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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:35:33 UTC

Update Date

2021-09-26 22:52:10 UTC

HMDB ID

HMDB0244433

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Vorozole

Description

Vorozole belongs to the class of organic compounds known as benzotriazoles. These are organic compounds containing a benzene fused to a triazole ring (a five-membered ring with two carbon atoms and three nitrogen atoms). Based on a literature review very few articles have been published on Vorozole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Vorozole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Vorozole is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244433
     RDKit          3D
Vorozole
 36 39  0  0  0  0  0  0  0  0999 V2000
   -4.0724   -2.0635    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7328   -1.5827   -0.0563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3948   -1.7613   -1.1822 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7888   -1.1762   -2.2102 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6880   -0.5908   -1.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7013    0.1432   -2.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    0.6191   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6020    0.3813   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5237    0.9108    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576   -0.0767    0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251   -1.0330    1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7384   -1.9590    1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7116   -1.8768    0.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -3.0634    0.8752 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6717   -0.9367   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468   -0.0275   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757    2.2067    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2480    3.1311   -0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137    4.1996   -0.7464 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312    3.9380   -0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    2.7304    0.2927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -0.3635    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6545   -0.8475   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1574   -2.3359    1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7271   -2.9509    1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138   -1.2880    1.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7321    0.3418   -3.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187    1.1998   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1564    1.0078    1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -1.0598    2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7794   -2.7145    2.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -0.9299   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    0.7316   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119    3.0487   -0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172    4.5909   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5489   -0.5428    1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  9 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  2  1  0
 23  5  1  0
 16 10  1  0
 21 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 20 35  1  0
 22 36  1  0
M  END


  Mrv1652309102123352D          

 23 26  0  0  0  0            999 V2000
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -4.8229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5852   -0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3922   -0.1184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047   -0.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2527   -1.4460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 21  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244433

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1N=NC2=C1C=C(C=C2)C(N1C=NC=N1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13ClN6/c1-22-15-8-12(4-7-14(15)20-21-22)16(23-10-18-9-19-23)11-2-5-13(17)6-3-11/h2-10,16H,1H3

> <INCHI_KEY>
XLMPPFTZALNBFS-UHFFFAOYSA-N

> <FORMULA>
C16H13ClN6

> <MOLECULAR_WEIGHT>
324.77

> <EXACT_MASS>
324.0890221

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
32.50811667597501

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-1,2,3-benzotriazole

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
3.2790566353333332

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.183524035438382

> <JCHEM_POLAR_SURFACE_AREA>
61.42

> <JCHEM_REFRACTIVITY>
111.0518

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vorozole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244433
     RDKit          3D
Vorozole
 36 39  0  0  0  0  0  0  0  0999 V2000
   -4.0724   -2.0635    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7328   -1.5827   -0.0563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3948   -1.7613   -1.1822 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7888   -1.1762   -2.2102 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6880   -0.5908   -1.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7013    0.1432   -2.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    0.6191   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6020    0.3813   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5237    0.9108    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576   -0.0767    0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251   -1.0330    1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7384   -1.9590    1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7116   -1.8768    0.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -3.0634    0.8752 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6717   -0.9367   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468   -0.0275   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757    2.2067    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2480    3.1311   -0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137    4.1996   -0.7464 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312    3.9380   -0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    2.7304    0.2927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -0.3635    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6545   -0.8475   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1574   -2.3359    1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7271   -2.9509    1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138   -1.2880    1.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7321    0.3418   -3.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187    1.1998   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1564    1.0078    1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -1.0598    2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7794   -2.7145    2.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -0.9299   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    0.7316   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119    3.0487   -0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172    4.5909   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5489   -0.5428    1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  9 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  2  1  0
 23  5  1  0
 16 10  1  0
 21 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 20 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.198  -2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.198  -4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.531  -5.153   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.531  -6.693   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.198  -7.463   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864  -6.693   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.864  -5.153   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       5.198  -9.003   0.000  0.00  0.00          Cl+0
HETATM   17  N   UNK     0       6.531  -2.073   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       6.692  -0.541   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       8.199  -0.221   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       8.969  -1.555   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       7.938  -2.699   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      -1.173  -1.303   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10   17                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17    9   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
CONECT   22    4   23                                                       
CONECT   23   22    2                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0244433
HETATM    1  C1  UNL     1      -4.072  -2.063   1.266  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.733  -1.583  -0.056  1.00  0.00           N  
HETATM    3  N2  UNL     1      -4.395  -1.761  -1.182  1.00  0.00           N  
HETATM    4  N3  UNL     1      -3.789  -1.176  -2.210  1.00  0.00           N  
HETATM    5  C2  UNL     1      -2.688  -0.591  -1.746  1.00  0.00           C  
HETATM    6  C3  UNL     1      -1.701   0.143  -2.352  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.665   0.619  -1.546  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.602   0.381  -0.196  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.524   0.911   0.616  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.658  -0.077   0.665  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.725  -1.033   1.654  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.738  -1.959   1.746  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.712  -1.877   0.766  1.00  0.00           C  
HETATM   14 CL1  UNL     1       5.019  -3.063   0.875  1.00  0.00          CL  
HETATM   15  C11 UNL     1       3.672  -0.937  -0.231  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.647  -0.028  -0.293  1.00  0.00           C  
HETATM   17  N4  UNL     1       0.976   2.207   0.159  1.00  0.00           N  
HETATM   18  C13 UNL     1       0.248   3.131  -0.492  1.00  0.00           C  
HETATM   19  N5  UNL     1       1.014   4.200  -0.746  1.00  0.00           N  
HETATM   20  C14 UNL     1       2.231   3.938  -0.249  1.00  0.00           C  
HETATM   21  N6  UNL     1       2.184   2.730   0.293  1.00  0.00           N  
HETATM   22  C15 UNL     1      -1.612  -0.363   0.391  1.00  0.00           C  
HETATM   23  C16 UNL     1      -2.655  -0.848  -0.391  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.157  -2.336   1.835  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.727  -2.951   1.238  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.614  -1.288   1.865  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.732   0.342  -3.414  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.119   1.200  -2.018  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.156   1.008   1.659  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.931  -1.060   2.410  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.779  -2.714   2.538  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.470  -0.930  -0.968  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.584   0.732  -1.070  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.812   3.049  -0.782  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.117   4.591  -0.275  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.549  -0.543   1.458  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   23
CONECT    3    4    4
CONECT    4    5
CONECT    5    6    6   23
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   22
CONECT    9   10   17   29
CONECT   10   11   11   16
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   15
CONECT   15   16   16   32
CONECT   16   33
CONECT   17   18   21
CONECT   18   19   19   34
CONECT   19   20
CONECT   20   21   21   35
CONECT   22   23   23   36
END

HMDB0244433
     RDKit          3D
Vorozole
 36 39  0  0  0  0  0  0  0  0999 V2000
   -4.0724   -2.0635    1.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7328   -1.5827   -0.0563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3948   -1.7613   -1.1822 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7888   -1.1762   -2.2102 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6880   -0.5908   -1.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7013    0.1432   -2.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    0.6191   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6020    0.3813   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5237    0.9108    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576   -0.0767    0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251   -1.0330    1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7384   -1.9590    1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7116   -1.8768    0.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -3.0634    0.8752 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6717   -0.9367   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468   -0.0275   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757    2.2067    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2480    3.1311   -0.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137    4.1996   -0.7464 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312    3.9380   -0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    2.7304    0.2927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -0.3635    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6545   -0.8475   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1574   -2.3359    1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7271   -2.9509    1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138   -1.2880    1.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7321    0.3418   -3.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187    1.1998   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1564    1.0078    1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -1.0598    2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7794   -2.7145    2.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -0.9299   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    0.7316   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119    3.0487   -0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172    4.5909   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5489   -0.5428    1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  9 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  2  1  0
 23  5  1  0
 16 10  1  0
 21 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 18 34  1  0
 20 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(N-Methyl-(11C))vorozole	MeSH
6-((4-Chlorophenyl)-(1H-1,2,4-triazol-1-yl)methyl)-1-methyl-1H-benzotriazole	MeSH
Vorozole, (+)-isomer	MeSH

Chemical Formula

C₁₆H₁₃ClN₆

Average Molecular Weight

324.77

Monoisotopic Molecular Weight

324.0890221

IUPAC Name

6-[(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-1,2,3-benzotriazole

Traditional Name

vorozole

CAS Registry Number

Not Available

SMILES

CN1N=NC2=C1C=C(C=C2)C(N1C=NC=N1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C16H13ClN6/c1-22-15-8-12(4-7-14(15)20-21-22)16(23-10-18-9-19-23)11-2-5-13(17)6-3-11/h2-10,16H,1H3

InChI Key

XLMPPFTZALNBFS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzotriazoles. These are organic compounds containing a benzene fused to a triazole ring (a five-membered ring with two carbon atoms and three nitrogen atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzotriazoles

Sub Class

Not Available

Direct Parent

Benzotriazoles

Alternative Parents

Substituents

Benzotriazole
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
1,2,4-triazole
1,2,3-triazole
Triazole
Azacycle
Organochloride
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.53	ALOGPS
logP	3.28	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	2.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.42 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.05 m³·mol⁻¹	ChemAxon
Polarizability	32.51 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]+	169.168	30932474
DeepCCS	[M-H]-	166.81	30932474
DeepCCS	[M-2H]-	200.659	30932474
DeepCCS	[M+Na]+	175.886	30932474
AllCCS	[M+H]+	175.2	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	178.4	32859911
AllCCS	[M+Na]+	179.4	32859911
AllCCS	[M-H]-	175.8	32859911
AllCCS	[M+Na-2H]-	175.0	32859911
AllCCS	[M+HCOO]-	174.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vorozole	CN1N=NC2=C1C=C(C=C2)C(N1C=NC=N1)C1=CC=C(Cl)C=C1	4129.3	Standard polar	33892256
Vorozole	CN1N=NC2=C1C=C(C=C2)C(N1C=NC=N1)C1=CC=C(Cl)C=C1	2936.3	Standard non polar	33892256
Vorozole	CN1N=NC2=C1C=C(C=C2)C(N1C=NC=N1)C1=CC=C(Cl)C=C1	2910.6	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 - Vorozole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bvi-3190000000-ca8a13cb41fc6c0672cc	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vorozole 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 - Vorozole 10V, Positive-QTOF	splash10-0a4i-0090000000-c0cac88009e25da3c8ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vorozole 20V, Positive-QTOF	splash10-0a4i-0090000000-613efe88e0e7fdf4324a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vorozole 40V, Positive-QTOF	splash10-004i-0091000000-c19766937b2945b5ef57	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vorozole 10V, Negative-QTOF	splash10-00di-0009000000-db820acf87ee070fde66	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vorozole 20V, Negative-QTOF	splash10-00di-0069000000-202962cc2e5a1c070df8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vorozole 40V, Negative-QTOF	splash10-014i-1590000000-df2fbd460f71a2b31331	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

54791

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Vorozole

METLIN ID

Not Available

PubChem Compound

60796

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Vorozole (HMDB0244433)

MOL for HMDB0244433 (Vorozole)

3D MOL for HMDB0244433 (Vorozole)

3D SDF for HMDB0244433 (Vorozole)

3D-SDF for HMDB0244433 (Vorozole)

PDB for HMDB0244433 (Vorozole)

3D PDB for HMDB0244433 (Vorozole)

SMILES for HMDB0244433 (Vorozole)

INCHI for HMDB0244433 (Vorozole)

Structure for HMDB0244433 (Vorozole)

3D Structure for HMDB0244433 (Vorozole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra