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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:16:38 UTC

Update Date

2021-09-26 23:03:52 UTC

HMDB ID

HMDB0251710

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide

Description

2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide, also known as 2-nitroimidazole EF5 or EF5 compound, belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group. Based on a literature review very few articles have been published on 2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(2-nitroimidazol-1-yl)-n-(2,2,3,3,3-pentafluoropropyl)acetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide 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

HMDB0251710
     RDKit          3D
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide
 27 27  0  0  0  0  0  0  0  0999 V2000
    0.7453   -0.2719   -1.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    0.2785   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2338    0.8501   -1.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2619   -0.1017   -0.8610 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469   -1.2428   -1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015   -1.9299   -0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -1.2012    0.2202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9992   -0.0620    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629    0.9295    1.2629 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4233    1.9763    1.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253    0.7459    2.3358 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.5517    0.3546    0.4451 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8214   -0.1685    0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9947    0.4958    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559    0.3811   -1.1078 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341    1.8506    0.5916 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079   -0.0704    0.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3987    0.5365    0.2110 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086   -1.4212    0.4741 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3291    0.0579    2.1558 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3650    1.8168   -0.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2900    0.9892   -2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.4698   -2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -2.8663   -1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    0.8315    1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.2846    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -0.0041    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  8  4  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
M  CHG  2   9   1  11  -1
M  END


  Mrv1652309112111172D          

 20 20  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    0.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259   -0.4747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -1.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5959   -2.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4244   -3.4476    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -2.8122    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7889   -2.4692    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5744   -2.0052    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9605   -1.6622    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  1  0  0  0  0
  4  5  2  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
M  CHG  2   6   1   8  -1
M  END
> <DATABASE_ID>
HMDB0251710

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-][N+](=O)C1=NC=CN1CC(=O)NCC(F)(F)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C8H7F5N4O3/c9-7(10,8(11,12)13)4-15-5(18)3-16-2-1-14-6(16)17(19)20/h1-2H,3-4H2,(H,15,18)

> <INCHI_KEY>
JGGDSDPOPRWSCX-UHFFFAOYSA-N

> <FORMULA>
C8H7F5N4O3

> <MOLECULAR_WEIGHT>
302.161

> <EXACT_MASS>
302.043830916

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.58016937809162

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-nitro-1H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.2531417646666665

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.50023745187097

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0012158027996025

> <JCHEM_POLAR_SURFACE_AREA>
90.06

> <JCHEM_REFRACTIVITY>
52.62490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251710
     RDKit          3D
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide
 27 27  0  0  0  0  0  0  0  0999 V2000
    0.7453   -0.2719   -1.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    0.2785   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2338    0.8501   -1.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2619   -0.1017   -0.8610 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469   -1.2428   -1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015   -1.9299   -0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -1.2012    0.2202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9992   -0.0620    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629    0.9295    1.2629 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4233    1.9763    1.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253    0.7459    2.3358 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.5517    0.3546    0.4451 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8214   -0.1685    0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9947    0.4958    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559    0.3811   -1.1078 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341    1.8506    0.5916 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079   -0.0704    0.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3987    0.5365    0.2110 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086   -1.4212    0.4741 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3291    0.0579    2.1558 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3650    1.8168   -0.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2900    0.9892   -2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.4698   -2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -2.8663   -1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    0.8315    1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.2846    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -0.0041    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  8  4  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
M  CHG  2   9   1  11  -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       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       1.060   3.620   0.000  0.00  0.00           N+1
HETATM    7  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O-1
HETATM    9  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.795   0.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.260   1.096   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -2.475  -0.886   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -3.619  -1.917   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.299  -3.423   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.979  -4.929   0.000  0.00  0.00           C+0
HETATM   16  F   UNK     0      -2.659  -6.436   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0      -4.485  -5.249   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0      -1.473  -4.609   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0      -4.806  -3.743   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0      -1.793  -3.103   0.000  0.00  0.00           F+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    3   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19   20                                             
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   14                                                            
CONECT   20   14                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0251710
HETATM    1  O1  UNL     1       0.745  -0.272  -1.809  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.090   0.278  -0.868  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.234   0.850  -1.257  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.262  -0.102  -0.861  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.547  -1.243  -1.580  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.502  -1.930  -0.870  1.00  0.00           C  
HETATM    7  N2  UNL     1      -3.754  -1.201   0.220  1.00  0.00           N  
HETATM    8  C5  UNL     1      -2.999  -0.062   0.249  1.00  0.00           C  
HETATM    9  N3  UNL     1      -3.063   0.930   1.263  1.00  0.00           N1+
HETATM   10  O2  UNL     1      -2.423   1.976   1.259  1.00  0.00           O  
HETATM   11  O3  UNL     1      -3.925   0.746   2.336  1.00  0.00           O1-
HETATM   12  N4  UNL     1       0.552   0.355   0.445  1.00  0.00           N  
HETATM   13  C6  UNL     1       1.821  -0.168   0.906  1.00  0.00           C  
HETATM   14  C7  UNL     1       2.995   0.496   0.260  1.00  0.00           C  
HETATM   15  F1  UNL     1       3.056   0.381  -1.108  1.00  0.00           F  
HETATM   16  F2  UNL     1       2.934   1.851   0.592  1.00  0.00           F  
HETATM   17  C8  UNL     1       4.308  -0.070   0.792  1.00  0.00           C  
HETATM   18  F3  UNL     1       5.399   0.536   0.211  1.00  0.00           F  
HETATM   19  F4  UNL     1       4.409  -1.421   0.474  1.00  0.00           F  
HETATM   20  F5  UNL     1       4.329   0.058   2.156  1.00  0.00           F  
HETATM   21  H1  UNL     1      -1.365   1.817  -0.747  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.290   0.989  -2.380  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.061  -1.470  -2.518  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.909  -2.866  -1.202  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.074   0.832   1.163  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.860  -1.285   0.798  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.909  -0.004   2.012  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   21   22
CONECT    4    5    8
CONECT    5    6    6   23
CONECT    6    7   24
CONECT    7    8    8
CONECT    8    9
CONECT    9   10   10   11
CONECT   12   13   25
CONECT   13   14   26   27
CONECT   14   15   16   17
CONECT   17   18   19   20
END

HMDB0251710
     RDKit          3D
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide
 27 27  0  0  0  0  0  0  0  0999 V2000
    0.7453   -0.2719   -1.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    0.2785   -0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2338    0.8501   -1.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2619   -0.1017   -0.8610 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469   -1.2428   -1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015   -1.9299   -0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -1.2012    0.2202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9992   -0.0620    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629    0.9295    1.2629 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.4233    1.9763    1.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253    0.7459    2.3358 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.5517    0.3546    0.4451 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8214   -0.1685    0.9059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9947    0.4958    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559    0.3811   -1.1078 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341    1.8506    0.5916 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079   -0.0704    0.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3987    0.5365    0.2110 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086   -1.4212    0.4741 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3291    0.0579    2.1558 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3650    1.8168   -0.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2900    0.9892   -2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0608   -1.4698   -2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -2.8663   -1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    0.8315    1.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.2846    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -0.0041    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  8  4  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
M  CHG  2   9   1  11  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Nitroimidazole ef5	HMDB
2-(2-Nitro-1H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide	HMDB
EF5 compound	HMDB
Compound ef5	HMDB
2-Nitro-N-(2,2,3,3,3-pentafluoropropyl)-1H-imidazole-1-acetamide	MeSH

Chemical Formula

C₈H₇F₅N₄O₃

Average Molecular Weight

302.161

Monoisotopic Molecular Weight

302.043830916

IUPAC Name

2-(2-nitro-1H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide

Traditional Name

2-(2-nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide

CAS Registry Number

Not Available

SMILES

[O-][N+](=O)C1=NC=CN1CC(=O)NCC(F)(F)C(F)(F)F

InChI Identifier

InChI=1S/C8H7F5N4O3/c9-7(10,8(11,12)13)4-15-5(18)3-16-2-1-14-6(16)17(19)20/h1-2H,3-4H2,(H,15,18)

InChI Key

JGGDSDPOPRWSCX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group.

Kingdom

Organic compounds

Super Class

Organic 1,3-dipolar compounds

Class

Allyl-type 1,3-dipolar organic compounds

Sub Class

Organic nitro compounds

Direct Parent

Nitroaromatic compounds

Alternative Parents

Substituents

Nitroaromatic compound
N-substituted imidazole
Azole
Imidazole
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organic oxoazanium
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organofluoride
Alkyl halide
Organohalogen compound
Organic oxide
Organopnictogen compound
Alkyl fluoride
Organic oxygen compound
Hydrocarbon derivative
Organic zwitterion
Organic nitrogen compound
Carbonyl group
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	1.63	ALOGPS
logP	1.25	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	10.5	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	90.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	52.62 m³·mol⁻¹	ChemAxon
Polarizability	20.58 Å³	ChemAxon
Number of Rings	1	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]+	154.458	30932474
DeepCCS	[M-H]-	152.062	30932474
DeepCCS	[M-2H]-	186.331	30932474
DeepCCS	[M+Na]+	161.176	30932474
AllCCS	[M+H]+	159.1	32859911
AllCCS	[M+H-H2O]+	155.9	32859911
AllCCS	[M+NH4]+	162.0	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	155.2	32859911
AllCCS	[M+Na-2H]-	154.9	32859911
AllCCS	[M+HCOO]-	154.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.2856 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.12 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1121.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	298.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	128.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	55.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	299.3 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	552.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	811.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	186.5 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	1053.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	218.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	321.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	331.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	289.0 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	74.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide	[O-][N+](=O)C1=NC=CN1CC(=O)NCC(F)(F)C(F)(F)F	1803.6	Standard polar	33892256
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide	[O-][N+](=O)C1=NC=CN1CC(=O)NCC(F)(F)C(F)(F)F	1553.4	Standard non polar	33892256
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide	[O-][N+](=O)C1=NC=CN1CC(=O)NCC(F)(F)C(F)(F)F	1614.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide,1TMS,isomer #1	C[Si](C)(C)N(CC(F)(F)C(F)(F)F)C(=O)CN1C=CN=C1[N+](=O)[O-]	1749.2	Semi standard non polar	33892256
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide,1TMS,isomer #1	C[Si](C)(C)N(CC(F)(F)C(F)(F)F)C(=O)CN1C=CN=C1[N+](=O)[O-]	1678.1	Standard non polar	33892256
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide,1TMS,isomer #1	C[Si](C)(C)N(CC(F)(F)C(F)(F)F)C(=O)CN1C=CN=C1[N+](=O)[O-]	1919.3	Standard polar	33892256
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC(F)(F)C(F)(F)F)C(=O)CN1C=CN=C1[N+](=O)[O-]	1963.2	Semi standard non polar	33892256
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC(F)(F)C(F)(F)F)C(=O)CN1C=CN=C1[N+](=O)[O-]	1897.3	Standard non polar	33892256
2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC(F)(F)C(F)(F)F)C(=O)CN1C=CN=C1[N+](=O)[O-]	1983.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9620000000-4bd27a88383897ec6a12	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide 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

344807

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

389053

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 2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide (HMDB0251710)

MOL for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

3D MOL for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

3D SDF for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

3D-SDF for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

PDB for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

3D PDB for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

SMILES for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

INCHI for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

Structure for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

3D Structure for HMDB0251710 (2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra