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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:37 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031812

Secondary Accession Numbers

HMDB31812

Metabolite Identification

Common Name

Oxfendazole

Description

Oxfendazole, also known as synanthic or OFDZ, 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). Based on a literature review very few articles have been published on Oxfendazole.

Structure

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

HMDB0031812
     RDKit          3D
Oxfendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.5761    1.1134    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542    0.5731    0.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093    0.1234   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2359    0.2285   -2.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.4209   -1.8130 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8255   -0.5846   -1.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591   -1.1083   -1.5552 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7315   -1.1145   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046   -1.5297   -0.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3495   -1.4134    0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0359   -1.9437    0.6427 S   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3908   -2.3260    2.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0380   -0.5438    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3677   -0.3076   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1540    0.7938   -1.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6201    1.6709   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2991    1.4483    0.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5137    0.3450    1.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -0.8768    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5479   -0.4705    1.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991   -0.5844    0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.2675    0.2011 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162    1.5086   -0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2201    0.3703    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3599    1.9306    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423   -0.7340   -2.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458   -1.9429   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0059   -0.9896   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3978    0.9551   -2.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2260    2.5154   -0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6702    2.1430    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699    0.1824    2.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387   -0.7759    2.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344   -0.0460    2.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2586    0.1664    0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 10 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22  6  1  0
 21  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  9 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 22 35  1  0
M  END


  Mrv0541 02241219192D          

 22 24  0  0  0  0            999 V2000
    0.1612   -2.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3231   -3.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2426   -3.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -3.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142   -2.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5665   -2.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7284   -1.3351    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1619   -0.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6470   -1.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0515    0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3231    0.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3231    1.3351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0515    1.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    2.3874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090    2.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5665    3.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3231   -0.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5374   -1.0926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0515    3.7636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    0.9307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 20  2  0  0  0  0
  8  9  2  0  0  0  0
  8 19  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 22  1  0  0  0  0
 12 13  1  0  0  0  0
 12 19  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031812

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)NC1=NC2=CC(=CC=C2N1)S(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H13N3O3S/c1-21-15(19)18-14-16-12-8-7-11(9-13(12)17-14)22(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)

> <INCHI_KEY>
BEZZFPOZAYTVHN-UHFFFAOYSA-N

> <FORMULA>
C15H13N3O3S

> <MOLECULAR_WEIGHT>
315.347

> <EXACT_MASS>
315.067761987

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.39848600704385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl N-[5-(benzenesulfinyl)-1H-1,3-benzodiazol-2-yl]carbamate

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.6153629139999994

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.927778025287985

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.262047970116349

> <JCHEM_PKA_STRONGEST_BASIC>
3.565286386384825

> <JCHEM_POLAR_SURFACE_AREA>
84.08000000000001

> <JCHEM_REFRACTIVITY>
84.98420000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxfendazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031812
     RDKit          3D
Oxfendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.5761    1.1134    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542    0.5731    0.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093    0.1234   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2359    0.2285   -2.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.4209   -1.8130 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8255   -0.5846   -1.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591   -1.1083   -1.5552 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7315   -1.1145   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046   -1.5297   -0.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3495   -1.4134    0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0359   -1.9437    0.6427 S   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3908   -2.3260    2.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0380   -0.5438    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3677   -0.3076   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1540    0.7938   -1.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6201    1.6709   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2991    1.4483    0.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5137    0.3450    1.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -0.8768    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5479   -0.4705    1.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991   -0.5844    0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.2675    0.2011 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162    1.5086   -0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2201    0.3703    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3599    1.9306    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423   -0.7340   -2.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458   -1.9429   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0059   -0.9896   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3978    0.9551   -2.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2260    2.5154   -0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6702    2.1430    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699    0.1824    2.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387   -0.7759    2.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344   -0.0460    2.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2586    0.1664    0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 10 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22  6  1  0
 21  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  9 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 22 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.301  -4.456   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.603  -5.968   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.453  -7.025   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.964  -6.573   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.267  -5.061   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.057  -4.004   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -1.360  -2.492   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0      -0.302  -1.435   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.208  -1.888   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.265  -0.982   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.963   0.528   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.603   0.981   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.603   2.492   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.963   2.945   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.417   4.456   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.510   5.514   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000   5.212   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.057   6.421   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.603  -0.077   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.870  -2.040   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.963   7.025   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0       2.870   1.737   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19    8   12                                                       
CONECT   20    7                                                            
CONECT   21   16                                                            
CONECT   22   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0031812
HETATM    1  C1  UNL     1       6.576   1.113   0.501  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.354   0.573   0.028  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.209   0.123  -1.276  1.00  0.00           C  
HETATM    4  O2  UNL     1       6.236   0.229  -2.007  1.00  0.00           O  
HETATM    5  N1  UNL     1       4.037  -0.421  -1.813  1.00  0.00           N  
HETATM    6  C3  UNL     1       2.826  -0.585  -1.078  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.659  -1.108  -1.555  1.00  0.00           N  
HETATM    8  C4  UNL     1       0.732  -1.115  -0.607  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.605  -1.530  -0.556  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.350  -1.413   0.598  1.00  0.00           C  
HETATM   11  S1  UNL     1      -3.036  -1.944   0.643  1.00  0.00           S  
HETATM   12  O3  UNL     1      -3.391  -2.326   2.093  1.00  0.00           O  
HETATM   13  C7  UNL     1      -4.038  -0.544   0.174  1.00  0.00           C  
HETATM   14  C8  UNL     1      -4.368  -0.308  -1.143  1.00  0.00           C  
HETATM   15  C9  UNL     1      -5.154   0.794  -1.495  1.00  0.00           C  
HETATM   16  C10 UNL     1      -5.620   1.671  -0.542  1.00  0.00           C  
HETATM   17  C11 UNL     1      -5.299   1.448   0.780  1.00  0.00           C  
HETATM   18  C12 UNL     1      -4.514   0.345   1.115  1.00  0.00           C  
HETATM   19  C13 UNL     1      -0.762  -0.877   1.722  1.00  0.00           C  
HETATM   20  C14 UNL     1       0.548  -0.470   1.669  1.00  0.00           C  
HETATM   21  C15 UNL     1       1.299  -0.584   0.516  1.00  0.00           C  
HETATM   22  N3  UNL     1       2.583  -0.267   0.201  1.00  0.00           N  
HETATM   23  H1  UNL     1       7.116   1.509  -0.387  1.00  0.00           H  
HETATM   24  H2  UNL     1       7.220   0.370   0.974  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.360   1.931   1.219  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.042  -0.734  -2.832  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.046  -1.943  -1.432  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.006  -0.990  -1.890  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.398   0.955  -2.539  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.226   2.515  -0.834  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.670   2.143   1.521  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.270   0.182   2.152  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.339  -0.776   2.650  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.034  -0.046   2.534  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.259   0.166   0.900  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   26
CONECT    6    7    7   22
CONECT    7    8
CONECT    8    9    9   21
CONECT    9   10   27
CONECT   10   11   19   19
CONECT   11   12   12   13
CONECT   13   14   14   18
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   32
CONECT   19   20   33
CONECT   20   21   21   34
CONECT   21   22
CONECT   22   35
END

HMDB0031812
     RDKit          3D
Oxfendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.5761    1.1134    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542    0.5731    0.0279 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093    0.1234   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2359    0.2285   -2.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.4209   -1.8130 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8255   -0.5846   -1.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591   -1.1083   -1.5552 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7315   -1.1145   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046   -1.5297   -0.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3495   -1.4134    0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0359   -1.9437    0.6427 S   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3908   -2.3260    2.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0380   -0.5438    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3677   -0.3076   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1540    0.7938   -1.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6201    1.6709   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2991    1.4483    0.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5137    0.3450    1.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -0.8768    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5479   -0.4705    1.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991   -0.5844    0.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.2675    0.2011 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162    1.5086   -0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2201    0.3703    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3599    1.9306    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423   -0.7340   -2.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458   -1.9429   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0059   -0.9896   -1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3978    0.9551   -2.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2260    2.5154   -0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6702    2.1430    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699    0.1824    2.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3387   -0.7759    2.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344   -0.0460    2.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2586    0.1664    0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 10 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22  6  1  0
 21  8  1  0
 18 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  9 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 22 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5-(Phenylsulfinyl)-1H-benzimidazol-2-yl)carbamic acid methyl ester	ChEBI
5-(Phenylsulfinyl)-2-benzimidazolecarbamic acid methyl ester	ChEBI
5-Phenylsulfinyl-2-carbomethoxyaminobenzimidazole	ChEBI
Fenbendazole S-oxide	ChEBI
Fenbendazole sulfoxide	ChEBI
OFDZ	ChEBI
Synanthic	Kegg
(5-(Phenylsulfinyl)-1H-benzimidazol-2-yl)carbamate methyl ester	Generator
(5-(Phenylsulphinyl)-1H-benzimidazol-2-yl)carbamate methyl ester	Generator
(5-(Phenylsulphinyl)-1H-benzimidazol-2-yl)carbamic acid methyl ester	Generator
5-(Phenylsulfinyl)-2-benzimidazolecarbamate methyl ester	Generator
5-(Phenylsulphinyl)-2-benzimidazolecarbamate methyl ester	Generator
5-(Phenylsulphinyl)-2-benzimidazolecarbamic acid methyl ester	Generator
5-Phenylsulphinyl-2-carbomethoxyaminobenzimidazole	Generator
Fenbendazole sulphoxide	Generator
Benzelmin	HMDB
Methyl (5-phenylsulfinyl)-1H-benzimidazol-2-yl carbamate	HMDB
Methyl 5(6)-phenylsulfinyl-2-benzimidazolecarbamate	HMDB
Methyl 5-(phenylsulfinyl)-2-benzimidazolecarbamate	HMDB
Methyl 5-(phenylsulfinyl)-benzimidazol-2-carbamate	HMDB
Methyl [5-(phenylsulfinyl)-1H-benzimidazol-2-yl]carbamate	HMDB
Methyl [5-(phenylsulfinyl)-1H-benzimidazol-2-yl]carbamate, 9ci	HMDB
Nanthic	HMDB
Oxfendazol	HMDB
Oxfendazolum	HMDB
Repidose	HMDB
RS 8858	HMDB
Synanthic (veterinary)	HMDB
Systamex	HMDB
Systemax	HMDB
FBZ-SO	HMDB
Oxfendazole monohydrochloride	HMDB

Chemical Formula

C₁₅H₁₃N₃O₃S

Average Molecular Weight

315.347

Monoisotopic Molecular Weight

315.067761987

IUPAC Name

methyl N-[5-(benzenesulfinyl)-1H-1,3-benzodiazol-2-yl]carbamate

Traditional Name

oxfendazole

CAS Registry Number

53716-50-0

SMILES

COC(=O)NC1=NC2=CC(=CC=C2N1)S(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H13N3O3S/c1-21-15(19)18-14-16-12-8-7-11(9-13(12)17-14)22(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)

InChI Key

BEZZFPOZAYTVHN-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

Phenyl sulfoxide
Benzimidazole
Monocyclic benzene moiety
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Sulfoxide
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfinyl compound
Carboximidic acid derivative
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbamate ester (CHEBI:35812 )
sulfoxide (CHEBI:35812 )
benzimidazoles (CHEBI:35812 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031812)
Cytoplasm (HMDB: HMDB0031812)

Source

Endogenous

Endogenous (HMDB: HMDB0031812)

Exogenous

Food

Food (HMDB: HMDB0031812)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0031812)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	253 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	174.059	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001058

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.39 g/L	ALOGPS
logP	2.16	ALOGPS
logP	2.62	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.26	ChemAxon
pKa (Strongest Basic)	3.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.08 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.98 m³·mol⁻¹	ChemAxon
Polarizability	32.4 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]+	175.325	31661259
DarkChem	[M-H]-	175.05	31661259
DeepCCS	[M+H]+	172.483	30932474
DeepCCS	[M-H]-	170.125	30932474
DeepCCS	[M-2H]-	203.726	30932474
DeepCCS	[M+Na]+	178.953	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	168.2	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	170.7	32859911
AllCCS	[M+Na-2H]-	169.9	32859911
AllCCS	[M+HCOO]-	169.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxfendazole	COC(=O)NC1=NC2=CC(=CC=C2N1)S(=O)C1=CC=CC=C1	4390.4	Standard polar	33892256
Oxfendazole	COC(=O)NC1=NC2=CC(=CC=C2N1)S(=O)C1=CC=CC=C1	2653.9	Standard non polar	33892256
Oxfendazole	COC(=O)NC1=NC2=CC(=CC=C2N1)S(=O)C1=CC=CC=C1	3215.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxfendazole,1TMS,isomer #1	COC(=O)N(C1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2[NH]1)[Si](C)(C)C	2804.5	Semi standard non polar	33892256
Oxfendazole,1TMS,isomer #1	COC(=O)N(C1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2[NH]1)[Si](C)(C)C	2702.2	Standard non polar	33892256
Oxfendazole,1TMS,isomer #2	COC(=O)NC1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C	2902.4	Semi standard non polar	33892256
Oxfendazole,1TMS,isomer #2	COC(=O)NC1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C	2652.2	Standard non polar	33892256
Oxfendazole,2TMS,isomer #1	COC(=O)N(C1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C)[Si](C)(C)C	2852.5	Semi standard non polar	33892256
Oxfendazole,2TMS,isomer #1	COC(=O)N(C1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C)[Si](C)(C)C	2708.9	Standard non polar	33892256
Oxfendazole,1TBDMS,isomer #1	COC(=O)N(C1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2[NH]1)[Si](C)(C)C(C)(C)C	3026.6	Semi standard non polar	33892256
Oxfendazole,1TBDMS,isomer #1	COC(=O)N(C1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2[NH]1)[Si](C)(C)C(C)(C)C	2913.3	Standard non polar	33892256
Oxfendazole,1TBDMS,isomer #2	COC(=O)NC1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C(C)(C)C	3119.2	Semi standard non polar	33892256
Oxfendazole,1TBDMS,isomer #2	COC(=O)NC1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C(C)(C)C	2908.5	Standard non polar	33892256
Oxfendazole,2TBDMS,isomer #1	COC(=O)N(C1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3221.4	Semi standard non polar	33892256
Oxfendazole,2TBDMS,isomer #1	COC(=O)N(C1=NC2=CC(S(=O)C3=CC=CC=C3)=CC=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3205.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Oxfendazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-0691000000-9035b2a3bd038f0c5b1c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxfendazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxfendazole 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole LC-ESI-QTOF , positive-QTOF	splash10-014i-0009000000-b75f3a06f0da46a11658	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole LC-ESI-QTOF , positive-QTOF	splash10-014i-0569000000-1ffed3cf65a96a10e68b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole LC-ESI-QTOF , positive-QTOF	splash10-0a4l-0950000000-c9aa9d43cb60924d738a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0930000000-21e6ac8aab5ac86d0492	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0920000000-107b63eb5ae48e71a66f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole LC-ESI-QTOF , positive-QTOF	splash10-014s-0900000000-4e25d758cb49f67ae07e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole , positive-QTOF	splash10-066u-2965000000-a70e1a64ce45c89ae19a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 30V, Positive-QTOF	splash10-0f89-0090000000-1e3bd3e106b053cbbf2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 50V, Positive-QTOF	splash10-0a4i-0920000000-f3a99d53ef7456bd49d9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 30V, Positive-QTOF	splash10-0a4l-0950000000-f57e37e01b1d5206e0a9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 90V, Positive-QTOF	splash10-0536-0900000000-fdc53426997d12e8f551	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 30V, Positive-QTOF	splash10-0a4l-0950000000-e24abf8fa0d069c36296	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 40V, Positive-QTOF	splash10-0a4i-0930000000-586fffdebb59e955afdf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 20V, Positive-QTOF	splash10-014i-0569000000-5bf604085f3f754ebeb8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 10V, Positive-QTOF	splash10-014i-0009000000-b75f3a06f0da46a11658	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 50V, Positive-QTOF	splash10-0a4i-0920000000-1b968a6e45d46948fa6b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 15V, Positive-QTOF	splash10-014i-0009000000-6471984819e50d4244c8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 45V, Positive-QTOF	splash10-0596-0980000000-7dcc359382ff0ab275e6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxfendazole 30V, Positive-QTOF	splash10-01c3-0394000000-a68ff8b23fb3e72a3839	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxfendazole 10V, Positive-QTOF	splash10-014i-0159000000-8daa12d259117e8249a7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxfendazole 20V, Positive-QTOF	splash10-0a59-0091000000-49724120fa7b66dc3b3d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxfendazole 40V, Positive-QTOF	splash10-001i-3940000000-1d3df6978b0eacae5e5f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxfendazole 10V, Negative-QTOF	splash10-06si-4295000000-5c34ca9f4d451e556c9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxfendazole 20V, Negative-QTOF	splash10-003r-3592000000-375e32dae9d8734826d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxfendazole 40V, Negative-QTOF	splash10-004i-1910000000-6d05c8ed2b771d3fed14	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11446

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008486

KNApSAcK ID

Not Available

Chemspider ID

37316

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxfendazole

METLIN ID

Not Available

PubChem Compound

40854

PDB ID

Not Available

ChEBI ID

35812

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)

Download (PDF)

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Oxfendazole (HMDB0031812)

MOL for HMDB0031812 (Oxfendazole)

3D MOL for HMDB0031812 (Oxfendazole)

3D SDF for HMDB0031812 (Oxfendazole)

3D-SDF for HMDB0031812 (Oxfendazole)

PDB for HMDB0031812 (Oxfendazole)

3D PDB for HMDB0031812 (Oxfendazole)

SMILES for HMDB0031812 (Oxfendazole)

INCHI for HMDB0031812 (Oxfendazole)

Structure for HMDB0031812 (Oxfendazole)

3D Structure for HMDB0031812 (Oxfendazole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra