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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:15:18 UTC

Update Date

2021-09-14 15:46:31 UTC

HMDB ID

HMDB0061052

Secondary Accession Numbers

HMDB61052

Metabolite Identification

Common Name

4-hydroxytriazolam

Description

4-hydroxytriazolam is a metabolite of triazolam. Triazolam (marketed in English-speaking countries under the brand names Apo-Triazo, Halcion, Hypam, and Trilam) is a benzodiazepine drug. It possesses pharmacological properties similar to that of other benzodiazepines, but it is generally only used as a sedative to treat severe insomnia. In addition to the hypnotic properties triazolam possesses, amnesic, anxiolytic, sedative, anticonvulsant and muscle relaxant properties are also present. (Wikipedia)

Structure

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

HMDB0061052
     RDKit          3D
4-hydroxytriazolam
 36 39  0  0  0  0  0  0  0  0999 V2000
    4.1361    0.8456    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501   -0.3814   -0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9207   -1.3573   -1.1814 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9546   -2.2771   -1.3930 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -1.9319   -0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2121   -0.7634   -0.0787 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3314   -0.0631    0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103    0.4757    1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2230    1.1290    2.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650    1.1956    2.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853    2.0198    3.8322 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011    0.6296    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -0.0096    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8301   -0.5693   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    0.1370   -0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3598    1.3917   -0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5510    1.9578   -0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359    1.2702   -1.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080   -0.0179   -2.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286   -0.5632   -1.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -2.1920   -2.1934 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5139   -1.7220   -1.0067 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -2.6459   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721   -3.1447    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6849    1.1892   -0.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9672    0.7339    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4759    1.7284    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430    0.3637    1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    1.5959    3.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912    0.6137    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7048    2.0428   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    2.9857   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3608    1.7382   -2.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8303   -0.5382   -2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430   -3.4656   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068   -2.4009    1.1857 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 14 22  2  0
 22 23  1  0
 23 24  1  0
  6  2  1  0
 13  7  1  0
 20 15  1  0
 23  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 23 35  1  0
 24 36  1  0
M  END


  Mrv0541 07091309152D          

 24 27  0  0  0  0            999 V2000
    2.7317    1.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0317   -3.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8108   -3.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4072   -3.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9655   -2.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8146    0.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9947    0.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9723   -0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119    0.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3034   -0.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5619   -2.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523   -0.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3411   -2.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635   -0.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9375   -1.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4520   -1.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1234   -0.0234    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4958   -1.2152    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1808   -2.0863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087    0.2531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.5689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -0.2643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -2.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  9  1  1  0  0  0  0
 10  6  1  0  0  0  0
 10  8  2  0  0  0  0
 11  4  2  0  0  0  0
 12  8  1  0  0  0  0
 13  5  2  0  0  0  0
 13 11  1  0  0  0  0
 14  7  1  0  0  0  0
 14 12  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  2  0  0  0  0
 20 17  1  0  0  0  0
 21  9  2  0  0  0  0
 22 16  2  0  0  0  0
 22 21  1  0  0  0  0
 23  9  1  0  0  0  0
 23 14  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061052

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NN=C2C(O)N=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12

> <INCHI_IDENTIFIER>
InChI=1S/C17H12Cl2N4O/c1-9-21-22-16-17(24)20-15(11-4-2-3-5-13(11)19)12-8-10(18)6-7-14(12)23(9)16/h2-8,17,24H,1H3

> <INCHI_KEY>
YUQRFPYHTPARRM-UHFFFAOYSA-N

> <FORMULA>
C17H12Cl2N4O

> <MOLECULAR_WEIGHT>
359.209

> <EXACT_MASS>
358.03881644

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.674061878350365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-chloro-9-(2-chlorophenyl)-3-methyl-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.6292

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.967755665106239

> <JCHEM_PKA_STRONGEST_BASIC>
1.9886346067386231

> <JCHEM_POLAR_SURFACE_AREA>
63.3

> <JCHEM_REFRACTIVITY>
104.88220000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-chloro-9-(2-chlorophenyl)-3-methyl-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061052
     RDKit          3D
4-hydroxytriazolam
 36 39  0  0  0  0  0  0  0  0999 V2000
    4.1361    0.8456    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501   -0.3814   -0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9207   -1.3573   -1.1814 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9546   -2.2771   -1.3930 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -1.9319   -0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2121   -0.7634   -0.0787 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3314   -0.0631    0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103    0.4757    1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2230    1.1290    2.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650    1.1956    2.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853    2.0198    3.8322 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011    0.6296    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -0.0096    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8301   -0.5693   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    0.1370   -0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3598    1.3917   -0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5510    1.9578   -0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359    1.2702   -1.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080   -0.0179   -2.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286   -0.5632   -1.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -2.1920   -2.1934 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5139   -1.7220   -1.0067 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -2.6459   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721   -3.1447    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6849    1.1892   -0.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9672    0.7339    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4759    1.7284    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430    0.3637    1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    1.5959    3.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912    0.6137    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7048    2.0428   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    2.9857   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3608    1.7382   -2.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8303   -0.5382   -2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430   -3.4656   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068   -2.4009    1.1857 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 14 22  2  0
 22 23  1  0
 23 24  1  0
  6  2  1  0
 13  7  1  0
 20 15  1  0
 23  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 23 35  1  0
 24 36  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       5.099   2.244   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.393  -6.806   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.847  -6.300   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.227  -5.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.136  -4.788   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.987   1.027   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.457   0.857   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.282  -1.624   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.502   0.824   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.900  -0.214   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.516  -4.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.751  -1.794   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.970  -3.781   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.839  -0.553   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.350  -3.281   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.293  -1.659   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.577  -3.173   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      11.430  -0.044   0.000  0.00  0.00          Cl+0
HETATM   19 Cl   UNK     0      10.259  -2.268   0.000  0.00  0.00          Cl+0
HETATM   20  N   UNK     0       5.937  -3.894   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       3.003   0.472   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       2.874  -1.062   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       5.300  -0.493   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       3.336  -4.085   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   11                                                       
CONECT    5    3   13                                                       
CONECT    6    7   10                                                       
CONECT    7    6   14                                                       
CONECT    8   10   12                                                       
CONECT    9    1   21   23                                                  
CONECT   10    6    8   18                                                  
CONECT   11    4   13   15                                                  
CONECT   12    8   14   15                                                  
CONECT   13    5   11   19                                                  
CONECT   14    7   12   23                                                  
CONECT   15   11   12   20                                                  
CONECT   16   17   22   23                                                  
CONECT   17   16   20   24                                                  
CONECT   18   10                                                            
CONECT   19   13                                                            
CONECT   20   15   17                                                       
CONECT   21    9   22                                                       
CONECT   22   16   21                                                       
CONECT   23    9   14   16                                                  
CONECT   24   17                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0061052
HETATM    1  C1  UNL     1       4.136   0.846   0.106  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.450  -0.381  -0.340  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.921  -1.357  -1.181  1.00  0.00           N  
HETATM    4  N2  UNL     1       2.955  -2.277  -1.393  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.884  -1.932  -0.722  1.00  0.00           C  
HETATM    6  N3  UNL     1       2.212  -0.763  -0.079  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.331  -0.063   0.792  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.010   0.476   1.842  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.223   1.129   2.796  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.165   1.196   2.645  1.00  0.00           C  
HETATM   11 CL1  UNL     1      -1.185   2.020   3.832  1.00  0.00          CL  
HETATM   12  C8  UNL     1      -0.801   0.630   1.566  1.00  0.00           C  
HETATM   13  C9  UNL     1      -0.040  -0.010   0.616  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.830  -0.569  -0.467  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.997   0.137  -0.920  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.360   1.392  -0.589  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.551   1.958  -0.995  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.436   1.270  -1.766  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.108  -0.018  -2.134  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.929  -0.563  -1.724  1.00  0.00           C  
HETATM   21 CL2  UNL     1      -2.520  -2.192  -2.193  1.00  0.00          CL  
HETATM   22  N4  UNL     1      -0.514  -1.722  -1.007  1.00  0.00           N  
HETATM   23  C17 UNL     1       0.583  -2.646  -0.720  1.00  0.00           C  
HETATM   24  O1  UNL     1       0.372  -3.145   0.550  1.00  0.00           O  
HETATM   25  H1  UNL     1       4.685   1.189  -0.845  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.967   0.734   0.794  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.476   1.728   0.251  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.043   0.364   1.972  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.641   1.596   3.665  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.891   0.614   1.476  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.705   2.043  -0.047  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.817   2.986  -0.704  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.361   1.738  -2.069  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.830  -0.538  -2.748  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.543  -3.466  -1.443  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.607  -2.401   1.186  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    6
CONECT    3    4
CONECT    4    5    5
CONECT    5    6   23
CONECT    6    7
CONECT    7    8    8   13
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   12
CONECT   12   13   13   30
CONECT   13   14
CONECT   14   15   22   22
CONECT   15   16   16   20
CONECT   16   17   31
CONECT   17   18   18   32
CONECT   18   19   33
CONECT   19   20   20   34
CONECT   20   21
CONECT   22   23
CONECT   23   24   35
CONECT   24   36
END

HMDB0061052
     RDKit          3D
4-hydroxytriazolam
 36 39  0  0  0  0  0  0  0  0999 V2000
    4.1361    0.8456    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501   -0.3814   -0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9207   -1.3573   -1.1814 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9546   -2.2771   -1.3930 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -1.9319   -0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2121   -0.7634   -0.0787 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3314   -0.0631    0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103    0.4757    1.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2230    1.1290    2.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650    1.1956    2.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1853    2.0198    3.8322 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8011    0.6296    1.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -0.0096    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8301   -0.5693   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    0.1370   -0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3598    1.3917   -0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5510    1.9578   -0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359    1.2702   -1.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080   -0.0179   -2.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286   -0.5632   -1.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -2.1920   -2.1934 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5139   -1.7220   -1.0067 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -2.6459   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721   -3.1447    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6849    1.1892   -0.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9672    0.7339    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4759    1.7284    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430    0.3637    1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    1.5959    3.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912    0.6137    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7048    2.0428   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    2.9857   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3608    1.7382   -2.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8303   -0.5382   -2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430   -3.4656   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068   -2.4009    1.1857 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 14 22  2  0
 22 23  1  0
 23 24  1  0
  6  2  1  0
 13  7  1  0
 20 15  1  0
 23  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 23 35  1  0
 24 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂Cl₂N₄O

Average Molecular Weight

359.209

Monoisotopic Molecular Weight

358.03881644

IUPAC Name

12-chloro-9-(2-chlorophenyl)-3-methyl-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol

Traditional Name

12-chloro-9-(2-chlorophenyl)-3-methyl-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol

CAS Registry Number

Not Available

SMILES

CC1=NN=C2C(O)N=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12

InChI Identifier

InChI=1S/C17H12Cl2N4O/c1-9-21-22-16-17(24)20-15(11-4-2-3-5-13(11)19)12-8-10(18)6-7-14(12)23(9)16/h2-8,17,24H,1H3

InChI Key

YUQRFPYHTPARRM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2,4-triazolo[4,3-a][1,4]benzodiazepines. These are aromatic compounds containing a 1,4-benzodiazepine fused to and sharing a nitrogen atom with a 1,2,4-triazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,2,4-triazolo[4,3-a][1,4]benzodiazepines

Alternative Parents

Substituents

1,2,4-triazolo[4,3-a][1,4]benzodiazepine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
1,2,4-triazole
Ketimine
Alkanolamine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Imine
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0061052)
Liver (HMDB: HMDB0061052)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061052)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061052)

Cellular substructure

Cytoplasm (HMDB: HMDB0061052)
Membrane (HMDB: HMDB0061052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	2.91	ALOGPS
logP	2.63	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	10.97	ChemAxon
pKa (Strongest Basic)	1.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	104.88 m³·mol⁻¹	ChemAxon
Polarizability	34.67 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-2H]-	209.529	30932474
DeepCCS	[M+Na]+	184.756	30932474
AllCCS	[M+H]+	179.0	32859911
AllCCS	[M+H-H2O]+	175.7	32859911
AllCCS	[M+NH4]+	182.0	32859911
AllCCS	[M+Na]+	182.8	32859911
AllCCS	[M-H]-	176.3	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	174.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-hydroxytriazolam	CC1=NN=C2C(O)N=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12	4256.5	Standard polar	33892256
4-hydroxytriazolam	CC1=NN=C2C(O)N=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12	3166.6	Standard non polar	33892256
4-hydroxytriazolam	CC1=NN=C2C(O)N=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12	3066.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-hydroxytriazolam,1TMS,isomer #1	CC1=NN=C2C(O[Si](C)(C)C)N=C(C3=CC=CC=C3Cl)C3=CC(Cl)=CC=C3N12	3150.7	Semi standard non polar	33892256
4-hydroxytriazolam,1TBDMS,isomer #1	CC1=NN=C2C(O[Si](C)(C)C(C)(C)C)N=C(C3=CC=CC=C3Cl)C3=CC(Cl)=CC=C3N12	3292.4	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 - 4-hydroxytriazolam GC-MS (Non-derivatized) - 70eV, Positive	splash10-009x-8297000000-7c97e6bdc5e8946ef42e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-hydroxytriazolam GC-MS (1 TMS) - 70eV, Positive	splash10-006x-9003100000-8e0bdab92e374a08b6ac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-hydroxytriazolam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 10V, Positive-QTOF	splash10-0a4i-0019000000-bee6db338dffd4d2ba3b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 20V, Positive-QTOF	splash10-0a4i-0019000000-a05a3d532edc73495bee	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 40V, Positive-QTOF	splash10-01ow-2982000000-13b4fb69473773f3fdc7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 10V, Negative-QTOF	splash10-0a4i-0009000000-db58ab63a0e0101f62e8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 20V, Negative-QTOF	splash10-0a4i-0009000000-d686e2cd2f48f9d2f380	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 40V, Negative-QTOF	splash10-0uyi-9465000000-00e756404d0dd8500add	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 10V, Positive-QTOF	splash10-0a4i-0009000000-d882a48b67f97fd7c334	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 20V, Positive-QTOF	splash10-0a4i-0009000000-9bc6f5815d4577441489	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 40V, Positive-QTOF	splash10-0ufr-1139000000-36f160ddef620fe7109b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 10V, Negative-QTOF	splash10-0a4i-0009000000-2e74e59b074ab7ed5b28	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 20V, Negative-QTOF	splash10-05ai-6009000000-40992ed9fe59fa77de8c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-hydroxytriazolam 40V, Negative-QTOF	splash10-001i-9126000000-66d233fb3bd060ccc6cb	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

128260

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 4-hydroxytriazolam (HMDB0061052)

MOL for HMDB0061052 (4-hydroxytriazolam)

3D MOL for HMDB0061052 (4-hydroxytriazolam)

3D SDF for HMDB0061052 (4-hydroxytriazolam)

3D-SDF for HMDB0061052 (4-hydroxytriazolam)

PDB for HMDB0061052 (4-hydroxytriazolam)

3D PDB for HMDB0061052 (4-hydroxytriazolam)

SMILES for HMDB0061052 (4-hydroxytriazolam)

INCHI for HMDB0061052 (4-hydroxytriazolam)

Structure for HMDB0061052 (4-hydroxytriazolam)

3D Structure for HMDB0061052 (4-hydroxytriazolam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra