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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:54:10 UTC

Update Date

2021-09-26 23:04:34 UTC

HMDB ID

HMDB0252157

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fadrozole

Description

4-{5H,6H,7H,8H-imidazo[1,5-a]pyridin-5-yl}benzonitrile belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. Based on a literature review very few articles have been published on 4-{5H,6H,7H,8H-imidazo[1,5-a]pyridin-5-yl}benzonitrile. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fadrozole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fadrozole 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

HMDB0257076
     RDKit          3D
R-FADROZOLE
 30 32  0  0  0  0  0  0  0  0999 V2000
    6.3494    0.2817    0.5558 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1992    0.2273    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679    0.1442    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861   -0.7714    0.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289   -0.8224    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0062    0.0367   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4288   -0.0085   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9087   -1.4368   -0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069   -1.5605   -0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227   -0.1909   -0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5574    0.6207    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900    1.3374    1.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    1.8816    2.0118 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615    1.4896    1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7151    0.4437 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795    0.9629   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1308    0.9967   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4591   -1.4400    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -1.5756    1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6239    0.5272   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -1.8594   -1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6339   -2.0342    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586   -2.1598   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -2.0119    0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528    0.3022   -1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313   -0.2829   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    1.4909    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    1.7624    1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576    1.6610   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7571    1.7167   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
 17  3  1  0
 15  7  1  0
 15 11  1  0
  4 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END


  Mrv1652309112111542D          

 17 19  0  0  0  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.4271    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  1  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
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  3 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
 16 17  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252157

> <DATABASE_NAME>
hmdb

> <SMILES>
N#CC1=CC=C(C=C1)C1CCCC2=CN=CN12

> <INCHI_IDENTIFIER>
InChI=1S/C14H13N3/c15-8-11-4-6-12(7-5-11)14-3-1-2-13-9-16-10-17(13)14/h4-7,9-10,14H,1-3H2

> <INCHI_KEY>
CLPFFLWZZBQMAO-UHFFFAOYSA-N

> <FORMULA>
C14H13N3

> <MOLECULAR_WEIGHT>
223.279

> <EXACT_MASS>
223.110947431

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.239359426352003

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{5H,6H,7H,8H-imidazo[1,5-a]pyridin-5-yl}benzonitrile

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.411907734333333

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.162906273811768

> <JCHEM_POLAR_SURFACE_AREA>
41.61

> <JCHEM_REFRACTIVITY>
66.45700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fadrozole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257076
     RDKit          3D
R-FADROZOLE
 30 32  0  0  0  0  0  0  0  0999 V2000
    6.3494    0.2817    0.5558 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1992    0.2273    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679    0.1442    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861   -0.7714    0.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289   -0.8224    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0062    0.0367   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4288   -0.0085   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9087   -1.4368   -0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069   -1.5605   -0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227   -0.1909   -0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5574    0.6207    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900    1.3374    1.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    1.8816    2.0118 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615    1.4896    1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7151    0.4437 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795    0.9629   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1308    0.9967   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4591   -1.4400    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -1.5756    1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6239    0.5272   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -1.8594   -1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6339   -2.0342    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586   -2.1598   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -2.0119    0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528    0.3022   -1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313   -0.2829   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    1.4909    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    1.7624    1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576    1.6610   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7571    1.7167   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
 17  3  1  0
 15  7  1  0
 15 11  1  0
  4 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.590   2.073   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.220   2.843   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924  -0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -1.007   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258  -2.547   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924  -3.317   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590  -2.547   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924  -4.857   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.924  -6.397   0.000  0.00  0.00           N+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8    1                                                       
CONECT   10    3   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   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0257076
HETATM    1  N1  UNL     1       6.349   0.282   0.556  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.199   0.227   0.399  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.768   0.144   0.187  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.986  -0.771   0.852  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.629  -0.822   0.626  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.006   0.037  -0.270  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.429  -0.009  -0.521  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.909  -1.437  -0.615  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.407  -1.560  -0.764  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.023  -0.191  -0.878  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.557   0.621   0.261  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.190   1.337   1.224  1.00  0.00           C  
HETATM   13  N2  UNL     1      -2.248   1.882   2.012  1.00  0.00           N  
HETATM   14  C12 UNL     1      -1.061   1.490   1.518  1.00  0.00           C  
HETATM   15  N3  UNL     1      -1.237   0.715   0.444  1.00  0.00           N  
HETATM   16  C13 UNL     1       1.779   0.963  -0.947  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.131   0.997  -0.707  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.459  -1.440   1.547  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.070  -1.576   1.196  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.624   0.527  -1.501  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.417  -1.859  -1.536  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.634  -2.034   0.267  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.659  -2.160  -1.663  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.852  -2.012   0.161  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.753   0.302  -1.846  1.00  0.00           H  
HETATM   26  H9  UNL     1      -4.131  -0.283  -0.909  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.262   1.491   1.394  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.098   1.762   1.932  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.358   1.661  -1.659  1.00  0.00           H  
HETATM   30  H13 UNL     1       3.757   1.717  -1.228  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   18
CONECT    5    6    6   19
CONECT    6    7   16
CONECT    7    8   15   20
CONECT    8    9   21   22
CONECT    9   10   23   24
CONECT   10   11   25   26
CONECT   11   12   12   15
CONECT   12   13   27
CONECT   13   14   14
CONECT   14   15   28
CONECT   16   17   17   29
CONECT   17   30
END

HMDB0257076
     RDKit          3D
R-FADROZOLE
 30 32  0  0  0  0  0  0  0  0999 V2000
    6.3494    0.2817    0.5558 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1992    0.2273    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679    0.1442    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861   -0.7714    0.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6289   -0.8224    0.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0062    0.0367   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4288   -0.0085   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9087   -1.4368   -0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069   -1.5605   -0.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227   -0.1909   -0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5574    0.6207    0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900    1.3374    1.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    1.8816    2.0118 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615    1.4896    1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7151    0.4437 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7795    0.9629   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1308    0.9967   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4591   -1.4400    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -1.5756    1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6239    0.5272   -1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4172   -1.8594   -1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6339   -2.0342    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586   -2.1598   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -2.0119    0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528    0.3022   -1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313   -0.2829   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    1.4909    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    1.7624    1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576    1.6610   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7571    1.7167   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
 17  3  1  0
 15  7  1  0
 15 11  1  0
  4 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
FAD 286	MeSH
FAD-286	MeSH
Fadrozole hydrochloride	MeSH
Fadrozole monohydrochloride	MeSH
Hydrochloride, fadrozole	MeSH
Monohydrochloride, fadrozole	MeSH

Chemical Formula

C₁₄H₁₃N₃

Average Molecular Weight

223.279

Monoisotopic Molecular Weight

223.110947431

IUPAC Name

4-{5H,6H,7H,8H-imidazo[1,5-a]pyridin-5-yl}benzonitrile

Traditional Name

fadrozole

CAS Registry Number

Not Available

SMILES

N#CC1=CC=C(C=C1)C1CCCC2=CN=CN12

InChI Identifier

InChI=1S/C14H13N3/c15-8-11-4-6-12(7-5-11)14-3-1-2-13-9-16-10-17(13)14/h4-7,9-10,14H,1-3H2

InChI Key

CLPFFLWZZBQMAO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyridines

Sub Class

Not Available

Direct Parent

Imidazopyridines

Alternative Parents

Substituents

Imidazopyridine
Benzonitrile
Monocyclic benzene moiety
N-substituted imidazole
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Carbonitrile
Nitrile
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	2.5	ALOGPS
logP	2.41	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	7.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	41.61 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.46 m³·mol⁻¹	ChemAxon
Polarizability	24.24 Å³	ChemAxon
Number of Rings	3	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]-	181.969	30932474
DeepCCS	[M+Na]+	156.568	30932474
AllCCS	[M+H]+	152.3	32859911
AllCCS	[M+H-H2O]+	148.2	32859911
AllCCS	[M+NH4]+	156.2	32859911
AllCCS	[M+Na]+	157.3	32859911
AllCCS	[M-H]-	158.1	32859911
AllCCS	[M+Na-2H]-	157.8	32859911
AllCCS	[M+HCOO]-	157.6	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fadrozole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1910000000-98e07651fe4cfb81ca9d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fadrozole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fadrozole 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 45V, Positive-QTOF	splash10-00di-0190000000-0608b0c54426a95005bc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 60V, Positive-QTOF	splash10-05fr-2950000000-3458dd3d837617ffceb0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 15V, Positive-QTOF	splash10-00di-0090000000-f2ea46430c4401562b36	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 75V, Positive-QTOF	splash10-001i-9000000000-759b6cf100258d88cd4e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 90V, Positive-QTOF	splash10-001i-9000000000-1005a172533e6bf4ab8c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 60V, Positive-QTOF	splash10-001i-9110000000-0ab2045228584e43dc6e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 30V, Positive-QTOF	splash10-00di-0090000000-2c0bebf8b7416468c350	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 15V, Positive-QTOF	splash10-00di-0090000000-4d780053f6ea4d85ded4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fadrozole 45V, Positive-QTOF	splash10-00e9-9080000000-8b3b03ec5e544ff59462	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fadrozole 10V, Positive-QTOF	splash10-00di-0090000000-905b8ab619977a13dfbc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fadrozole 20V, Positive-QTOF	splash10-00di-0190000000-5930bff790cb441b8fd7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fadrozole 40V, Positive-QTOF	splash10-014i-3900000000-3d0f409bc8cabec1609c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fadrozole 10V, Negative-QTOF	splash10-00di-0090000000-f9ce2e8b0502c130fae8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fadrozole 20V, Negative-QTOF	splash10-00di-0190000000-9e6e47593b5a2145934a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fadrozole 40V, Negative-QTOF	splash10-0gdi-2910000000-11d61b24863a5f781a4e	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

53850

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Fadrozole (HMDB0252157)

MOL for HMDB0252157 (Fadrozole)

3D MOL for HMDB0252157 (Fadrozole)

3D SDF for HMDB0252157 (Fadrozole)

3D-SDF for HMDB0252157 (Fadrozole)

PDB for HMDB0252157 (Fadrozole)

3D PDB for HMDB0252157 (Fadrozole)

SMILES for HMDB0252157 (Fadrozole)

INCHI for HMDB0252157 (Fadrozole)

Structure for HMDB0252157 (Fadrozole)

3D Structure for HMDB0252157 (Fadrozole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra