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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:05:14 UTC

Update Date

2021-09-26 23:00:32 UTC

HMDB ID

HMDB0249571

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cambendazole

Description

Cambendazole, also known as camdan, belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). Cambendazole is a strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Cambendazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cambendazole 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

HMDB0249571
     RDKit          3D
Cambendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.0450    1.4650    0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5208    0.3062   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394    0.3184   -0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425   -0.9473    0.3035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7635   -1.1642    0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614   -1.9071    1.5332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -0.6246   -0.4243 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883   -0.8214   -0.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0731   -2.0858   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838   -2.2778    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1590   -1.2166   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4940   -1.0965    0.0537 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    0.1742   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2673    0.7116   -0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3406   -0.1173    0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6484    0.9777   -0.0124 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7635    2.4012   -0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    1.9662   -0.3397 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7301    0.8466   -0.3431 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6761    0.0490   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986    0.2203   -0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6974    2.3241    0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9911    1.7023    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    1.1800    1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    0.4385   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3803    0.1977    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3333   -0.5968   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4283    1.2485   -0.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.8350    1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -2.9400    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -3.2461    0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215   -1.2064    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0626    3.4519   -0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541    1.8818   -0.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0684    1.2217   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  2  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
 16 17  1  0
 17 18  2  0
 13 19  1  0
 19 20  1  0
 20 21  2  0
 21  8  1  0
 20 11  1  0
 18 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 21 35  1  0
M  END

  Mrv1572001261616532D          

 21 23  0  0  0  0            999 V2000
    7.5658   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    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
   -0.0150   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    0.8250    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
    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
    0.4699    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
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -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
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  2  0  0  0  0
 13 12  1  0  0  0  0
 15  7  2  0  0  0  0
 15 12  1  0  0  0  0
 16  9  1  4  0  0  0
 16 14  2  0  0  0  0
 17 10  1  0  0  0  0
 17 13  2  0  0  0  0
 18 11  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20  8  1  0  0  0  0
 20 14  1  0  0  0  0
 21  6  1  0  0  0  0
 21  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249571

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OC(O)=NC1=CC2=C(C=C1)N=C(N2)C1=CSC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N4O2S/c1-8(2)20-14(19)16-9-3-4-10-11(5-9)18-13(17-10)12-6-21-7-15-12/h3-8H,1-2H3,(H,16,19)(H,17,18)

> <INCHI_KEY>
QZWHWHNCPFEXLL-UHFFFAOYSA-N

> <FORMULA>
C14H14N4O2S

> <MOLECULAR_WEIGHT>
302.35

> <EXACT_MASS>
302.083746881

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.116609418736296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(1,3-thiazol-4-yl)-1H-1,3-benzodiazol-6-yl](propan-2-yloxy)carboximidic acid

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
2.673196889281481

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.43613136065562

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0041826105754414

> <JCHEM_PKA_STRONGEST_BASIC>
4.485719916488075

> <JCHEM_POLAR_SURFACE_AREA>
83.39

> <JCHEM_REFRACTIVITY>
91.5845

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
camdan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249571
     RDKit          3D
Cambendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.0450    1.4650    0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5208    0.3062   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394    0.3184   -0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425   -0.9473    0.3035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7635   -1.1642    0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614   -1.9071    1.5332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -0.6246   -0.4243 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883   -0.8214   -0.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0731   -2.0858   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838   -2.2778    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1590   -1.2166   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4940   -1.0965    0.0537 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    0.1742   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2673    0.7116   -0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3406   -0.1173    0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6484    0.9777   -0.0124 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7635    2.4012   -0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    1.9662   -0.3397 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7301    0.8466   -0.3431 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6761    0.0490   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986    0.2203   -0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6974    2.3241    0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9911    1.7023    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    1.1800    1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    0.4385   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3803    0.1977    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3333   -0.5968   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4283    1.2485   -0.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.8350    1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -2.9400    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -3.2461    0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215   -1.2064    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0626    3.4519   -0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541    1.8818   -0.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0684    1.2217   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  2  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
 16 17  1  0
 17 18  2  0
 13 19  1  0
 19 20  1  0
 20 21  2  0
 21  8  1  0
 20 11  1  0
 18 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 26-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JAN-16         0                                  
HETATM    1  C   UNK     0      14.123  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.789   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.028  -0.476   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.493   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.789  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.122  -0.000   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.028   2.016   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       8.788  -0.770   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      10.122   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      11.455  -0.770   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0      -1.493   0.000   0.000  0.00  0.00           S+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    4    9                                                       
CONECT    4    3   10                                                       
CONECT    5    9   11                                                       
CONECT    6   12   21                                                       
CONECT    7   15   21                                                       
CONECT    8    1    2   20                                                  
CONECT    9    3    5   16                                                  
CONECT   10    4   11   17                                                  
CONECT   11    5   10   18                                                  
CONECT   12    6   13   15                                                  
CONECT   13   12   17   18                                                  
CONECT   14   16   19   20                                                  
CONECT   15    7   12                                                       
CONECT   16    9   14                                                       
CONECT   17   10   13                                                       
CONECT   18   11   13                                                       
CONECT   19   14                                                            
CONECT   20    8   14                                                       
CONECT   21    6    7                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0249571
HETATM    1  C1  UNL     1      -4.045   1.465   0.583  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.521   0.306  -0.271  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.039   0.318  -0.315  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.142  -0.947   0.304  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.764  -1.164   0.473  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.261  -1.907   1.533  1.00  0.00           O  
HETATM    7  N1  UNL     1      -1.999  -0.625  -0.424  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.588  -0.821  -0.288  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.073  -2.086  -0.029  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.284  -2.278   0.103  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.159  -1.217  -0.021  1.00  0.00           C  
HETATM   12  N2  UNL     1       3.494  -1.096   0.054  1.00  0.00           N  
HETATM   13  C9  UNL     1       3.881   0.174  -0.142  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.267   0.712  -0.137  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.341  -0.117   0.086  1.00  0.00           C  
HETATM   16  S1  UNL     1       7.648   0.978  -0.012  1.00  0.00           S  
HETATM   17  C12 UNL     1       6.764   2.401  -0.326  1.00  0.00           C  
HETATM   18  N3  UNL     1       5.516   1.966  -0.340  1.00  0.00           N  
HETATM   19  N4  UNL     1       2.730   0.847  -0.343  1.00  0.00           N  
HETATM   20  C13 UNL     1       1.676   0.049  -0.279  1.00  0.00           C  
HETATM   21  C14 UNL     1       0.299   0.220  -0.408  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.697   2.324   0.366  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.991   1.702   0.332  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.113   1.180   1.641  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.076   0.438  -1.276  1.00  0.00           H  
HETATM   26  H5  UNL     1      -6.380   0.198   0.739  1.00  0.00           H  
HETATM   27  H6  UNL     1      -6.333  -0.597  -0.886  1.00  0.00           H  
HETATM   28  H7  UNL     1      -6.428   1.249  -0.778  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.578  -2.835   1.733  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.715  -2.940   0.075  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.717  -3.246   0.304  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.322  -1.206   0.276  1.00  0.00           H  
HETATM   33  H12 UNL     1       7.063   3.452  -0.490  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.654   1.882  -0.531  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.068   1.222  -0.610  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   25
CONECT    3   26   27   28
CONECT    4    5
CONECT    5    6    7    7
CONECT    6   29
CONECT    7    8
CONECT    8    9    9   21
CONECT    9   10   30
CONECT   10   11   11   31
CONECT   11   12   20
CONECT   12   13   13
CONECT   13   14   19
CONECT   14   15   15   18
CONECT   15   16   32
CONECT   16   17
CONECT   17   18   18   33
CONECT   19   20   34
CONECT   20   21   21
CONECT   21   35
END

HMDB0249571
     RDKit          3D
Cambendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.0450    1.4650    0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5208    0.3062   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0394    0.3184   -0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1425   -0.9473    0.3035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7635   -1.1642    0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614   -1.9071    1.5332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -0.6246   -0.4243 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883   -0.8214   -0.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0731   -2.0858   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838   -2.2778    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1590   -1.2166   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4940   -1.0965    0.0537 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    0.1742   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2673    0.7116   -0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3406   -0.1173    0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6484    0.9777   -0.0124 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7635    2.4012   -0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    1.9662   -0.3397 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7301    0.8466   -0.3431 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6761    0.0490   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986    0.2203   -0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6974    2.3241    0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9911    1.7023    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    1.1800    1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    0.4385   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3803    0.1977    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3333   -0.5968   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4283    1.2485   -0.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.8350    1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -2.9400    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -3.2461    0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215   -1.2064    0.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0626    3.4519   -0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541    1.8818   -0.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0684    1.2217   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  2  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
 16 17  1  0
 17 18  2  0
 13 19  1  0
 19 20  1  0
 20 21  2  0
 21  8  1  0
 20 11  1  0
 18 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 15 32  1  0
 17 33  1  0
 19 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Camdan	Kegg
Propan-2-yl N-[2-(1,3-thiazol-4-yl)-3H-benzimidazol-5-yl]carbamic acid	Generator
5-isopropoxycarbonylamino-2-(4-Thiazoyl)benzimidazole	MeSH
Cambendazole	MeSH
Noviben	MeSH
N-[2-(1,3-Thiazol-4-yl)-1H-1,3-benzodiazol-6-yl](propan-2-yloxy)carboximidate	Generator

Chemical Formula

C₁₄H₁₄N₄O₂S

Average Molecular Weight

302.35

Monoisotopic Molecular Weight

302.083746881

IUPAC Name

N-[2-(1,3-thiazol-4-yl)-1H-1,3-benzodiazol-6-yl](propan-2-yloxy)carboximidic acid

Traditional Name

camdan

CAS Registry Number

Not Available

SMILES

CC(C)OC(O)=NC1=CC2=C(C=C1)N=C(N2)C1=CSC=N1

InChI Identifier

InChI=1S/C14H14N4O2S/c1-8(2)20-14(19)16-9-3-4-10-11(5-9)18-13(17-10)12-6-21-7-15-12/h3-8H,1-2H3,(H,16,19)(H,17,18)

InChI Key

QZWHWHNCPFEXLL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Not Available

Direct Parent

Benzimidazoles

Alternative Parents

Substituents

Benzimidazole
Benzenoid
Azole
Imidazole
Thiazole
Heteroaromatic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Carboximidic acid derivative
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen 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 (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0249571)

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	2.88	ALOGPS
logP	2.67	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	4.49	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.39 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.58 m³·mol⁻¹	ChemAxon
Polarizability	32.12 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]+	173.877	30932474
DeepCCS	[M-H]-	171.519	30932474
DeepCCS	[M-2H]-	204.404	30932474
DeepCCS	[M+Na]+	179.971	30932474
AllCCS	[M+H]+	169.4	32859911
AllCCS	[M+H-H2O]+	166.2	32859911
AllCCS	[M+NH4]+	172.3	32859911
AllCCS	[M+Na]+	173.2	32859911
AllCCS	[M-H]-	169.7	32859911
AllCCS	[M+Na-2H]-	169.4	32859911
AllCCS	[M+HCOO]-	169.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cambendazole	CC(C)OC(O)=NC1=CC2=C(C=C1)N=C(N2)C1=CSC=N1	3340.6	Standard polar	33892256
Cambendazole	CC(C)OC(O)=NC1=CC2=C(C=C1)N=C(N2)C1=CSC=N1	2690.6	Standard non polar	33892256
Cambendazole	CC(C)OC(O)=NC1=CC2=C(C=C1)N=C(N2)C1=CSC=N1	2918.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cambendazole,2TMS,isomer #1	CC(C)OC(=NC1=CC=C2N=C(C3=CSC=N3)N([Si](C)(C)C)C2=C1)O[Si](C)(C)C	2711.9	Semi standard non polar	33892256
Cambendazole,2TMS,isomer #1	CC(C)OC(=NC1=CC=C2N=C(C3=CSC=N3)N([Si](C)(C)C)C2=C1)O[Si](C)(C)C	2787.2	Standard non polar	33892256
Cambendazole,2TMS,isomer #1	CC(C)OC(=NC1=CC=C2N=C(C3=CSC=N3)N([Si](C)(C)C)C2=C1)O[Si](C)(C)C	3583.4	Standard polar	33892256
Cambendazole,2TBDMS,isomer #1	CC(C)OC(=NC1=CC=C2N=C(C3=CSC=N3)N([Si](C)(C)C(C)(C)C)C2=C1)O[Si](C)(C)C(C)(C)C	3034.7	Semi standard non polar	33892256
Cambendazole,2TBDMS,isomer #1	CC(C)OC(=NC1=CC=C2N=C(C3=CSC=N3)N([Si](C)(C)C(C)(C)C)C2=C1)O[Si](C)(C)C(C)(C)C	3184.0	Standard non polar	33892256
Cambendazole,2TBDMS,isomer #1	CC(C)OC(=NC1=CC=C2N=C(C3=CSC=N3)N([Si](C)(C)C(C)(C)C)C2=C1)O[Si](C)(C)C(C)(C)C	3619.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cambendazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-5090000000-9c8ab5cecb034ffce9d2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cambendazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cambendazole GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cambendazole GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cambendazole GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cambendazole GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - Cambendazole 10V, Positive-QTOF	splash10-03di-5093000000-25f227f0a5b925c309c0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 20V, Positive-QTOF	splash10-02t9-2090000000-bd42b69d61bc4ce2f646	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 40V, Positive-QTOF	splash10-0uy3-5490000000-4c5bd94585d9325f1dd8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 10V, Negative-QTOF	splash10-0k96-4092000000-d8a41843ebc37f47157a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 20V, Negative-QTOF	splash10-0a4l-6290000000-3d8263c6c401f8471dcf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 40V, Negative-QTOF	splash10-0a4u-9420000000-0a9cc67c1bf984a56ae4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 10V, Positive-QTOF	splash10-0w29-0089000000-be0d13b7250e36e2b731	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 20V, Positive-QTOF	splash10-014i-0090000000-e57315adeee7da10e192	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 40V, Positive-QTOF	splash10-016u-1491000000-efede2207c222cc7d55f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 10V, Negative-QTOF	splash10-0a4i-9041000000-7f60b7f6b0888bea6afc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 20V, Negative-QTOF	splash10-0a4i-9160000000-bbf32204a9f54fa7fee5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cambendazole 40V, Negative-QTOF	splash10-06ri-9840000000-26892bedddc2f7a49031	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

DB11380

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

33309

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 Cambendazole (HMDB0249571)

MOL for HMDB0249571 (Cambendazole)

3D MOL for HMDB0249571 (Cambendazole)

3D SDF for HMDB0249571 (Cambendazole)

3D-SDF for HMDB0249571 (Cambendazole)

PDB for HMDB0249571 (Cambendazole)

3D PDB for HMDB0249571 (Cambendazole)

SMILES for HMDB0249571 (Cambendazole)

INCHI for HMDB0249571 (Cambendazole)

Structure for HMDB0249571 (Cambendazole)

3D Structure for HMDB0249571 (Cambendazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra