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Showing metabocard for Quazepam (HMDB0015528)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (18) Show 18 proteinsXML
enzymes (18) Show 18 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2022-03-07 02:52:01 UTC
HMDB IDHMDB0015528
Secondary Accession Numbers
  • HMDB15528
Metabolite Identification
Common NameQuazepam
DescriptionQuazepam 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 (GABAA) 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
Data?1582753306
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0015528 (Quazepam)

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
Download

3D MOL for HMDB0015528 (Quazepam)

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
Download

3D SDF for HMDB0015528 (Quazepam)

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

$$$$
Download

3D-SDF for HMDB0015528 (Quazepam)

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
Download

PDB for HMDB0015528 (Quazepam)

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
Download

3D PDB for HMDB0015528 (Quazepam)

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
Download

SMILES for HMDB0015528 (Quazepam)

FC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C2
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INCHI for HMDB0015528 (Quazepam)

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
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View in JSmolView Stereo Labels
Synonyms
ValueSource
DoralKegg
QuiedormHMDB
Chemical FormulaC17H11ClF4N2S
Average Molecular Weight386.794
Monoisotopic Molecular Weight386.026759579
IUPAC Name7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine-2-thione
Traditional Namequazepam
CAS Registry Number36735-22-5
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 KeyIKMPWMZBZSAONZ-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodiazepines
Sub Class1,4-benzodiazepines
Direct Parent1,4-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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point137.5 - 139 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0023 g/LNot Available
LogP4.03SANGSTER (1994)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+CBM174.930932474
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0023 g/LALOGPS
logP4.76ALOGPS
logP5.06ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)18.93ChemAxon
pKa (Strongest Basic)2.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area15.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity93.47 m³·mol⁻¹ChemAxon
Polarizability33.99 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+181.27930932474
DeepCCS[M-H]-178.92130932474
DeepCCS[M-2H]-213.03130932474
DeepCCS[M+Na]+188.37130932474
AllCCS[M+H]+180.732859911
AllCCS[M+H-H2O]+177.832859911
AllCCS[M+NH4]+183.532859911
AllCCS[M+Na]+184.232859911
AllCCS[M-H]-170.432859911
AllCCS[M+Na-2H]-169.332859911
AllCCS[M+HCOO]-168.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
QuazepamFC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C23549.8Standard polar33892256
QuazepamFC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C22493.3Standard non polar33892256
QuazepamFC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C22464.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Quazepam GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gb9-3029000000-7fdbd3548f8dc40c67aa2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Quazepam GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-05aa-3988000000-ca1cf29da979ef46dd6c2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 10V, Positive-QTOFsplash10-000i-0009000000-730bd728bfaaccf05e272016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 20V, Positive-QTOFsplash10-000i-0129000000-3c197f8bad0c1fc0b5302016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 40V, Positive-QTOFsplash10-05n0-9784000000-3d48a5262789fac7cc382016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 10V, Negative-QTOFsplash10-000i-0009000000-a36c275a492ad160d37e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 20V, Negative-QTOFsplash10-000i-0009000000-fa965fd3d6200458aae72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 40V, Negative-QTOFsplash10-014i-8009000000-91764d4555eee81e29e32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 10V, Positive-QTOFsplash10-000i-0009000000-da2c6c10ae4bedef5b782021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 20V, Positive-QTOFsplash10-000i-0009000000-b91aef63872938bdd60c2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 40V, Positive-QTOFsplash10-0002-1296000000-e10c6cacc25b28fa3e822021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 10V, Negative-QTOFsplash10-000i-0009000000-fde8edd2c12bcf8cbc752021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 20V, Negative-QTOFsplash10-000i-0009000000-7e421f1b01044078ab512021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quazepam 40V, Negative-QTOFsplash10-001i-2596000000-3d70784f63390510b71b2021-10-11Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01589 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01589 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01589
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4825
KEGG Compound IDC07336
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkQuazepam
METLIN IDNot Available
PubChem Compound4999
PDB IDNot Available
ChEBI ID774423
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot 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
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
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
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
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
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
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
  1. Meldrum BS, Chapman AG: Benzodiazepine receptors and their relationship to the treatment of epilepsy. Epilepsia. 1986;27 Suppl 1:S3-13. [PubMed:3017690 ]
  2. Billard W, Crosby G, Iorio L, Chipkin R, Barnett A: Selective affinity of the benzodiazepines quazepam and 2-oxo-quazepam for BZ1 binding site and demonstration of 3H-2-oxo-quazepam as a BZ1 selective radioligand. Life Sci. 1988;42(2):179-87. [PubMed:2892106 ]
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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Meldrum BS, Chapman AG: Benzodiazepine receptors and their relationship to the treatment of epilepsy. Epilepsia. 1986;27 Suppl 1:S3-13. [PubMed:3017690 ]
  4. Billard W, Crosby G, Iorio L, Chipkin R, Barnett A: Selective affinity of the benzodiazepines quazepam and 2-oxo-quazepam for BZ1 binding site and demonstration of 3H-2-oxo-quazepam as a BZ1 selective radioligand. Life Sci. 1988;42(2):179-87. [PubMed:2892106 ]
  5. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
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
  1. Meldrum BS, Chapman AG: Benzodiazepine receptors and their relationship to the treatment of epilepsy. Epilepsia. 1986;27 Suppl 1:S3-13. [PubMed:3017690 ]
  2. Billard W, Crosby G, Iorio L, Chipkin R, Barnett A: Selective affinity of the benzodiazepines quazepam and 2-oxo-quazepam for BZ1 binding site and demonstration of 3H-2-oxo-quazepam as a BZ1 selective radioligand. Life Sci. 1988;42(2):179-87. [PubMed:2892106 ]
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
  1. Meldrum BS, Chapman AG: Benzodiazepine receptors and their relationship to the treatment of epilepsy. Epilepsia. 1986;27 Suppl 1:S3-13. [PubMed:3017690 ]
  2. Billard W, Crosby G, Iorio L, Chipkin R, Barnett A: Selective affinity of the benzodiazepines quazepam and 2-oxo-quazepam for BZ1 binding site and demonstration of 3H-2-oxo-quazepam as a BZ1 selective radioligand. Life Sci. 1988;42(2):179-87. [PubMed:2892106 ]
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
  1. Meldrum BS, Chapman AG: Benzodiazepine receptors and their relationship to the treatment of epilepsy. Epilepsia. 1986;27 Suppl 1:S3-13. [PubMed:3017690 ]
  2. Billard W, Crosby G, Iorio L, Chipkin R, Barnett A: Selective affinity of the benzodiazepines quazepam and 2-oxo-quazepam for BZ1 binding site and demonstration of 3H-2-oxo-quazepam as a BZ1 selective radioligand. Life Sci. 1988;42(2):179-87. [PubMed:2892106 ]
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
  1. Meldrum BS, Chapman AG: Benzodiazepine receptors and their relationship to the treatment of epilepsy. Epilepsia. 1986;27 Suppl 1:S3-13. [PubMed:3017690 ]
  2. Billard W, Crosby G, Iorio L, Chipkin R, Barnett A: Selective affinity of the benzodiazepines quazepam and 2-oxo-quazepam for BZ1 binding site and demonstration of 3H-2-oxo-quazepam as a BZ1 selective radioligand. Life Sci. 1988;42(2):179-87. [PubMed:2892106 ]
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
  1. Meldrum BS, Chapman AG: Benzodiazepine receptors and their relationship to the treatment of epilepsy. Epilepsia. 1986;27 Suppl 1:S3-13. [PubMed:3017690 ]
  2. Billard W, Crosby G, Iorio L, Chipkin R, Barnett A: Selective affinity of the benzodiazepines quazepam and 2-oxo-quazepam for BZ1 binding site and demonstration of 3H-2-oxo-quazepam as a BZ1 selective radioligand. Life Sci. 1988;42(2):179-87. [PubMed:2892106 ]

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

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