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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:04:45 UTC

Update Date

2021-09-26 23:04:40 UTC

HMDB ID

HMDB0252229

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fentrazamide

Description

Fentrazamide belongs to the class of organic compounds known as phenyltetrazoles and derivatives. Phenyltetrazoles and derivatives are compounds containing a phenyltetrazole skeleton, which consists of a tetrazole bound to a phenyl group. Based on a literature review a significant number of articles have been published on Fentrazamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fentrazamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fentrazamide 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

HMDB0252229
     RDKit          3D
Fentrazamide
 44 46  0  0  0  0  0  0  0  0999 V2000
   -0.7538   -0.5616   -2.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819    0.4377   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -0.0494    0.2472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -0.2748    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -0.6911    2.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282   -0.1612    1.2729 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6706   -0.4091    2.4560 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497   -0.2801    2.3062 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    0.0450    1.0802 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5272    0.2713    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9589    1.5253    0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176    1.7261   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1052    0.6823   -0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6990   -0.5780   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4361   -0.7671    0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9437   -2.3653    0.9091 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0261    0.1130    0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9285    0.4032   -0.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4395   -1.9680   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0141   -0.7491   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6840   -0.5119    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2114   -0.1368   -1.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817    1.8251   -0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3578    1.5514   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415    1.1968    1.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8016    1.7946    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309112112052D          

 24 26  0  0  0  0            999 V2000
    0.7145    1.2375    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
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M  END
> <DATABASE_ID>
HMDB0252229

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(C1CCCCC1)C(=O)N1N=NN(C1=O)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C16H20ClN5O2/c1-2-20(12-8-4-3-5-9-12)15(23)22-16(24)21(18-19-22)14-11-7-6-10-13(14)17/h6-7,10-12H,2-5,8-9H2,1H3

> <INCHI_KEY>
LLQPHQFNMLZJMP-UHFFFAOYSA-N

> <FORMULA>
C16H20ClN5O2

> <MOLECULAR_WEIGHT>
349.82

> <EXACT_MASS>
349.1305526

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.10451798516202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-chlorophenyl)-N-cyclohexyl-N-ethyl-5-oxo-4,5-dihydro-1H-1,2,3,4-tetrazole-1-carboxamide

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
4.877887098

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.417888175523498

> <JCHEM_POLAR_SURFACE_AREA>
68.58000000000001

> <JCHEM_REFRACTIVITY>
94.24889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fentrazamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252229
     RDKit          3D
Fentrazamide
 44 46  0  0  0  0  0  0  0  0999 V2000
   -0.7538   -0.5616   -2.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819    0.4377   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -0.0494    0.2472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -0.2748    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -0.6911    2.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282   -0.1612    1.2729 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6706   -0.4091    2.4560 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497   -0.2801    2.3062 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    0.0450    1.0802 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5272    0.2713    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9589    1.5253    0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176    1.7261   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1052    0.6823   -0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6990   -0.5780   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4361   -0.7671    0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9437   -2.3653    0.9091 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0261    0.1130    0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9285    0.4032   -0.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7633   -0.3157    0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2644   -1.4778   -0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669   -1.1783   -1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3690   -0.1994   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6240    1.1086   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5289    0.9416    0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -1.5133   -1.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0695   -0.1280   -2.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6684   -0.8318   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    0.8814   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503    1.2877   -1.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387    2.3375    0.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4016   -1.4024   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3817    1.8251   -0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3578    1.5514   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415    1.1968    1.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8016    1.7946    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
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 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.000  -0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.044  -2.739   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       2.104  -4.680   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       0.564  -4.680   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       0.088  -3.215   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0       0.851  -7.494   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    3   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0252229
HETATM    1  C1  UNL     1      -0.754  -0.562  -2.116  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.082   0.438  -1.064  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.323  -0.049   0.247  1.00  0.00           N  
HETATM    4  C3  UNL     1      -0.357  -0.275   1.229  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.951  -0.691   2.356  1.00  0.00           O  
HETATM    6  N2  UNL     1       1.028  -0.161   1.273  1.00  0.00           N  
HETATM    7  N3  UNL     1       1.671  -0.409   2.456  1.00  0.00           N  
HETATM    8  N4  UNL     1       2.950  -0.280   2.306  1.00  0.00           N  
HETATM    9  N5  UNL     1       3.239   0.045   1.080  1.00  0.00           N  
HETATM   10  C4  UNL     1       4.527   0.271   0.542  1.00  0.00           C  
HETATM   11  C5  UNL     1       4.959   1.525   0.126  1.00  0.00           C  
HETATM   12  C6  UNL     1       6.218   1.726  -0.396  1.00  0.00           C  
HETATM   13  C7  UNL     1       7.105   0.682  -0.527  1.00  0.00           C  
HETATM   14  C8  UNL     1       6.699  -0.578  -0.120  1.00  0.00           C  
HETATM   15  C9  UNL     1       5.436  -0.767   0.401  1.00  0.00           C  
HETATM   16 CL1  UNL     1       4.944  -2.365   0.909  1.00  0.00          CL  
HETATM   17  C10 UNL     1       2.026   0.113   0.454  1.00  0.00           C  
HETATM   18  O2  UNL     1       1.929   0.403  -0.755  1.00  0.00           O  
HETATM   19  C11 UNL     1      -2.763  -0.316   0.553  1.00  0.00           C  
HETATM   20  C12 UNL     1      -3.264  -1.478  -0.205  1.00  0.00           C  
HETATM   21  C13 UNL     1      -4.367  -1.178  -1.180  1.00  0.00           C  
HETATM   22  C14 UNL     1      -5.369  -0.199  -0.597  1.00  0.00           C  
HETATM   23  C15 UNL     1      -4.624   1.109  -0.440  1.00  0.00           C  
HETATM   24  C16 UNL     1      -3.529   0.942   0.529  1.00  0.00           C  
HETATM   25  H1  UNL     1      -0.322  -1.513  -1.724  1.00  0.00           H  
HETATM   26  H2  UNL     1      -0.070  -0.128  -2.907  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.668  -0.832  -2.671  1.00  0.00           H  
HETATM   28  H4  UNL     1      -2.089   0.881  -1.410  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.350   1.288  -1.122  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.239   2.337   0.240  1.00  0.00           H  
HETATM   31  H7  UNL     1       6.546   2.703  -0.717  1.00  0.00           H  
HETATM   32  H8  UNL     1       8.108   0.806  -0.936  1.00  0.00           H  
HETATM   33  H9  UNL     1       7.402  -1.402  -0.224  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.738  -0.663   1.637  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.678  -2.303   0.456  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.440  -1.968  -0.746  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.895  -2.121  -1.432  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.014  -0.749  -2.136  1.00  0.00           H  
HETATM   39  H15 UNL     1      -5.684  -0.512   0.432  1.00  0.00           H  
HETATM   40  H16 UNL     1      -6.211  -0.137  -1.284  1.00  0.00           H  
HETATM   41  H17 UNL     1      -5.382   1.825  -0.017  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.358   1.551  -1.423  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.942   1.197   1.555  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.802   1.795   0.351  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   19
CONECT    4    5    5    6
CONECT    6    7   17
CONECT    7    8    8
CONECT    8    9
CONECT    9   10   17
CONECT   10   11   11   15
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16
CONECT   17   18   18
CONECT   19   20   24   34
CONECT   20   21   35   36
CONECT   21   22   37   38
CONECT   22   23   39   40
CONECT   23   24   41   42
CONECT   24   43   44
END

HMDB0252229
     RDKit          3D
Fentrazamide
 44 46  0  0  0  0  0  0  0  0999 V2000
   -0.7538   -0.5616   -2.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819    0.4377   -1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -0.0494    0.2472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -0.2748    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -0.6911    2.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282   -0.1612    1.2729 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6706   -0.4091    2.4560 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497   -0.2801    2.3062 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    0.0450    1.0802 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5272    0.2713    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9589    1.5253    0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176    1.7261   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1052    0.6823   -0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6990   -0.5780   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4361   -0.7671    0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9437   -2.3653    0.9091 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0261    0.1130    0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9285    0.4032   -0.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7633   -0.3157    0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2644   -1.4778   -0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669   -1.1783   -1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3690   -0.1994   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6240    1.1086   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5289    0.9416    0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -1.5133   -1.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0695   -0.1280   -2.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6684   -0.8318   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    0.8814   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503    1.2877   -1.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387    2.3375    0.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5457    2.7027   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1076    0.8059   -0.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4016   -1.4024   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -0.6630    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776   -2.3027    0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4395   -1.9680   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8949   -2.1209   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141   -0.7491   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6840   -0.5119    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2114   -0.1368   -1.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3817    1.8251   -0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3578    1.5514   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415    1.1968    1.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8016    1.7946    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  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
 14 15  2  0
 15 16  1  0
  9 17  1  0
 17 18  2  0
  3 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 17  6  1  0
 24 19  1  0
 15 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 24 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(2-Chlorophenyl)-5-dihydrotetrazol-1-carboxylic acid cyclohexyl ethyl amide	MeSH

Chemical Formula

C₁₆H₂₀ClN₅O₂

Average Molecular Weight

349.82

Monoisotopic Molecular Weight

349.1305526

IUPAC Name

4-(2-chlorophenyl)-N-cyclohexyl-N-ethyl-5-oxo-4,5-dihydro-1H-1,2,3,4-tetrazole-1-carboxamide

Traditional Name

fentrazamide

CAS Registry Number

Not Available

SMILES

CCN(C1CCCCC1)C(=O)N1N=NN(C1=O)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C16H20ClN5O2/c1-2-20(12-8-4-3-5-9-12)15(23)22-16(24)21(18-19-22)14-11-7-6-10-13(14)17/h6-7,10-12H,2-5,8-9H2,1H3

InChI Key

LLQPHQFNMLZJMP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyltetrazoles and derivatives. Phenyltetrazoles and derivatives are compounds containing a phenyltetrazole skeleton, which consists of a tetrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Tetrazoles

Direct Parent

Phenyltetrazoles and derivatives

Alternative Parents

Substituents

Phenyltetrazole
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Carbonic acid derivative
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

tetrazoles (CHEBI:81791 )
Amide herbicides (C18501 )

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	3.99	ALOGPS
logP	4.88	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	68.58 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.25 m³·mol⁻¹	ChemAxon
Polarizability	35.1 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]+	176.99	30932474
DeepCCS	[M-H]-	174.632	30932474
DeepCCS	[M-2H]-	208.231	30932474
DeepCCS	[M+Na]+	183.622	30932474
AllCCS	[M+H]+	180.5	32859911
AllCCS	[M+H-H2O]+	177.6	32859911
AllCCS	[M+NH4]+	183.1	32859911
AllCCS	[M+Na]+	183.9	32859911
AllCCS	[M-H]-	178.0	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	178.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fentrazamide	CCN(C1CCCCC1)C(=O)N1N=NN(C1=O)C1=CC=CC=C1Cl	3499.2	Standard polar	33892256
Fentrazamide	CCN(C1CCCCC1)C(=O)N1N=NN(C1=O)C1=CC=CC=C1Cl	2857.8	Standard non polar	33892256
Fentrazamide	CCN(C1CCCCC1)C(=O)N1N=NN(C1=O)C1=CC=CC=C1Cl	2702.6	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 - Fentrazamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ue9-6902000000-e02cd34283a476255623	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fentrazamide 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 - Fentrazamide 10V, Positive-QTOF	splash10-0udi-0049000000-635c2a88b8a60591e79a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fentrazamide 20V, Positive-QTOF	splash10-00kb-1973000000-3f844d7794bea0a55fce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fentrazamide 40V, Positive-QTOF	splash10-001c-9821000000-ac489b8b05c348a3832a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fentrazamide 10V, Negative-QTOF	splash10-0002-0009000000-6bb2e77a30a141aba327	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fentrazamide 20V, Negative-QTOF	splash10-0002-2936000000-6a1ee806ff2b5b9cedf3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fentrazamide 40V, Negative-QTOF	splash10-001i-9631000000-5fa55bed93b47976c36f	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

2338981

KEGG Compound ID

C18501

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3081363

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 Fentrazamide (HMDB0252229)

MOL for HMDB0252229 (Fentrazamide)

3D MOL for HMDB0252229 (Fentrazamide)

3D SDF for HMDB0252229 (Fentrazamide)

3D-SDF for HMDB0252229 (Fentrazamide)

PDB for HMDB0252229 (Fentrazamide)

3D PDB for HMDB0252229 (Fentrazamide)

SMILES for HMDB0252229 (Fentrazamide)

INCHI for HMDB0252229 (Fentrazamide)

Structure for HMDB0252229 (Fentrazamide)

3D Structure for HMDB0252229 (Fentrazamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra