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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:44:12 UTC

Update Date

2021-09-26 22:55:59 UTC

HMDB ID

HMDB0246720

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole

Description

5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole, also known as azole, belongs to the class of organic compounds known as phenyloxadiazoles. These are polycyclic aromatic compounds containing a benzene ring linked to a 1,2,4-oxadiazole ring through a CC or CN bond. Based on a literature review very few articles have been published on 5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-(4-fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole 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

HMDB0246720
     RDKit          3D
5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole
 29 31  0  0  0  0  0  0  0  0999 V2000
   -5.1725    2.7989   -0.1195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4327    1.5915   -0.0035 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.7318    1.1807    0.0480 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3858    0.5985    0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6959   -0.7325    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6786   -1.6858    0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3615   -1.3067    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0717    0.0227    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896    0.4809    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286    1.7363   -0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    1.7185   -0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    0.4958    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    0.0891    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051   -1.2296    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6288   -1.6183    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234   -0.6549    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9217   -0.9857    0.1148 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402    0.6742   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9082    1.0398   -0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330   -0.2939    0.1149 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627    0.9699    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7393   -1.0333    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9794   -2.7226    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5800   -2.0278    0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5318   -1.9827    0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9238   -2.6678    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0104    1.4273   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    2.0847   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    2.0329   -0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  2  0
  8 21  2  0
 21  4  1  0
 20  9  1  0
 19 13  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 14 25  1  0
 15 26  1  0
 18 27  1  0
 19 28  1  0
 21 29  1  0
M  CHG  2   2   1   3  -1
M  END


  Mrv1652309112101442D          

 21 23  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -5.1768    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  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  1  0  0  0  0
 13 14  2  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  CHG  2   7   1   9  -1
M  END
> <DATABASE_ID>
HMDB0246720

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-][N+](=O)C1=CC=CC(=C1)C1=NOC(=N1)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H8FN3O3/c15-11-6-4-9(5-7-11)14-16-13(17-21-14)10-2-1-3-12(8-10)18(19)20/h1-8H

> <INCHI_KEY>
PHSKMUVSVYQIRN-UHFFFAOYSA-N

> <FORMULA>
C14H8FN3O3

> <MOLECULAR_WEIGHT>
285.234

> <EXACT_MASS>
285.054969293

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
26.937229574645762

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(4-fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
4.303182473000001

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.320978568511554

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
93.72370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(4-fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246720
     RDKit          3D
5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole
 29 31  0  0  0  0  0  0  0  0999 V2000
   -5.1725    2.7989   -0.1195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4327    1.5915   -0.0035 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.7318    1.1807    0.0480 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3858    0.5985    0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6959   -0.7325    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6786   -1.6858    0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3615   -1.3067    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0717    0.0227    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896    0.4809    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286    1.7363   -0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    1.7185   -0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    0.4958    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    0.0891    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051   -1.2296    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6288   -1.6183    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234   -0.6549    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9217   -0.9857    0.1148 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402    0.6742   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9082    1.0398   -0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330   -0.2939    0.1149 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627    0.9699    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7393   -1.0333    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9794   -2.7226    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5800   -2.0278    0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5318   -1.9827    0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9238   -2.6678    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0104    1.4273   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    2.0847   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    2.0329   -0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  2  0
  8 21  2  0
 21  4  1  0
 20  9  1  0
 19 13  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 14 25  1  0
 15 26  1  0
 18 27  1  0
 19 28  1  0
 21 29  1  0
M  CHG  2   2   1   3  -1
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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+1
HETATM    8  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O-1
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.580  -3.215   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       2.104  -4.680   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.088  -3.215   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.342  -5.926   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.285  -7.333   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.620  -8.578   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.152  -8.417   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.778  -7.011   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.873  -5.765   0.000  0.00  0.00           C+0
HETATM   21  F   UNK     0      -3.057  -9.663   0.000  0.00  0.00           F+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0246720
HETATM    1  O1  UNL     1      -5.172   2.799  -0.119  1.00  0.00           O  
HETATM    2  N1  UNL     1      -5.433   1.591  -0.003  1.00  0.00           N1+
HETATM    3  O2  UNL     1      -6.732   1.181   0.048  1.00  0.00           O1-
HETATM    4  C1  UNL     1      -4.386   0.599   0.079  1.00  0.00           C  
HETATM    5  C2  UNL     1      -4.696  -0.732   0.207  1.00  0.00           C  
HETATM    6  C3  UNL     1      -3.679  -1.686   0.287  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.362  -1.307   0.238  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.072   0.023   0.110  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.690   0.481   0.053  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.229   1.736  -0.069  1.00  0.00           N  
HETATM   11  O3  UNL     1       1.069   1.719  -0.080  1.00  0.00           O  
HETATM   12  C7  UNL     1       1.517   0.496   0.030  1.00  0.00           C  
HETATM   13  C8  UNL     1       2.922   0.089   0.054  1.00  0.00           C  
HETATM   14  C9  UNL     1       3.305  -1.230   0.174  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.629  -1.618   0.197  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.623  -0.655   0.097  1.00  0.00           C  
HETATM   17  F1  UNL     1       6.922  -0.986   0.115  1.00  0.00           F  
HETATM   18  C12 UNL     1       5.240   0.674  -0.024  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.908   1.040  -0.045  1.00  0.00           C  
HETATM   20  N3  UNL     1       0.433  -0.294   0.115  1.00  0.00           N  
HETATM   21  C14 UNL     1      -3.063   0.970   0.031  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.739  -1.033   0.246  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.979  -2.723   0.387  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.580  -2.028   0.298  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.532  -1.983   0.253  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.924  -2.668   0.293  1.00  0.00           H  
HETATM   27  H6  UNL     1       6.010   1.427  -0.103  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.587   2.085  -0.140  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.812   2.033  -0.071  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5   21
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9   21   21
CONECT    9   10   10   20
CONECT   10   11
CONECT   11   12
CONECT   12   13   20   20
CONECT   13   14   14   19
CONECT   14   15   25
CONECT   15   16   16   26
CONECT   16   17   18
CONECT   18   19   19   27
CONECT   19   28
CONECT   21   29
END

HMDB0246720
     RDKit          3D
5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole
 29 31  0  0  0  0  0  0  0  0999 V2000
   -5.1725    2.7989   -0.1195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4327    1.5915   -0.0035 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.7318    1.1807    0.0480 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3858    0.5985    0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6959   -0.7325    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6786   -1.6858    0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3615   -1.3067    0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0717    0.0227    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896    0.4809    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286    1.7363   -0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691    1.7185   -0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    0.4958    0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223    0.0891    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051   -1.2296    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6288   -1.6183    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234   -0.6549    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9217   -0.9857    0.1148 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402    0.6742   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9082    1.0398   -0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330   -0.2939    0.1149 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627    0.9699    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7393   -1.0333    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9794   -2.7226    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5800   -2.0278    0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5318   -1.9827    0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9238   -2.6678    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0104    1.4273   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    2.0847   -0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    2.0329   -0.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  2  0
  8 21  2  0
 21  4  1  0
 20  9  1  0
 19 13  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 14 25  1  0
 15 26  1  0
 18 27  1  0
 19 28  1  0
 21 29  1  0
M  CHG  2   2   1   3  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Azole	HMDB
Azoles	HMDB

Chemical Formula

C₁₄H₈FN₃O₃

Average Molecular Weight

285.234

Monoisotopic Molecular Weight

285.054969293

IUPAC Name

5-(4-fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole

Traditional Name

5-(4-fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole

CAS Registry Number

Not Available

SMILES

[O-][N+](=O)C1=CC=CC(=C1)C1=NOC(=N1)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C14H8FN3O3/c15-11-6-4-9(5-7-11)14-16-13(17-21-14)10-2-1-3-12(8-10)18(19)20/h1-8H

InChI Key

PHSKMUVSVYQIRN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyloxadiazoles. These are polycyclic aromatic compounds containing a benzene ring linked to a 1,2,4-oxadiazole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxadiazoles

Direct Parent

Phenyloxadiazoles

Alternative Parents

Substituents

Phenyl-1,2,4-oxadiazole
Nitrobenzene
Nitroaromatic compound
Fluorobenzene
Halobenzene
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
C-nitro compound
Organic nitro compound
Oxacycle
Azacycle
Organic oxoazanium
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organohalogen compound
Organic nitrogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	3.84	ALOGPS
logP	4.3	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.72 m³·mol⁻¹	ChemAxon
Polarizability	26.94 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+H]+	169.755	30932474
DeepCCS	[M-H]-	167.397	30932474
DeepCCS	[M-2H]-	201.26	30932474
DeepCCS	[M+Na]+	176.487	30932474
AllCCS	[M+H]+	162.1	32859911
AllCCS	[M+H-H2O]+	158.5	32859911
AllCCS	[M+NH4]+	165.4	32859911
AllCCS	[M+Na]+	166.4	32859911
AllCCS	[M-H]-	161.9	32859911
AllCCS	[M+Na-2H]-	160.5	32859911
AllCCS	[M+HCOO]-	159.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	20.7526 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.84 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2779.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	742.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	275.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	477.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	491.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	856.0 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	977.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	459.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1870.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	733.6 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	1729.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	712.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	561.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	638.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	718.3 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	68.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole	[O-][N+](=O)C1=CC=CC(=C1)C1=NOC(=N1)C1=CC=C(F)C=C1	3699.3	Standard polar	33892256
5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole	[O-][N+](=O)C1=CC=CC(=C1)C1=NOC(=N1)C1=CC=C(F)C=C1	2463.2	Standard non polar	33892256
5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole	[O-][N+](=O)C1=CC=CC(=C1)C1=NOC(=N1)C1=CC=C(F)C=C1	2344.2	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 - 5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dr-5290000000-ed3fc19f6477316ea07a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

609649

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

699591

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 5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole (HMDB0246720)

MOL for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

3D MOL for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

3D SDF for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

3D-SDF for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

PDB for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

3D PDB for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

SMILES for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

INCHI for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

Structure for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

3D Structure for HMDB0246720 (5-(4-Fluorophenyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra