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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 18:54:18 UTC

Update Date

2019-07-23 07:14:54 UTC

HMDB ID

HMDB0060711

Secondary Accession Numbers

HMDB60711

Metabolite Identification

Common Name

2-Amino-5-benzoylbenzimidazole

Description

2-Amino-5-benzoylbenzimidazole, also known as aminomebendazole or ambz CPD, belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. 2-Amino-5-benzoylbenzimidazole is a metabolite of mebendazole. 2-Amino-5-benzoylbenzimidazole is a very strong basic compound (based on its pKa). Mebendazole or MBZ is a benzimidazole drug developed by Janssen Pharmaceutica and marketed as Vermox, Ovex, Antiox, and Pripsen. It is used to treat infestations by worms including pinworms, roundworms, tapeworms, hookworms, and whipworms.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0060711
     RDKit          3D
2-Amino-5-benzoylbenzimidazole
 29 31  0  0  0  0  0  0  0  0999 V2000
    6.0131    0.2014   -0.1114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7517   -0.0092    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -1.1891    0.0220 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7924   -0.9908    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -1.8298    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4015   -1.3453    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2231   -0.0022    0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0369    0.6619    0.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9267    1.7796    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664    0.3939    0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9512   -0.8026    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2532   -0.9690   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0565    0.1221   -0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344    1.3530   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457    1.4997    0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3592    0.8264    0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6346    0.3768    0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8415    0.9687    0.2203 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4205    1.1580   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5158   -2.1449   -0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8249   -2.9027    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -2.0845    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -1.6845    0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6199   -1.9709   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0727   -0.0244   -0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110    2.1965   -0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    2.4859    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2659    1.9226    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    2.0035    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  2  0
 17 18  1  0
 18  2  1  0
 17  4  1  0
 15 10  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
M  END

  Mrv0541 07041311542D          

 18 20  0  0  0  0            999 V2000
    6.8513    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    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
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 10  8  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060711

> <DATABASE_NAME>
hmdb

> <SMILES>
N=C1NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H11N3O/c15-14-16-11-7-6-10(8-12(11)17-14)13(18)9-4-2-1-3-5-9/h1-8H,(H3,15,16,17)

> <INCHI_KEY>
GPMHHSJZGVOEFS-UHFFFAOYSA-N

> <FORMULA>
C14H11N3O

> <MOLECULAR_WEIGHT>
237.2566

> <EXACT_MASS>
237.090211989

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.417475102054727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-benzoyl-2,3-dihydro-1H-1,3-benzodiazol-2-imine

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
2.6174238956666667

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.3755012306683625

> <JCHEM_POLAR_SURFACE_AREA>
64.98

> <JCHEM_REFRACTIVITY>
83.0423

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-benzoyl-1,3-dihydro-1,3-benzodiazol-2-imine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060711
     RDKit          3D
2-Amino-5-benzoylbenzimidazole
 29 31  0  0  0  0  0  0  0  0999 V2000
    6.0131    0.2014   -0.1114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7517   -0.0092    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -1.1891    0.0220 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7924   -0.9908    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -1.8298    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4015   -1.3453    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2231   -0.0022    0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0369    0.6619    0.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9267    1.7796    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664    0.3939    0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9512   -0.8026    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2532   -0.9690   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0565    0.1221   -0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344    1.3530   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457    1.4997    0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3592    0.8264    0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6346    0.3768    0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8415    0.9687    0.2203 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4205    1.1580   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5158   -2.1449   -0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8249   -2.9027    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -2.0845    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -1.6845    0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6199   -1.9709   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0727   -0.0244   -0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110    2.1965   -0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    2.4859    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2659    1.9226    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    2.0035    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  2  0
 17 18  1  0
 18  2  1  0
 17  4  1  0
 15 10  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0      12.789   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.789   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.877   0.770   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3    9                                                       
CONECT    6    7   10                                                       
CONECT    7    6   11                                                       
CONECT    8   10   12                                                       
CONECT    9    4    5   13                                                  
CONECT   10    6    8   13                                                  
CONECT   11    7   12   16                                                  
CONECT   12    8   11   17                                                  
CONECT   13    9   10   18                                                  
CONECT   14   15   16   17                                                  
CONECT   15   14                                                            
CONECT   16   11   14                                                       
CONECT   17   12   14                                                       
CONECT   18   13                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0060711
HETATM    1  N1  UNL     1       6.013   0.201  -0.111  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.752  -0.009   0.034  1.00  0.00           C  
HETATM    3  N2  UNL     1       4.120  -1.189   0.022  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.792  -0.991   0.201  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.706  -1.830   0.272  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.401  -1.345   0.465  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.223  -0.002   0.586  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.037   0.662   0.749  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.927   1.780   1.447  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.366   0.394   0.327  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.951  -0.803   0.007  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.253  -0.969  -0.433  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.057   0.122  -0.572  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.534   1.353  -0.267  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.246   1.500   0.166  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.359   0.826   0.511  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.635   0.377   0.323  1.00  0.00           C  
HETATM   18  N3  UNL     1       3.841   0.969   0.220  1.00  0.00           N  
HETATM   19  H1  UNL     1       6.421   1.158  -0.088  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.516  -2.145  -0.107  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.825  -2.903   0.177  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.381  -2.085   0.529  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.385  -1.685   0.089  1.00  0.00           H  
HETATM   24  H6  UNL     1      -4.620  -1.971  -0.657  1.00  0.00           H  
HETATM   25  H7  UNL     1      -6.073  -0.024  -0.921  1.00  0.00           H  
HETATM   26  H8  UNL     1      -5.211   2.196  -0.391  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.870   2.486   0.402  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.266   1.923   0.609  1.00  0.00           H  
HETATM   29  H11 UNL     1       4.040   2.004   0.276  1.00  0.00           H  
CONECT    1    2    2   19
CONECT    2    3   18
CONECT    3    4   20
CONECT    4    5    5   17
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8   16
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   23
CONECT   12   13   13   24
CONECT   13   14   25
CONECT   14   15   15   26
CONECT   15   27
CONECT   16   17   17   28
CONECT   17   18
CONECT   18   29
END

HMDB0060711
     RDKit          3D
2-Amino-5-benzoylbenzimidazole
 29 31  0  0  0  0  0  0  0  0999 V2000
    6.0131    0.2014   -0.1114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7517   -0.0092    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -1.1891    0.0220 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7924   -0.9908    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -1.8298    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4015   -1.3453    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2231   -0.0022    0.5862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0369    0.6619    0.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9267    1.7796    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664    0.3939    0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9512   -0.8026    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2532   -0.9690   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0565    0.1221   -0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344    1.3530   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457    1.4997    0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3592    0.8264    0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6346    0.3768    0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8415    0.9687    0.2203 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4205    1.1580   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5158   -2.1449   -0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8249   -2.9027    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -2.0845    0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -1.6845    0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6199   -1.9709   -0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0727   -0.0244   -0.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110    2.1965   -0.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700    2.4859    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2659    1.9226    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    2.0035    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  2  0
 17 18  1  0
 18  2  1  0
 17  4  1  0
 15 10  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Aminomebendazole	HMDB
AMBZ CPD	HMDB

Chemical Formula

C₁₄H₁₁N₃O

Average Molecular Weight

237.2566

Monoisotopic Molecular Weight

237.090211989

IUPAC Name

5-benzoyl-2,3-dihydro-1H-1,3-benzodiazol-2-imine

Traditional Name

5-benzoyl-1,3-dihydro-1,3-benzodiazol-2-imine

CAS Registry Number

Not Available

SMILES

N=C1NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H11N3O/c15-14-16-11-7-6-10(8-12(11)17-14)13(18)9-4-2-1-3-5-9/h1-8H,(H3,15,16,17)

InChI Key

GPMHHSJZGVOEFS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Benzimidazole
Benzoyl
Aryl ketone
Aminoimidazole
Azole
Heteroaromatic compound
Imidazole
Ketone
Azacycle
Organoheterocyclic compound
Amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060711)

Organ

Kidney (HMDB: HMDB0060711)
Liver (HMDB: HMDB0060711)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060711)

Cellular substructure

Cytoplasm (HMDB: HMDB0060711)
Membrane (HMDB: HMDB0060711)

Source

Endogenous

Endogenous (HMDB: HMDB0060711)

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
Water Solubility	0.32 g/L	ALOGPS
logP	1.88	ALOGPS
logP	2.62	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	7.38	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	64.98 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.04 m³·mol⁻¹	ChemAxon
Polarizability	25.42 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
DarkChem	[M+H]+	155.03	31661259
DarkChem	[M-H]-	155.429	31661259
DeepCCS	[M+H]+	156.977	30932474
DeepCCS	[M-H]-	154.581	30932474
DeepCCS	[M-2H]-	187.465	30932474
DeepCCS	[M+Na]+	162.996	30932474
AllCCS	[M+H]+	153.5	32859911
AllCCS	[M+H-H2O]+	149.4	32859911
AllCCS	[M+NH4]+	157.3	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	156.4	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	154.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-5-benzoylbenzimidazole	N=C1NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1	4129.2	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole	N=C1NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1	2720.5	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole	N=C1NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1	2911.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #1	C[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1	2448.0	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #1	C[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1	2466.8	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #1	C[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1	3394.1	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #2	C[Si](C)(C)N1C(=N)[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	2566.5	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #2	C[Si](C)(C)N1C(=N)[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	2499.3	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #2	C[Si](C)(C)N1C(=N)[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	3379.8	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #3	C[Si](C)(C)N1C(=N)[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C21	2541.9	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #3	C[Si](C)(C)N1C(=N)[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C21	2463.6	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TMS,isomer #3	C[Si](C)(C)N1C(=N)[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C21	3376.1	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #1	C[Si](C)(C)N=C1[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C	2511.5	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #1	C[Si](C)(C)N=C1[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C	2473.9	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #1	C[Si](C)(C)N=C1[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C	3072.5	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #2	C[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	2510.8	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #2	C[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	2459.2	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #2	C[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	3075.2	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #3	C[Si](C)(C)N1C(=N)N([Si](C)(C)C)C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	2610.7	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #3	C[Si](C)(C)N1C(=N)N([Si](C)(C)C)C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	2548.8	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TMS,isomer #3	C[Si](C)(C)N1C(=N)N([Si](C)(C)C)C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	3112.9	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,3TMS,isomer #1	C[Si](C)(C)N=C1N([Si](C)(C)C)C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	2584.3	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,3TMS,isomer #1	C[Si](C)(C)N=C1N([Si](C)(C)C)C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	2476.3	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,3TMS,isomer #1	C[Si](C)(C)N=C1N([Si](C)(C)C)C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	2827.1	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1	2692.3	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1	2640.9	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1	3441.8	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=N)[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	2752.4	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=N)[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	2687.4	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=N)[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	3359.1	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=N)[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C21	2734.3	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=N)[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C21	2663.0	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=N)[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C21	3353.4	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C(C)(C)C	2956.5	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C(C)(C)C	2849.8	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC(C(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C(C)(C)C	3203.8	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	2943.4	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	2844.2	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	3207.5	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=N)N([Si](C)(C)C(C)(C)C)C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	2956.8	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=N)N([Si](C)(C)C(C)(C)C)C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	2930.9	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=N)N([Si](C)(C)C(C)(C)C)C2=CC(C(=O)C3=CC=CC=C3)=CC=C21	3161.3	Standard polar	33892256
2-Amino-5-benzoylbenzimidazole,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N([Si](C)(C)C(C)(C)C)C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	3182.6	Semi standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N([Si](C)(C)C(C)(C)C)C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	3081.6	Standard non polar	33892256
2-Amino-5-benzoylbenzimidazole,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N([Si](C)(C)C(C)(C)C)C2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	3108.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-5-benzoylbenzimidazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bt9-2940000000-73fbbc8eb419fe3c717c	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-5-benzoylbenzimidazole 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 - 2-Amino-5-benzoylbenzimidazole 10V, Positive-QTOF	splash10-000i-0190000000-da15e8bd852060472a14	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 20V, Positive-QTOF	splash10-0bti-0940000000-fe184e0ca85414cbd85b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 40V, Positive-QTOF	splash10-0bu0-4900000000-8f9fa60ba9c78a74b0c2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 10V, Negative-QTOF	splash10-000i-0090000000-4a40eba1982b6171fc6e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 20V, Negative-QTOF	splash10-000i-1190000000-82d105cead3a8d332376	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 40V, Negative-QTOF	splash10-057i-6910000000-71eb5223815c9b2679c0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 10V, Positive-QTOF	splash10-000i-0090000000-86331355efa8a42be7fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 20V, Positive-QTOF	splash10-000i-0090000000-c2b7576ad72310efa15d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 40V, Positive-QTOF	splash10-071i-2940000000-35c1425fccba405a3a13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 10V, Negative-QTOF	splash10-000i-0090000000-450b4dbe52817728bf05	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 20V, Negative-QTOF	splash10-000i-0090000000-450b4dbe52817728bf05	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-5-benzoylbenzimidazole 40V, Negative-QTOF	splash10-001r-0590000000-4e0451efe908fb1772cb	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

40320

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

Not Available

Showing metabocard for 2-Amino-5-benzoylbenzimidazole (HMDB0060711)

MOL for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

3D MOL for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

3D SDF for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

3D-SDF for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

PDB for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

3D PDB for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

SMILES for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

INCHI for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

Structure for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

3D Structure for HMDB0060711 (2-Amino-5-benzoylbenzimidazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra