -1.317  -0.497  -0.003  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.114  -1.605  -0.020  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.518  -2.783  -0.421  1.00  0.00           C  
HETATM   22  C15 UNL     1      -0.179  -2.848  -0.793  1.00  0.00           C  
HETATM   23 CL1  UNL     1       0.590  -4.342  -1.305  1.00  0.00          CL  
HETATM   24  C16 UNL     1       0.614  -1.738  -0.773  1.00  0.00           C  
HETATM   25  C17 UNL     1       0.040  -0.543  -0.367  1.00  0.00           C  
HETATM   26  H1  UNL     1       4.441  -2.007   1.494  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.102  -0.387   0.723  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.412   1.651  -0.447  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.993   2.049  -0.844  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.873   1.807  -2.129  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.468   3.394  -1.258  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.269   1.471   1.725  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.364  -0.231   1.751  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.120  -1.497   0.277  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.097  -3.686  -0.452  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.648  -1.691  -1.096  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    3    7
CONECT    3    4   26
CONECT    4    5    5   27
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8
CONECT    8    9    9   25
CONECT    9   10
CONECT   10   11   30   31
CONECT   11   12   12   13
CONECT   13   14   19
CONECT   14   15   32   33
CONECT   15   16   17   18
CONECT   19   20   20   25
CONECT   20   21   34
CONECT   21   22   22   35
CONECT   22   23   24
CONECT   24   25   25   36
END

HMDB0015528
     RDKit          3D
Quazepam
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.9254   -1.7205    1.3198 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -0.8400    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1191   -1.1140    0.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0622   -0.2286    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634    0.9247   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3464    1.1629   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306    0.2640    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9718    0.5642   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7365    1.7750   -0.7549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601    2.2949   -1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6011    1.9945   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2876    3.2420    0.6158 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0803    0.7023    0.2956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    0.5750    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5632    0.8438    0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6869    0.6644    1.0579 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6981    2.1960   -0.1362 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    0.1809   -0.9659 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168   -0.4967   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1142   -1.6049   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -2.7826   -0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1786   -2.8479   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5902   -4.3424   -1.3053 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6136   -1.7377   -0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395   -0.5426   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410   -2.0069    1.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1024   -0.3869    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4121    1.6512   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    2.0488   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8733    1.8072   -2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4683    3.3944   -1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    1.4712    1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644   -0.2311    1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -1.4969    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0972   -3.6861   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6480   -1.6913   -1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  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  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
  7  2  1  0
 25  8  1  0
 25 19  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 14 33  1  0
 20 34  1  0
 21 35  1  0
 24 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Doral	Kegg
Quiedorm	HMDB

Chemical Formula

C₁₇H₁₁ClF₄N₂S

Average Molecular Weight

386.794

Monoisotopic Molecular Weight

386.026759579

IUPAC Name

7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine-2-thione

Traditional Name

quazepam

CAS Registry Number

36735-22-5

SMILES

FC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C2

InChI Identifier

InChI=1S/C17H11ClF4N2S/c18-10-5-6-14-12(7-10)16(11-3-1-2-4-13(11)19)23-8-15(25)24(14)9-17(20,21)22/h1-7H,8-9H2

InChI Key

IKMPWMZBZSAONZ-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
Fluorobenzene
Halobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Thiolactam
Ketimine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organochloride
Organohalogen compound
Thiocarbonyl group
Imine
Alkyl halide
Alkyl fluoride
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organofluoride
Organonitrogen compound
Organosulfur compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzodiazepine (CHEBI:8694 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015528)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	137.5 - 139 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0023 g/L	Not Available
LogP	4.03	SANGSTER (1994)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	174.9	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0023 g/L	ALOGPS
logP	4.76	ALOGPS
logP	5.06	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	18.93	ChemAxon
pKa (Strongest Basic)	2.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	15.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.47 m³·mol⁻¹	ChemAxon
Polarizability	33.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	181.279	30932474
DeepCCS	[M-H]-	178.921	30932474
DeepCCS	[M-2H]-	213.031	30932474
DeepCCS	[M+Na]+	188.371	30932474
AllCCS	[M+H]+	180.7	32859911
AllCCS	[M+H-H2O]+	177.8	32859911
AllCCS	[M+NH4]+	183.5	32859911
AllCCS	[M+Na]+	184.2	32859911
AllCCS	[M-H]-	170.4	32859911
AllCCS	[M+Na-2H]-	169.3	32859911
AllCCS	[M+HCOO]-	168.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Quazepam	FC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C2	3549.8	Standard polar	33892256
Quazepam	FC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C2	2493.3	Standard non polar	33892256
Quazepam	FC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C2	2464.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Quazepam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gb9-3029000000-7fdbd3548f8dc40c67aa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quazepam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-05aa-3988000000-ca1cf29da979ef46dd6c	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 10V, Positive-QTOF	splash10-000i-0009000000-730bd728bfaaccf05e27	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 20V, Positive-QTOF	splash10-000i-0129000000-3c197f8bad0c1fc0b530	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 40V, Positive-QTOF	splash10-05n0-9784000000-3d48a5262789fac7cc38	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 10V, Negative-QTOF	splash10-000i-0009000000-a36c275a492ad160d37e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 20V, Negative-QTOF	splash10-000i-0009000000-fa965fd3d6200458aae7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 40V, Negative-QTOF	splash10-014i-8009000000-91764d4555eee81e29e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 10V, Positive-QTOF	splash10-000i-0009000000-da2c6c10ae4bedef5b78	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 20V, Positive-QTOF	splash10-000i-0009000000-b91aef63872938bdd60c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 40V, Positive-QTOF	splash10-0002-1296000000-e10c6cacc25b28fa3e82	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 10V, Negative-QTOF	splash10-000i-0009000000-fde8edd2c12bcf8cbc75	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 20V, Negative-QTOF	splash10-000i-0009000000-7e421f1b01044078ab51	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quazepam 40V, Negative-QTOF	splash10-001i-2596000000-3d70784f63390510b71b	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB01589	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01589	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01589

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4825

KEGG Compound ID

C07336

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Quazepam

METLIN ID

Not Available

PubChem Compound

4999

PDB ID

Not Available

ChEBI ID

774423

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

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Enzyme Details

4. Gamma-aminobutyric acid receptor subunit gamma-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRG2
Uniprot ID:: P18507
Molecular weight:: 54161.8

References

Enzyme Details

5. Gamma-aminobutyric acid receptor subunit alpha-1

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA1
Uniprot ID:: P14867
Molecular weight:: 51801.4

References

Enzyme Details

6. Gamma-aminobutyric acid receptor subunit alpha-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA2
Uniprot ID:: P47869
Molecular weight:: 51325.9

References

Enzyme Details

7. Gamma-aminobutyric acid receptor subunit alpha-3

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA3
Uniprot ID:: P34903
Molecular weight:: 55164.1

References

Enzyme Details

8. Gamma-aminobutyric acid receptor subunit alpha-5

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA5
Uniprot ID:: P31644
Molecular weight:: 52145.6

References

Enzyme Details

9. Gamma-aminobutyric acid receptor subunit beta-1

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRB1
Uniprot ID:: P18505
Molecular weight:: 54234.1

References

Enzyme Details

10. Gamma-aminobutyric acid receptor subunit beta-3

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRB3
Uniprot ID:: P28472
Molecular weight:: 54115.0

References

Only showing the first 10 proteins. There are 18 proteins in total.

Show all enzymes and transporters

Showing metabocard for Quazepam (HMDB0015528)

MOL for HMDB0015528 (Quazepam)

3D MOL for HMDB0015528 (Quazepam)

3D SDF for HMDB0015528 (Quazepam)

3D-SDF for HMDB0015528 (Quazepam)

PDB for HMDB0015528 (Quazepam)

3D PDB for HMDB0015528 (Quazepam)

SMILES for HMDB0015528 (Quazepam)

INCHI for HMDB0015528 (Quazepam)

Structure for HMDB0015528 (Quazepam)

3D Structure for HMDB0015528 (Quazepam)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References