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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 16:49:46 UTC

Update Date

2019-07-23 07:14:36 UTC

HMDB ID

HMDB0060561

Secondary Accession Numbers

HMDB60561

Metabolite Identification

Common Name

Albendazole sulfone

Description

Albendazole sulfone is a metabolite of albendazole. Albendazole, marketed as Albenza, Eskazole, Zentel, Andazol and Alworm, is a member of the benzimidazole compounds used as a drug indicated for the treatment of a variety of worm infestations. Although this use is widespread in the United States, the U.S. Food and Drug Administration (FDA) has not approved albendazole for this indication. It is marketed by Amedra Pharmaceuticals. Albendazole was first discovered at the SmithKline Animal Health Laboratories in 1972. (Wikipedia)

Structure

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

HMDB0060561
     RDKit          3D
Albendazole sulfone
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.7833    0.6515   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1388   -0.7068   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -0.6814    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140    0.4399   -0.8838 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.7460    0.1268   -2.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312    1.8322   -0.6516 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805    0.3856   -0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908    1.2351    0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707    1.2408    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    0.3535    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8011    0.1255    1.0889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2814   -0.8510    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711   -1.3590    0.3348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6411   -0.9761   -0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8095   -1.7176    0.0249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405    0.1295   -0.9978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8145    1.1692   -0.9866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604   -1.2315   -0.5054 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1665   -0.5034   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247   -0.4849   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6790    1.2656   -1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8674    0.4874   -0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3780    1.1365    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793   -1.3810    0.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666   -1.1624   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7127   -0.3421    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390   -1.6807    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    1.9226    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587    1.9088    2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673   -2.7406   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1926    1.9173   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7725    1.7385   -0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8064    0.8952   -1.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3235   -1.9711   -1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772   -1.1719   -1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 19 20  2  0
 20  7  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  8 28  1  0
  9 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END


  Mrv0541 06151309492D          

 20 21  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
   -1.1801    0.4125    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
    5.4223   -0.8250    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
    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
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   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
    0.4699    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1204    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2954   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 13  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 11  1  4  0  0  0
 15 12  2  0  0  0  0
 16 12  1  0  0  0  0
 19  2  1  0  0  0  0
 19 12  1  0  0  0  0
 20  6  1  0  0  0  0
 20  8  1  0  0  0  0
 20 17  2  0  0  0  0
 20 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060561

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCS(=O)(=O)C1=CC2=C(C=C1)N=C(N2)N=C(O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C12H15N3O4S/c1-3-6-20(17,18)8-4-5-9-10(7-8)14-11(13-9)15-12(16)19-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

> <INCHI_KEY>
CLSJYOLYMZNKJB-UHFFFAOYSA-N

> <FORMULA>
C12H15N3O4S

> <MOLECULAR_WEIGHT>
297.33

> <EXACT_MASS>
297.078326673

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
30.00282414805924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[6-(propane-1-sulfonyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidic acid

> <ALOGPS_LOGP>
0.86

> <JCHEM_LOGP>
2.3669736206666663

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.553684045725111

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.883793389105137

> <JCHEM_PKA_STRONGEST_BASIC>
1.64303962898355

> <JCHEM_POLAR_SURFACE_AREA>
104.64

> <JCHEM_REFRACTIVITY>
75.14559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
albendazole sulfone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060561
     RDKit          3D
Albendazole sulfone
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.7833    0.6515   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1388   -0.7068   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -0.6814    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140    0.4399   -0.8838 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.7460    0.1268   -2.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312    1.8322   -0.6516 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805    0.3856   -0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908    1.2351    0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707    1.2408    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    0.3535    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8011    0.1255    1.0889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2814   -0.8510    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711   -1.3590    0.3348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6411   -0.9761   -0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8095   -1.7176    0.0249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405    0.1295   -0.9978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8145    1.1692   -0.9866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604   -1.2315   -0.5054 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1665   -0.5034   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247   -0.4849   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6790    1.2656   -1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8674    0.4874   -0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3780    1.1365    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793   -1.3810    0.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666   -1.1624   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7127   -0.3421    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390   -1.6807    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    1.9226    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587    1.9088    2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673   -2.7406   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1926    1.9173   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7725    1.7385   -0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8064    0.8952   -1.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3235   -1.9711   -1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772   -1.1719   -1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 19 20  2  0
 20  7  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  8 28  1  0
  9 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0      12.789  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.122  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       0.877   0.770   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       0.877   3.437   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.558   0.564   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.018  -2.104   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.433   2.104   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0       8.788  -0.770   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2   19                                                            
CONECT    3    1    6                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    3   20                                                       
CONECT    7    8   10                                                       
CONECT    8    4    7   20                                                  
CONECT    9    5   10   13                                                  
CONECT   10    7    9   14                                                  
CONECT   11   13   14   15                                                  
CONECT   12   15   16   19                                                  
CONECT   13    9   11                                                       
CONECT   14   10   11                                                       
CONECT   15   11   12                                                       
CONECT   16   12                                                            
CONECT   17   20                                                            
CONECT   18   20                                                            
CONECT   19    2   12                                                       
CONECT   20    6    8   17   18                                             
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0060561
HETATM    1  C1  UNL     1       5.783   0.652  -0.295  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.139  -0.707  -0.419  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.698  -0.681   0.048  1.00  0.00           C  
HETATM    4  S1  UNL     1       2.714   0.440  -0.884  1.00  0.00           S  
HETATM    5  O1  UNL     1       2.746   0.127  -2.353  1.00  0.00           O  
HETATM    6  O2  UNL     1       3.231   1.832  -0.652  1.00  0.00           O  
HETATM    7  C4  UNL     1       1.081   0.386  -0.260  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.691   1.235   0.759  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.571   1.241   1.289  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.496   0.354   0.777  1.00  0.00           C  
HETATM   11  N1  UNL     1      -2.801   0.125   1.089  1.00  0.00           N  
HETATM   12  C8  UNL     1      -3.281  -0.851   0.303  1.00  0.00           C  
HETATM   13  N2  UNL     1      -4.571  -1.359   0.335  1.00  0.00           N  
HETATM   14  C9  UNL     1      -5.641  -0.976  -0.201  1.00  0.00           C  
HETATM   15  O3  UNL     1      -6.809  -1.718   0.025  1.00  0.00           O  
HETATM   16  O4  UNL     1      -5.741   0.130  -0.998  1.00  0.00           O  
HETATM   17  C10 UNL     1      -4.814   1.169  -0.987  1.00  0.00           C  
HETATM   18  N3  UNL     1      -2.260  -1.232  -0.505  1.00  0.00           N  
HETATM   19  C11 UNL     1      -1.167  -0.503  -0.225  1.00  0.00           C  
HETATM   20  C12 UNL     1       0.125  -0.485  -0.742  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.679   1.266  -1.208  1.00  0.00           H  
HETATM   22  H2  UNL     1       6.867   0.487  -0.128  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.378   1.137   0.615  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.679  -1.381   0.308  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.267  -1.162  -1.405  1.00  0.00           H  
HETATM   26  H6  UNL     1       3.713  -0.342   1.101  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.239  -1.681   0.041  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.468   1.923   1.130  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.859   1.909   2.082  1.00  0.00           H  
HETATM   30  H10 UNL     1      -6.767  -2.741  -0.040  1.00  0.00           H  
HETATM   31  H11 UNL     1      -5.193   1.917  -1.751  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.773   1.738  -0.045  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.806   0.895  -1.394  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.323  -1.971  -1.226  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.377  -1.172  -1.540  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5    5    6    6
CONECT    4    7
CONECT    7    8    8   20
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   19
CONECT   11   12   12
CONECT   12   13   18
CONECT   13   14   14
CONECT   14   15   16
CONECT   15   30
CONECT   16   17
CONECT   17   31   32   33
CONECT   18   19   34
CONECT   19   20   20
CONECT   20   35
END

HMDB0060561
     RDKit          3D
Albendazole sulfone
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.7833    0.6515   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1388   -0.7068   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -0.6814    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7140    0.4399   -0.8838 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.7460    0.1268   -2.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312    1.8322   -0.6516 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0805    0.3856   -0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908    1.2351    0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707    1.2408    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    0.3535    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8011    0.1255    1.0889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2814   -0.8510    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711   -1.3590    0.3348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6411   -0.9761   -0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8095   -1.7176    0.0249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405    0.1295   -0.9978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8145    1.1692   -0.9866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604   -1.2315   -0.5054 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1665   -0.5034   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247   -0.4849   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6790    1.2656   -1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8674    0.4874   -0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3780    1.1365    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793   -1.3810    0.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666   -1.1624   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7127   -0.3421    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390   -1.6807    0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    1.9226    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587    1.9088    2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673   -2.7406   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1926    1.9173   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7725    1.7385   -0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8064    0.8952   -1.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3235   -1.9711   -1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772   -1.1719   -1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 16 17  1  0
 12 18  1  0
 18 19  1  0
 19 20  2  0
 20  7  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  8 28  1  0
  9 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Albendazole sulphone	Generator
N-[6-(Propane-1-sulfonyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidate	Generator
N-[6-(Propane-1-sulphonyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidate	Generator
N-[6-(Propane-1-sulphonyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidic acid	Generator

Chemical Formula

C₁₂H₁₅N₃O₄S

Average Molecular Weight

297.33

Monoisotopic Molecular Weight

297.078326673

IUPAC Name

N-[6-(propane-1-sulfonyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidic acid

Traditional Name

albendazole sulfone

CAS Registry Number

Not Available

SMILES

CCCS(=O)(=O)C1=CC2=C(C=C1)N=C(N2)N=C(O)OC

InChI Identifier

InChI=1S/C12H15N3O4S/c1-3-6-20(17,18)8-4-5-9-10(7-8)14-11(13-9)15-12(16)19-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

InChI Key

CLSJYOLYMZNKJB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

2-benzimidazolylcarbamic acid esters

Direct Parent

2-benzimidazolylcarbamic acid esters

Alternative Parents

Substituents

2-benzimidazolylcarbamic acid ester
Benzenoid
Azole
Imidazole
Sulfone
Sulfonyl
Heteroaromatic compound
Carbamic acid ester
Carbonic acid derivative
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic sulfide (CHEBI:80620 )

Ontology

Not Available

Kidney (HMDB: HMDB0060561)
Liver (HMDB: HMDB0060561)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060561)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060561)

Cellular substructure

Cytoplasm (HMDB: HMDB0060561)
Membrane (HMDB: HMDB0060561)

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	0.18 g/L	ALOGPS
logP	0.86	ALOGPS
logP	2.37	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.88	ChemAxon
pKa (Strongest Basic)	1.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	104.64 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	75.15 m³·mol⁻¹	ChemAxon
Polarizability	30 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	170.416	31661259
DarkChem	[M-H]-	168.283	31661259
DeepCCS	[M+H]+	175.469	30932474
DeepCCS	[M-H]-	173.111	30932474
DeepCCS	[M-2H]-	205.997	30932474
DeepCCS	[M+Na]+	181.562	30932474
AllCCS	[M+H]+	166.3	32859911
AllCCS	[M+H-H2O]+	163.1	32859911
AllCCS	[M+NH4]+	169.2	32859911
AllCCS	[M+Na]+	170.1	32859911
AllCCS	[M-H]-	165.6	32859911
AllCCS	[M+Na-2H]-	165.6	32859911
AllCCS	[M+HCOO]-	165.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Albendazole sulfone	CCCS(=O)(=O)C1=CC2=C(C=C1)N=C(N2)N=C(O)OC	4149.3	Standard polar	33892256
Albendazole sulfone	CCCS(=O)(=O)C1=CC2=C(C=C1)N=C(N2)N=C(O)OC	2579.1	Standard non polar	33892256
Albendazole sulfone	CCCS(=O)(=O)C1=CC2=C(C=C1)N=C(N2)N=C(O)OC	2959.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Albendazole sulfone,1TMS,isomer #1	CCCS(=O)(=O)C1=CC=C2N=C(N=C(OC)O[Si](C)(C)C)[NH]C2=C1	2619.5	Semi standard non polar	33892256
Albendazole sulfone,1TMS,isomer #2	CCCS(=O)(=O)C1=CC=C2N=C(N=C(O)OC)N([Si](C)(C)C)C2=C1	2681.4	Semi standard non polar	33892256
Albendazole sulfone,2TMS,isomer #1	CCCS(=O)(=O)C1=CC=C2N=C(N=C(OC)O[Si](C)(C)C)N([Si](C)(C)C)C2=C1	2615.9	Semi standard non polar	33892256
Albendazole sulfone,2TMS,isomer #1	CCCS(=O)(=O)C1=CC=C2N=C(N=C(OC)O[Si](C)(C)C)N([Si](C)(C)C)C2=C1	2601.0	Standard non polar	33892256
Albendazole sulfone,2TMS,isomer #1	CCCS(=O)(=O)C1=CC=C2N=C(N=C(OC)O[Si](C)(C)C)N([Si](C)(C)C)C2=C1	3534.0	Standard polar	33892256
Albendazole sulfone,1TBDMS,isomer #1	CCCS(=O)(=O)C1=CC=C2N=C(N=C(OC)O[Si](C)(C)C(C)(C)C)[NH]C2=C1	2832.3	Semi standard non polar	33892256
Albendazole sulfone,1TBDMS,isomer #2	CCCS(=O)(=O)C1=CC=C2N=C(N=C(O)OC)N([Si](C)(C)C(C)(C)C)C2=C1	2843.3	Semi standard non polar	33892256
Albendazole sulfone,2TBDMS,isomer #1	CCCS(=O)(=O)C1=CC=C2N=C(N=C(OC)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	2985.3	Semi standard non polar	33892256
Albendazole sulfone,2TBDMS,isomer #1	CCCS(=O)(=O)C1=CC=C2N=C(N=C(OC)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	3095.5	Standard non polar	33892256
Albendazole sulfone,2TBDMS,isomer #1	CCCS(=O)(=O)C1=CC=C2N=C(N=C(OC)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	3529.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Albendazole sulfone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6960000000-df37346337a2b3760480	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Albendazole sulfone GC-MS (1 TMS) - 70eV, Positive	splash10-03dm-9365000000-4791951967ec243336a7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Albendazole sulfone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Albendazole sulfone 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 - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-01ot-0090000000-b3afb8dad582be0beeb2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-03di-0090000000-5a1d69ed89637bb24f52	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-03di-0690000000-5ef27baadffc6d2e54b3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-0a4i-0900000000-8a289e6c98ff7e198fa5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-0a4i-0900000000-14e3ece0959c3970ed68	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-0a4i-0900000000-3d7314457228b1500e09	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-05r0-0900000000-547cf67f0eabc7f7c663	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-014i-4900000000-fdf89b0b89e5b9a2db78	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QFT , negative-QTOF	splash10-03xr-9400000000-36b83cc4358c036b82ce	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QTOF , positive-QTOF	splash10-014i-0190000000-9925e91cfa0767b775c7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0920000000-0096cb747826bf7247c5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0900000000-a9108d509d15ab62519d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone 75V, Negative-QTOF	splash10-0a4i-0900000000-dc72f168d0be5ab99ee9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone 90V, Negative-QTOF	splash10-0a4i-0900000000-d4ad86faca484d5a1435	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone 30V, Negative-QTOF	splash10-03di-0090000000-580b9e973a4b1d22738c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone 15V, Negative-QTOF	splash10-01ot-0090000000-5fa7e1f0ef92042a4a81	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone 45V, Negative-QTOF	splash10-03di-0690000000-0365e1705599214dfc3a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone 60V, Negative-QTOF	splash10-0a4i-0910000000-22363443f48fec895457	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Albendazole sulfone 50V, Positive-QTOF	splash10-0a4i-0900000000-a9108d509d15ab62519d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole sulfone 10V, Positive-QTOF	splash10-000j-0090000000-b5242917c4f22bfde1dc	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole sulfone 20V, Positive-QTOF	splash10-000l-3290000000-afde73b587fedc7f9cd7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole sulfone 40V, Positive-QTOF	splash10-0002-1950000000-41cae5f7e5bbe9588768	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole sulfone 10V, Negative-QTOF	splash10-08fs-2090000000-a7a7cfe10c16f5db0a3b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole sulfone 20V, Negative-QTOF	splash10-08fr-2290000000-d28f2d255d697e697d4f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albendazole sulfone 40V, Negative-QTOF	splash10-0006-9850000000-98ce793b519b3d551766	2016-08-03	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

C16626

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53174

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 Albendazole sulfone (HMDB0060561)

MOL for HMDB0060561 (Albendazole sulfone)

3D MOL for HMDB0060561 (Albendazole sulfone)

3D SDF for HMDB0060561 (Albendazole sulfone)

3D-SDF for HMDB0060561 (Albendazole sulfone)

PDB for HMDB0060561 (Albendazole sulfone)

3D PDB for HMDB0060561 (Albendazole sulfone)

SMILES for HMDB0060561 (Albendazole sulfone)

INCHI for HMDB0060561 (Albendazole sulfone)

Structure for HMDB0060561 (Albendazole sulfone)

3D Structure for HMDB0060561 (Albendazole sulfone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra