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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:27:39 UTC

Update Date

2021-09-26 22:59:35 UTC

HMDB ID

HMDB0248997

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benznidazole

Description

Benznidazole, also known as radanil or rochagan, 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. Benznidazole is a drug which is used for use in the treatment of chagas disease in children 2-12 years of age [l939]. Benznidazole is a strong basic compound (based on its pKa). A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitroimidazol-1-yl)acetic acid with the aromatic amino group of benzylamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benznidazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benznidazole 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

HMDB0248997
     RDKit          3D
Benznidazole
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.8119   -2.0687   -0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -1.6776   -1.2398 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.6161   -2.3963   -2.1955 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.5365   -0.5034   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446    0.0071   -1.0893 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9541    1.1258   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775    1.3383    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132    0.3094    0.1842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7426    0.2576    0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7510    1.0206    0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015    2.3380   -0.3036 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743    0.5456   -0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451   -0.7258    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186   -0.5068    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -0.5786   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6267   -0.3834   -0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0984   -0.1135    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2370   -0.0421    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8812   -0.2380    1.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8329    1.7712   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483    2.1646    1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3937   -0.7953    1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139    0.6595    1.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5551    2.3945   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -1.2374    1.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591   -1.4482   -0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889   -0.7942   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2837   -0.4445   -1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.0377    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5998    0.1701    2.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818   -0.1862    2.4209 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  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8  4  1  0
 19 14  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  CHG  2   2   1   3  -1
M  END

  Mrv1572004221605252D          

 19 20  0  0  0  0            999 V2000
    5.8225    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8225    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1080    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3935    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9481    3.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    4.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3935    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2501    6.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    4.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1231    3.4956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9646    5.5902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356    4.7652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836    4.5352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2501    6.8277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5295    3.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    5.3422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  6  2  0  0  0  0
 10  4  2  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14  8  1  4  0  0  0
 14 11  2  0  0  0  0
 15  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 18 16  2  0  0  0  0
 19 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248997

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CN1C=CN=C1N(=O)=O)=NCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N4O3/c17-11(14-8-10-4-2-1-3-5-10)9-15-7-6-13-12(15)16(18)19/h1-7H,8-9H2,(H,14,17)

> <INCHI_KEY>
CULUWZNBISUWAS-UHFFFAOYSA-N

> <FORMULA>
C12H12N4O3

> <MOLECULAR_WEIGHT>
260.253

> <EXACT_MASS>
260.090940262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.161619943461424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-benzyl-2-(2-nitro-1H-imidazol-1-yl)ethanimidic acid

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
1.6359669631792426

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.282089684658118

> <JCHEM_PKA_STRONGEST_BASIC>
4.366230941720082

> <JCHEM_POLAR_SURFACE_AREA>
96.22999999999999

> <JCHEM_REFRACTIVITY>
68.64529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benznidazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248997
     RDKit          3D
Benznidazole
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.8119   -2.0687   -0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -1.6776   -1.2398 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.6161   -2.3963   -2.1955 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.5365   -0.5034   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446    0.0071   -1.0893 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9541    1.1258   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775    1.3383    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132    0.3094    0.1842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7426    0.2576    0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7510    1.0206    0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015    2.3380   -0.3036 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743    0.5456   -0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451   -0.7258    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186   -0.5068    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -0.5786   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6267   -0.3834   -0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0984   -0.1135    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2370   -0.0421    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8812   -0.2380    1.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8329    1.7712   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483    2.1646    1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3937   -0.7953    1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139    0.6595    1.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5551    2.3945   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -1.2374    1.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591   -1.4482   -0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889   -0.7942   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2837   -0.4445   -1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.0377    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5998    0.1701    2.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818   -0.1862    2.4209 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  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8  4  1  0
 19 14  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  CHG  2   2   1   3  -1
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      10.869   8.895   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.869  10.435   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.535   8.125   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.535  11.205   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.201   8.895   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.637   6.525   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.112   7.990   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.868  11.205   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.867  10.435   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.201  10.435   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.200  11.205   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.621   7.990   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.097   6.525   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.534  10.435   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       2.867   8.895   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       0.156   8.466   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       4.200  12.745   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.988   7.435   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.164   9.972   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   10                                                       
CONECT    5    3   10                                                       
CONECT    6    7   13                                                       
CONECT    7    6   15                                                       
CONECT    8   10   14                                                       
CONECT    9   11   15                                                       
CONECT   10    4    5    8                                                  
CONECT   11    9   14   17                                                  
CONECT   12   13   15   16                                                  
CONECT   13    6   12                                                       
CONECT   14    8   11                                                       
CONECT   15    7    9   12                                                  
CONECT   16   12   18   19                                                  
CONECT   17   11                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0248997
HETATM    1  O1  UNL     1      -1.812  -2.069  -0.852  1.00  0.00           O  
HETATM    2  N1  UNL     1      -2.923  -1.678  -1.240  1.00  0.00           N1+
HETATM    3  O2  UNL     1      -3.616  -2.396  -2.195  1.00  0.00           O1-
HETATM    4  C1  UNL     1      -3.537  -0.503  -0.739  1.00  0.00           C  
HETATM    5  N2  UNL     1      -4.745   0.007  -1.089  1.00  0.00           N  
HETATM    6  C2  UNL     1      -4.954   1.126  -0.381  1.00  0.00           C  
HETATM    7  C3  UNL     1      -3.877   1.338   0.429  1.00  0.00           C  
HETATM    8  N3  UNL     1      -3.013   0.309   0.184  1.00  0.00           N  
HETATM    9  C4  UNL     1      -1.743   0.258   0.898  1.00  0.00           C  
HETATM   10  C5  UNL     1      -0.751   1.021   0.133  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.002   2.338  -0.304  1.00  0.00           O  
HETATM   12  N4  UNL     1       0.374   0.546  -0.172  1.00  0.00           N  
HETATM   13  C6  UNL     1       0.945  -0.726   0.106  1.00  0.00           C  
HETATM   14  C7  UNL     1       2.419  -0.507   0.313  1.00  0.00           C  
HETATM   15  C8  UNL     1       3.274  -0.579  -0.763  1.00  0.00           C  
HETATM   16  C9  UNL     1       4.627  -0.383  -0.607  1.00  0.00           C  
HETATM   17  C10 UNL     1       5.098  -0.113   0.662  1.00  0.00           C  
HETATM   18  C11 UNL     1       4.237  -0.042   1.740  1.00  0.00           C  
HETATM   19  C12 UNL     1       2.881  -0.238   1.582  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.833   1.771  -0.432  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.748   2.165   1.124  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.394  -0.795   1.023  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.914   0.659   1.917  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.555   2.395  -1.168  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.589  -1.237   1.003  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.859  -1.448  -0.737  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.889  -0.794  -1.770  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.284  -0.445  -1.469  1.00  0.00           H  
HETATM   29  H10 UNL     1       6.158   0.038   0.774  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.600   0.170   2.744  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.182  -0.186   2.421  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    5    8
CONECT    5    6
CONECT    6    7    7   20
CONECT    7    8   21
CONECT    8    9
CONECT    9   10   22   23
CONECT   10   11   12   12
CONECT   11   24
CONECT   12   13
CONECT   13   14   25   26
CONECT   14   15   15   19
CONECT   15   16   27
CONECT   16   17   17   28
CONECT   17   18   29
CONECT   18   19   19   30
CONECT   19   31
END

HMDB0248997
     RDKit          3D
Benznidazole
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.8119   -2.0687   -0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -1.6776   -1.2398 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.6161   -2.3963   -2.1955 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.5365   -0.5034   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446    0.0071   -1.0893 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9541    1.1258   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775    1.3383    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0132    0.3094    0.1842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7426    0.2576    0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7510    1.0206    0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015    2.3380   -0.3036 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743    0.5456   -0.1724 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451   -0.7258    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186   -0.5068    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -0.5786   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6267   -0.3834   -0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0984   -0.1135    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2370   -0.0421    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8812   -0.2380    1.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8329    1.7712   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7483    2.1646    1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3937   -0.7953    1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139    0.6595    1.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5551    2.3945   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -1.2374    1.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591   -1.4482   -0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889   -0.7942   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2837   -0.4445   -1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    0.0377    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5998    0.1701    2.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818   -0.1862    2.4209 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  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8  4  1  0
 19 14  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  CHG  2   2   1   3  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Nitro-N-(phenylmethyl)-1H-imidazole-1-acetamide	ChEBI
Benznidazol	ChEBI
Benznidazolum	ChEBI
N-Benzyl-2-nitroimidazol-1-yl-acetamide	ChEBI
N-Benzyl-2-nitroimidazole-1-acetamide	ChEBI
Radanil	Kegg
Rochagan	Kegg
2-Nitroimidazole benznidazole	MeSH
Benzonidazole	MeSH

Chemical Formula

C₁₂H₁₂N₄O₃

Average Molecular Weight

260.253

Monoisotopic Molecular Weight

260.090940262

IUPAC Name

N-benzyl-2-(2-nitro-1H-imidazol-1-yl)ethanimidic acid

Traditional Name

benznidazole

CAS Registry Number

Not Available

SMILES

OC(CN1C=CN=C1N(=O)=O)=NCC1=CC=CC=C1

InChI Identifier

InChI=1S/C12H12N4O3/c17-11(14-8-10-4-2-1-3-5-10)9-15-7-6-13-12(15)16(18)19/h1-7H,8-9H2,(H,14,17)

InChI Key

CULUWZNBISUWAS-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
Monocyclic benzene moiety
Benzenoid
N-substituted imidazole
Azole
Imidazole
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic zwitterion
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
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 (HMDB: HMDB0248997)

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	1.32	ALOGPS
logP	1.64	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.28	ChemAxon
pKa (Strongest Basic)	4.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	96.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	68.65 m³·mol⁻¹	ChemAxon
Polarizability	25.16 Å³	ChemAxon
Number of Rings	2	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]+	154.901	30932474
DeepCCS	[M-H]-	152.506	30932474
DeepCCS	[M-2H]-	185.459	30932474
DeepCCS	[M+Na]+	160.955	30932474
AllCCS	[M+H]+	158.0	32859911
AllCCS	[M+H-H2O]+	154.2	32859911
AllCCS	[M+NH4]+	161.5	32859911
AllCCS	[M+Na]+	162.5	32859911
AllCCS	[M-H]-	160.0	32859911
AllCCS	[M+Na-2H]-	159.7	32859911
AllCCS	[M+HCOO]-	159.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benznidazole	OC(CN1C=CN=C1N(=O)=O)=NCC1=CC=CC=C1	2944.4	Standard polar	33892256
Benznidazole	OC(CN1C=CN=C1N(=O)=O)=NCC1=CC=CC=C1	2458.3	Standard non polar	33892256
Benznidazole	OC(CN1C=CN=C1N(=O)=O)=NCC1=CC=CC=C1	2379.9	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 - Benznidazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9610000000-783e89302616cb91c947	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benznidazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benznidazole GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benznidazole GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benznidazole LC-ESI-qTof , Positive-QTOF	splash10-00kf-7921100000-e7c8d6322a8bca6ef40f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benznidazole , positive-QTOF	splash10-00kf-7921100000-e7c8d6322a8bca6ef40f	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benznidazole 10V, Positive-QTOF	splash10-03di-0190000000-e48daf6c47471c564a41	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benznidazole 20V, Positive-QTOF	splash10-0bti-0090000000-ad6768b9ce402dfe4f55	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benznidazole 40V, Positive-QTOF	splash10-0296-7900000000-07e17c41c904cea0c3e2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benznidazole 10V, Negative-QTOF	splash10-0a4i-0090000000-6496a20f6e7de1e1434e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benznidazole 20V, Negative-QTOF	splash10-0a4i-2290000000-9da73640b27f3f7e984a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benznidazole 40V, Negative-QTOF	splash10-0kl0-9200000000-4251e1cc6bbc7782d0e5	2016-08-03	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

DB11989

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benznidazole

METLIN ID

Not Available

PubChem Compound

31593

PDB ID

Not Available

ChEBI ID

133833

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 Benznidazole (HMDB0248997)

MOL for HMDB0248997 (Benznidazole)

3D MOL for HMDB0248997 (Benznidazole)

3D SDF for HMDB0248997 (Benznidazole)

3D-SDF for HMDB0248997 (Benznidazole)

PDB for HMDB0248997 (Benznidazole)

3D PDB for HMDB0248997 (Benznidazole)

SMILES for HMDB0248997 (Benznidazole)

INCHI for HMDB0248997 (Benznidazole)

Structure for HMDB0248997 (Benznidazole)

3D Structure for HMDB0248997 (Benznidazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra