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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7)transporters (1) Show 8 proteins XML

enzymes (7)transporters (1) Show 8 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015526

Secondary Accession Numbers

HMDB15526

Metabolite Identification

Common Name

Ketazolam

Description

Ketazolam is only found in individuals that have used or taken this drug. It is a drug which is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Ketazolam is not approved for sale in the United States or Canada. Benzodiazepines share a similar chemical structure and their effects in humans are mainly produced by the allosteric modification of a specific kind of neurotransmitter receptor, the GABAA receptor, which increases the conductance of this inhibitory channel; this results in the various therapeutic effects as well as adverse effects of benzodiazepines. Binding of benzodiazepines to this receptor complex promotes binding of GABA, which in turn increases the conduction of chloride ions across the neuronal cell membrane. This increased conductance raises the membrane potential of the neuron resulting in inhibition of neuronal firing. In addition, different GABAA receptor subtypes have varying distributions within different regions of the brain and therefore control distinct neuronal circuits. Hence, activation of different GABAA receptor subtypes by benzodiazepines may result in distinct pharmacological actions.

Structure

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

1587
  Mrv0541 02231215342D          

 26 29  0  0  1  0            999 V2000
    1.6499   -0.7440    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3623   -1.0472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6394    0.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101    2.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830    0.1666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272    1.6159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6964    0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -0.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004   -0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521    1.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0756   -0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685   -1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8428   -1.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6957    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3329   -1.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1523   -0.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693    2.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -0.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613    0.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0037   -2.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8682   -2.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0455   -2.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2  7  1  0  0  0  0
  2 15  1  0  0  0  0
  3 12  2  0  0  0  0
  4 13  2  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 12  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 11  2  0  0  0  0
  8 14  1  0  0  0  0
  9 18  2  0  0  0  0
  9 19  1  0  0  0  0
 10 13  1  0  0  0  0
 11 17  1  0  0  0  0
 12 16  1  0  0  0  0
 14 21  2  0  0  0  0
 15 16  2  0  0  0  0
 15 23  1  0  0  0  0
 17 22  2  0  0  0  0
 18 24  1  0  0  0  0
 19 25  2  0  0  0  0
 21 22  1  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0015526
     RDKit          3D
Ketazolam
 43 46  0  0  0  0  0  0  0  0999 V2000
    2.6474   -3.2220    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877   -2.3652    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -2.8598   -0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -2.0577   -1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702   -2.5485   -2.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700   -0.7323   -1.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.0409   -2.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5314   -0.1048   -2.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -0.4007   -3.3428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3357    0.1355   -1.1436 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6813    0.5991   -1.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9611   -0.0292    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933   -0.0001    1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9889   -0.1409    2.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7328   -0.3110    2.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824   -0.4935    4.6792 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -0.3432    2.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978   -0.2014    0.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412   -0.2676    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    1.1033    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.4083   -0.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477    2.6689   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    3.6497   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021    3.3632    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9425    2.0912    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349   -1.0698    0.8227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -2.7698    2.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -3.3769    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125   -4.2064    1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083   -3.8874   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -0.5502   -3.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2515    1.0189   -2.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7457    0.9107   -2.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    1.5116   -0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4417   -0.2189   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0764    0.1301    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797   -0.1183    3.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3837   -0.4803    2.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4888    0.6521   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666    2.8596   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496    4.6443   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280    4.1277    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289    1.9226    1.7273 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 26  1  0
 26  2  1  0
 19  6  1  0
 25 20  1  0
 18 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 17 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
M  END

1587
  Mrv0541 02231215342D          

 26 29  0  0  1  0            999 V2000
    1.6499   -0.7440    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3623   -1.0472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6394    0.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101    2.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830    0.1666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272    1.6159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6964    0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -0.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5129    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004   -0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521    1.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0756   -0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685   -1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8428   -1.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6957    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3329   -1.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1523   -0.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693    2.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -0.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613    0.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0037   -2.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8682   -2.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0455   -2.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2  7  1  0  0  0  0
  2 15  1  0  0  0  0
  3 12  2  0  0  0  0
  4 13  2  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 12  1  0  0  0  0
  6 11  1  0  0  0  0
  6 13  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 11  2  0  0  0  0
  8 14  1  0  0  0  0
  9 18  2  0  0  0  0
  9 19  1  0  0  0  0
 10 13  1  0  0  0  0
 11 17  1  0  0  0  0
 12 16  1  0  0  0  0
 14 21  2  0  0  0  0
 15 16  2  0  0  0  0
 15 23  1  0  0  0  0
 17 22  2  0  0  0  0
 18 24  1  0  0  0  0
 19 25  2  0  0  0  0
 21 22  1  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015526

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(C=C(Cl)C=C2)C2(OC(C)=CC(=O)N2CC1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H17ClN2O3/c1-13-10-18(24)23-12-19(25)22(2)17-9-8-15(21)11-16(17)20(23,26-13)14-6-4-3-5-7-14/h3-11H,12H2,1-2H3

> <INCHI_KEY>
PWAJCNITSBZRBL-UHFFFAOYSA-N

> <FORMULA>
C20H17ClN2O3

> <MOLECULAR_WEIGHT>
368.814

> <EXACT_MASS>
368.092770127

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.96016094025494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-chloro-4,10-dimethyl-2-phenyl-3-oxa-7,10-diazatricyclo[9.4.0.0²,⁷]pentadeca-1(11),4,12,14-tetraene-6,9-dione

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
3.0128675719999998

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.198359672478436

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8893513896592474

> <JCHEM_POLAR_SURFACE_AREA>
49.85000000000001

> <JCHEM_REFRACTIVITY>
99.78100000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ketazolam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015526
     RDKit          3D
Ketazolam
 43 46  0  0  0  0  0  0  0  0999 V2000
    2.6474   -3.2220    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877   -2.3652    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -2.8598   -0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -2.0577   -1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702   -2.5485   -2.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700   -0.7323   -1.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.0409   -2.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5314   -0.1048   -2.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -0.4007   -3.3428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3357    0.1355   -1.1436 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6813    0.5991   -1.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9611   -0.0292    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933   -0.0001    1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9889   -0.1409    2.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7328   -0.3110    2.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824   -0.4935    4.6792 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -0.3432    2.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978   -0.2014    0.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412   -0.2676    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    1.1033    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.4083   -0.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477    2.6689   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    3.6497   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021    3.3632    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9425    2.0912    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349   -1.0698    0.8227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -2.7698    2.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -3.3769    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125   -4.2064    1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083   -3.8874   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -0.5502   -3.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2515    1.0189   -2.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7457    0.9107   -2.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    1.5116   -0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4417   -0.2189   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0764    0.1301    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797   -0.1183    3.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3837   -0.4803    2.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4888    0.6521   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666    2.8596   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496    4.6443   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280    4.1277    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289    1.9226    1.7273 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 26  1  0
 26  2  1  0
 19  6  1  0
 25 20  1  0
 18 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 17 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1587                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       3.080  -1.389   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       8.143  -1.955   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.394   0.112   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.726   4.404   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.675   0.311   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       7.517   3.016   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.287  -0.357   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.900   0.311   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.420  -1.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.017   1.812   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.557   1.812   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.014  -0.572   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.057   3.016   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.741  -0.798   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.461  -2.869   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.907  -2.173   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.032   2.309   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.088  -3.017   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.884  -1.515   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.849   4.404   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.205  -0.337   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.848   1.227   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.340  -4.404   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.221  -4.289   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.017  -2.787   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.685  -4.174   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2    7   15                                                       
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    7   10   12                                                  
CONECT    6   11   13   20                                                  
CONECT    7    2    5    8    9                                             
CONECT    8    7   11   14                                                  
CONECT    9    7   18   19                                                  
CONECT   10    5   13                                                       
CONECT   11    6    8   17                                                  
CONECT   12    3    5   16                                                  
CONECT   13    4    6   10                                                  
CONECT   14    8   21                                                       
CONECT   15    2   16   23                                                  
CONECT   16   12   15                                                       
CONECT   17   11   22                                                       
CONECT   18    9   24                                                       
CONECT   19    9   25                                                       
CONECT   20    6                                                            
CONECT   21    1   14   22                                                  
CONECT   22   17   21                                                       
CONECT   23   15                                                            
CONECT   24   18   26                                                       
CONECT   25   19   26                                                       
CONECT   26   24   25                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0015526
HETATM    1  C1  UNL     1       2.647  -3.222   1.528  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.888  -2.365   0.549  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.538  -2.860  -0.625  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.805  -2.058  -1.590  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.470  -2.548  -2.729  1.00  0.00           O  
HETATM    6  N1  UNL     1       0.470  -0.732  -1.252  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.029  -0.041  -2.427  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.531  -0.105  -2.312  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.185  -0.401  -3.343  1.00  0.00           O  
HETATM   10  N2  UNL     1      -2.336   0.135  -1.144  1.00  0.00           N  
HETATM   11  C7  UNL     1      -3.681   0.599  -1.412  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.961  -0.029   0.219  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.093  -0.000   1.024  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.989  -0.141   2.385  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.733  -0.311   2.925  1.00  0.00           C  
HETATM   16 CL1  UNL     1      -1.582  -0.494   4.679  1.00  0.00          CL  
HETATM   17  C12 UNL     1      -0.595  -0.343   2.147  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.698  -0.201   0.774  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.641  -0.268   0.102  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.269   1.103   0.032  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.190   1.408  -0.947  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.748   2.669  -0.996  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.419   3.650  -0.095  1.00  0.00           C  
HETATM   24  C19 UNL     1       1.502   3.363   0.889  1.00  0.00           C  
HETATM   25  C20 UNL     1       0.942   2.091   0.935  1.00  0.00           C  
HETATM   26  O3  UNL     1       1.535  -1.070   0.823  1.00  0.00           O  
HETATM   27  H1  UNL     1       2.643  -2.770   2.526  1.00  0.00           H  
HETATM   28  H2  UNL     1       3.668  -3.377   1.121  1.00  0.00           H  
HETATM   29  H3  UNL     1       2.113  -4.206   1.516  1.00  0.00           H  
HETATM   30  H4  UNL     1       1.808  -3.887  -0.865  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.318  -0.550  -3.324  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.252   1.019  -2.413  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.746   0.911  -2.498  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.954   1.512  -0.857  1.00  0.00           H  
HETATM   35  H9  UNL     1      -4.442  -0.219  -1.343  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.076   0.130   0.621  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.880  -0.118   3.022  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.384  -0.480   2.617  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.489   0.652  -1.692  1.00  0.00           H  
HETATM   40  H14 UNL     1       3.467   2.860  -1.785  1.00  0.00           H  
HETATM   41  H15 UNL     1       2.850   4.644  -0.122  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.228   4.128   1.614  1.00  0.00           H  
HETATM   43  H17 UNL     1       0.229   1.923   1.727  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3   26
CONECT    3    4   30
CONECT    4    5    5    6
CONECT    6    7   19
CONECT    7    8   31   32
CONECT    8    9    9   10
CONECT   10   11   12
CONECT   11   33   34   35
CONECT   12   13   13   18
CONECT   13   14   36
CONECT   14   15   15   37
CONECT   15   16   17
CONECT   17   18   18   38
CONECT   18   19
CONECT   19   20   26
CONECT   20   21   21   25
CONECT   21   22   39
CONECT   22   23   23   40
CONECT   23   24   41
CONECT   24   25   25   42
CONECT   25   43
END

HMDB0015526
     RDKit          3D
Ketazolam
 43 46  0  0  0  0  0  0  0  0999 V2000
    2.6474   -3.2220    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877   -2.3652    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -2.8598   -0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -2.0577   -1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702   -2.5485   -2.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700   -0.7323   -1.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288   -0.0409   -2.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5314   -0.1048   -2.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -0.4007   -3.3428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3357    0.1355   -1.1436 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6813    0.5991   -1.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9611   -0.0292    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933   -0.0001    1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9889   -0.1409    2.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7328   -0.3110    2.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824   -0.4935    4.6792 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -0.3432    2.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6978   -0.2014    0.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412   -0.2676    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    1.1033    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.4083   -0.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477    2.6689   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    3.6497   -0.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021    3.3632    0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9425    2.0912    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349   -1.0698    0.8227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -2.7698    2.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678   -3.3769    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125   -4.2064    1.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083   -3.8874   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -0.5502   -3.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2515    1.0189   -2.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7457    0.9107   -2.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    1.5116   -0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4417   -0.2189   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0764    0.1301    0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797   -0.1183    3.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3837   -0.4803    2.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4888    0.6521   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666    2.8596   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496    4.6443   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2280    4.1277    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289    1.9226    1.7273 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19 26  1  0
 26  2  1  0
 19  6  1  0
 25 20  1  0
 18 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  7 31  1  0
  7 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 17 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Marcen	HMDB
Sedotime	HMDB
Solatran	HMDB
Unakalm	HMDB

Chemical Formula

C₂₀H₁₇ClN₂O₃

Average Molecular Weight

368.814

Monoisotopic Molecular Weight

368.092770127

IUPAC Name

14-chloro-4,10-dimethyl-2-phenyl-3-oxa-7,10-diazatricyclo[9.4.0.0²,⁷]pentadeca-1(11),4,12,14-tetraene-6,9-dione

Traditional Name

ketazolam

CAS Registry Number

27223-35-4

SMILES

CN1C2=C(C=C(Cl)C=C2)C2(OC(C)=CC(=O)N2CC1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H17ClN2O3/c1-13-10-18(24)23-12-19(25)22(2)17-9-8-15(21)11-16(17)20(23,26-13)14-6-4-3-5-7-14/h3-11H,12H2,1-2H3

InChI Key

PWAJCNITSBZRBL-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
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Vinylogous ester
Carboxamide group
Lactam
Carboxylic acid derivative
Oxacycle
Azacycle
Organochloride
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.084 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.084 g/L	ALOGPS
logP	2.6	ALOGPS
logP	3.01	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	14.2	ChemAxon
pKa (Strongest Basic)	-0.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	49.85 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	99.78 m³·mol⁻¹	ChemAxon
Polarizability	36.96 Å³	ChemAxon
Number of Rings	4	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]+	185.025	30932474
DeepCCS	[M-H]-	182.667	30932474
DeepCCS	[M-2H]-	216.503	30932474
DeepCCS	[M+Na]+	191.731	30932474
AllCCS	[M+H]+	183.8	32859911
AllCCS	[M+H-H2O]+	180.6	32859911
AllCCS	[M+NH4]+	186.7	32859911
AllCCS	[M+Na]+	187.5	32859911
AllCCS	[M-H]-	188.3	32859911
AllCCS	[M+Na-2H]-	187.9	32859911
AllCCS	[M+HCOO]-	187.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.41 minutes	32390414
Predicted by Siyang on May 30, 2022	15.5308 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.06 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2627.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	392.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	192.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	206.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	144.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	633.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	721.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	72.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1356.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	505.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1649.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	386.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	250.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	118.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ketazolam	CN1C2=C(C=C(Cl)C=C2)C2(OC(C)=CC(=O)N2CC1=O)C1=CC=CC=C1	4576.4	Standard polar	33892256
Ketazolam	CN1C2=C(C=C(Cl)C=C2)C2(OC(C)=CC(=O)N2CC1=O)C1=CC=CC=C1	2601.8	Standard non polar	33892256
Ketazolam	CN1C2=C(C=C(Cl)C=C2)C2(OC(C)=CC(=O)N2CC1=O)C1=CC=CC=C1	2937.8	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 - Ketazolam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fri-7794000000-e5f97e7007c42a0e6cae	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ketazolam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a59-1290000000-7ef8a75bf466c745a728	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 - Ketazolam 10V, Positive-QTOF	splash10-014i-0009000000-00a0ebc61e31ee5f9fb7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 20V, Positive-QTOF	splash10-014i-1009000000-af371ac384c19582e8cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 40V, Positive-QTOF	splash10-00kf-7910000000-9de91642147606a3f899	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 10V, Negative-QTOF	splash10-014i-0009000000-452e71c58ce51c808f39	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 20V, Negative-QTOF	splash10-0002-0094000000-854abc1e120fa24f40b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 40V, Negative-QTOF	splash10-053v-7293000000-24656d4d8f4834731919	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 10V, Positive-QTOF	splash10-014i-0009000000-940bacac6459ea82189e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 20V, Positive-QTOF	splash10-014i-0019000000-15e1445eaba0a4c42fa1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 40V, Positive-QTOF	splash10-0uy4-0295000000-0beb62e6599fbcc102b1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 10V, Negative-QTOF	splash10-014i-0009000000-de71073cb0d517e7b61e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 20V, Negative-QTOF	splash10-014i-0009000000-de71073cb0d517e7b61e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketazolam 40V, Negative-QTOF	splash10-014i-5029000000-c65a5a034b12b7c917a6	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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 DB01587	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01587	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

DB01587

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

31110

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ketazolam

METLIN ID

Not Available

PubChem Compound

33746

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

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

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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. Translocator protein

General function:: Signal transduction mechanisms
Specific function:: Responsible for the manifestation of peripheral-type benzodiazepine recognition sites and is most likely to comprise binding domains for benzodiazepines and isoquinoline carboxamides. May play a role in the transport of porphyrins and heme. Plays a role in the transport of cholesterol across mitochondrial membranes in steroidogenic cells
Gene Name:: TSPO
Uniprot ID:: P30536
Molecular weight:: 18778.7

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Falchi AM, Battetta B, Sanna F, Piludu M, Sogos V, Serra M, Melis M, Putzolu M, Diaz G: Intracellular cholesterol changes induced by translocator protein (18 kDa) TSPO/PBR ligands. Neuropharmacology. 2007 Aug;53(2):318-29. Epub 2007 Jun 2. [PubMed:17631921 ]
Vega D, Fernandez D, Echeverria G: Ketazolam. Acta Crystallogr C. 2001 Jul;57(Pt 7):848-50. Epub 2001 Jul 9. [PubMed:11443263 ]

Enzyme Details

3. 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

Blaschke G, Kley H, Muller WE: [Racemation of the benzodiazepines camazepam and ketazolam and receptor binding of enantiomers]. Arzneimittelforschung. 1986 Jun;36(6):893-4. [PubMed:2874815 ]
Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]
Derry JM, Dunn SM, Davies M: Identification of a residue in the gamma-aminobutyric acid type A receptor alpha subunit that differentially affects diazepam-sensitive and -insensitive benzodiazepine site binding. J Neurochem. 2004 Mar;88(6):1431-8. [PubMed:15009644 ]

Enzyme Details

4. 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

Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]
Derry JM, Dunn SM, Davies M: Identification of a residue in the gamma-aminobutyric acid type A receptor alpha subunit that differentially affects diazepam-sensitive and -insensitive benzodiazepine site binding. J Neurochem. 2004 Mar;88(6):1431-8. [PubMed:15009644 ]
Blaschke G, Kley H, Muller WE: [Racemation of the benzodiazepines camazepam and ketazolam and receptor binding of enantiomers]. Arzneimittelforschung. 1986 Jun;36(6):893-4. [PubMed:2874815 ]

Enzyme Details

5. Gamma-aminobutyric acid receptor subunit delta

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:: GABRD
Uniprot ID:: O14764
Molecular weight:: 50707.8

References

Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]

Enzyme Details

6. Gamma-aminobutyric acid receptor subunit epsilon

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:: GABRE
Uniprot ID:: P78334
Molecular weight:: 57971.2

References

Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]

Enzyme Details

7. Gamma-aminobutyric acid receptor subunit gamma-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:: GABRG1
Uniprot ID:: Q8N1C3
Molecular weight:: 53594.5

References

Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Yamazaki M, Neway WE, Ohe T, Chen I, Rowe JF, Hochman JH, Chiba M, Lin JH: In vitro substrate identification studies for p-glycoprotein-mediated transport: species difference and predictability of in vivo results. J Pharmacol Exp Ther. 2001 Mar;296(3):723-35. [PubMed:11181899 ]
Adachi Y, Suzuki H, Sugiyama Y: Comparative studies on in vitro methods for evaluating in vivo function of MDR1 P-glycoprotein. Pharm Res. 2001 Dec;18(12):1660-8. [PubMed:11785684 ]

Showing metabocard for Ketazolam (HMDB0015526)

MOL for HMDB0015526 (Ketazolam)

3D MOL for HMDB0015526 (Ketazolam)

3D SDF for HMDB0015526 (Ketazolam)

3D-SDF for HMDB0015526 (Ketazolam)

PDB for HMDB0015526 (Ketazolam)

3D PDB for HMDB0015526 (Ketazolam)

SMILES for HMDB0015526 (Ketazolam)

INCHI for HMDB0015526 (Ketazolam)

Structure for HMDB0015526 (Ketazolam)

3D Structure for HMDB0015526 (Ketazolam)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

Transporters

References