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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:12:15 UTC

Update Date

2021-09-26 23:04:50 UTC

HMDB ID

HMDB0252324

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Flubendazole

Description

Flubendazole, also known as R 17,889, belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Flubendazole is a moderately basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Flubendazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Flubendazole 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

HMDB0252324
     RDKit          3D
Flubendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
   -6.8676   -0.0676   -0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9724   -1.0698   -1.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6422   -0.9792   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8051   -2.0824   -0.6461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1806    0.1706   -0.4060 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.4732   -0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5522    1.5956    0.6768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2288    1.5858    0.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799    2.4826    1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9576    2.1819    1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4497    1.0231    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825    0.7695    1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    1.2718    2.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.0066    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8013   -0.6493    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -1.4025   -0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2355   -1.5070   -1.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0391   -2.2520   -2.3169 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069   -0.8700   -1.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3172   -0.1155   -1.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6228    0.1263    0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    0.4284    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -0.2559   -0.2259 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8963   -0.2606   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8985    0.0716    0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5626    0.9206   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9540   -2.7708    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921    3.3897    1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269    2.8912    2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1406   -0.6051    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4966   -1.9059    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8627   -0.9788   -3.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485    0.3576   -1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -0.7921   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578   -1.1684   -0.7219 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
  3  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  2  0
 22 23  1  0
 23  6  1  0
 22  8  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 23 35  1  0
M  END


  Mrv0541 06091413222D          

 23 25  0  0  0  0            999 V2000
   -1.1800    1.8414    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
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9933    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9933    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7078   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5657    1.2375    0.0000 F   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
    4.7078   -1.2375    0.0000 O   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
   -0.7675    1.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  9  2  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 18 15  2  0  0  0  0
 19 13  1  0  0  0  0
 19 15  1  0  0  0  0
 20 15  1  4  0  0  0
 20 16  2  0  0  0  0
 21 14  2  0  0  0  0
 22 16  1  0  0  0  0
 23  1  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252324

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(O)=NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12FN3O3/c1-23-16(22)20-15-18-12-7-4-10(8-13(12)19-15)14(21)9-2-5-11(17)6-3-9/h2-8H,1H3,(H2,18,19,20,22)

> <INCHI_KEY>
CPEUVMUXAHMANV-UHFFFAOYSA-N

> <FORMULA>
C16H12FN3O3

> <MOLECULAR_WEIGHT>
313.2832

> <EXACT_MASS>
313.08626947

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.229898340215158

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[6-(4-fluorobenzoyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidic acid

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
4.097200484666667

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.405593847584973

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.082789145637529

> <JCHEM_PKA_STRONGEST_BASIC>
1.9170796588089605

> <JCHEM_POLAR_SURFACE_AREA>
87.57000000000001

> <JCHEM_REFRACTIVITY>
82.74430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flubenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252324
     RDKit          3D
Flubendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
   -6.8676   -0.0676   -0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9724   -1.0698   -1.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6422   -0.9792   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8051   -2.0824   -0.6461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1806    0.1706   -0.4060 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.4732   -0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5522    1.5956    0.6768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2288    1.5858    0.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799    2.4826    1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9576    2.1819    1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4497    1.0231    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825    0.7695    1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    1.2718    2.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.0066    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8013   -0.6493    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -1.4025   -0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2355   -1.5070   -1.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0391   -2.2520   -2.3169 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069   -0.8700   -1.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3172   -0.1155   -1.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6228    0.1263    0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    0.4284    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -0.2559   -0.2259 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8963   -0.2606   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8985    0.0716    0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5626    0.9206   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9540   -2.7708    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921    3.3897    1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269    2.8912    2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1406   -0.6051    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4966   -1.9059    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8627   -0.9788   -3.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485    0.3576   -1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -0.7921   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578   -1.1684   -0.7219 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
  3  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  2  0
 22 23  1  0
 23  6  1  0
 22  8  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 23 35  1  0
M  END

HEADER    PROTEIN                                 09-JUN-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUN-14         0                                  
HETATM    1  C   UNK     0      -2.203   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.122   1.540   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      12.789   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.789   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM   17  F   UNK     0      14.123   2.310   0.000  0.00  0.00           F+0
HETATM   18  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       0.877   0.770   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.877   3.437   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.433   2.104   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2    5    9                                                       
CONECT    3    6    9                                                       
CONECT    4    7   10                                                       
CONECT    5    2   11                                                       
CONECT    6    3   11                                                       
CONECT    7    4   12                                                       
CONECT    8   10   13                                                       
CONECT    9    2    3   14                                                  
CONECT   10    4    8   14                                                  
CONECT   11    5    6   17                                                  
CONECT   12    7   13   18                                                  
CONECT   13    8   12   19                                                  
CONECT   14    9   10   21                                                  
CONECT   15   18   19   20                                                  
CONECT   16   20   22   23                                                  
CONECT   17   11                                                            
CONECT   18   12   15                                                       
CONECT   19   13   15                                                       
CONECT   20   15   16                                                       
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23    1   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0252324
HETATM    1  C1  UNL     1      -6.868  -0.068  -0.654  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.972  -1.070  -1.073  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.642  -0.979  -0.703  1.00  0.00           C  
HETATM    4  O2  UNL     1      -3.805  -2.082  -0.646  1.00  0.00           O  
HETATM    5  N1  UNL     1      -4.181   0.171  -0.406  1.00  0.00           N  
HETATM    6  C3  UNL     1      -2.863   0.473  -0.008  1.00  0.00           C  
HETATM    7  N2  UNL     1      -2.552   1.596   0.677  1.00  0.00           N  
HETATM    8  C4  UNL     1      -1.229   1.586   0.900  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.380   2.483   1.551  1.00  0.00           C  
HETATM   10  C6  UNL     1       0.958   2.182   1.614  1.00  0.00           C  
HETATM   11  C7  UNL     1       1.450   1.023   1.048  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.882   0.770   1.163  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.502   1.272   2.164  1.00  0.00           O  
HETATM   14  C9  UNL     1       3.669  -0.007   0.236  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.801  -0.649   0.670  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.595  -1.402  -0.191  1.00  0.00           C  
HETATM   17  C12 UNL     1       5.236  -1.507  -1.514  1.00  0.00           C  
HETATM   18  F1  UNL     1       6.039  -2.252  -2.317  1.00  0.00           F  
HETATM   19  C13 UNL     1       4.107  -0.870  -1.961  1.00  0.00           C  
HETATM   20  C14 UNL     1       3.317  -0.115  -1.086  1.00  0.00           C  
HETATM   21  C15 UNL     1       0.623   0.126   0.401  1.00  0.00           C  
HETATM   22  C16 UNL     1      -0.739   0.428   0.335  1.00  0.00           C  
HETATM   23  N3  UNL     1      -1.755  -0.256  -0.226  1.00  0.00           N  
HETATM   24  H1  UNL     1      -7.896  -0.261  -1.017  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.899   0.072   0.441  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.563   0.921  -1.079  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.954  -2.771   0.083  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.792   3.390   1.990  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.627   2.891   2.128  1.00  0.00           H  
HETATM   30  H7  UNL     1       5.141  -0.605   1.710  1.00  0.00           H  
HETATM   31  H8  UNL     1       6.497  -1.906   0.187  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.863  -0.979  -3.006  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.448   0.358  -1.520  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.994  -0.792  -0.045  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.658  -1.168  -0.722  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    5    5
CONECT    4   27
CONECT    5    6
CONECT    6    7    7   23
CONECT    7    8
CONECT    8    9    9   22
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   21
CONECT   12   13   13   14
CONECT   14   15   15   20
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   19
CONECT   19   20   20   32
CONECT   20   33
CONECT   21   22   22   34
CONECT   22   23
CONECT   23   35
END

HMDB0252324
     RDKit          3D
Flubendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
   -6.8676   -0.0676   -0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9724   -1.0698   -1.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6422   -0.9792   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8051   -2.0824   -0.6461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1806    0.1706   -0.4060 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629    0.4732   -0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5522    1.5956    0.6768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2288    1.5858    0.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799    2.4826    1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9576    2.1819    1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4497    1.0231    1.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825    0.7695    1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    1.2718    2.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.0066    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8013   -0.6493    0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5948   -1.4025   -0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2355   -1.5070   -1.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0391   -2.2520   -2.3169 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069   -0.8700   -1.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3172   -0.1155   -1.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6228    0.1263    0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392    0.4284    0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554   -0.2559   -0.2259 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8963   -0.2606   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8985    0.0716    0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5626    0.9206   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9540   -2.7708    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921    3.3897    1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269    2.8912    2.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1406   -0.6051    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4966   -1.9059    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8627   -0.9788   -3.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485    0.3576   -1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -0.7921   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578   -1.1684   -0.7219 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
  3  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  2  0
 22 23  1  0
 23  6  1  0
 22  8  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 23 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5-(4-Fluorobenzoyl)-1H-benzimidazole-2-yl)carbamic acid methyl ester	ChEBI
Flubendazol	ChEBI
Flubendazolum	ChEBI
Methyl 5-(p-fluorobenzoyl)-2-benzimidazolecarbamate	ChEBI
Methyl N-(5-(p-fluorobenzoyl)-2-benzimidazolyl)carbamate	ChEBI
R 17,889	ChEBI
R 17899	ChEBI
(5-(4-Fluorobenzoyl)-1H-benzimidazole-2-yl)carbamate methyl ester	Generator
Methyl 5-(p-fluorobenzoyl)-2-benzimidazolecarbamic acid	Generator
Methyl N-(5-(p-fluorobenzoyl)-2-benzimidazolyl)carbamic acid	Generator
Fluoromebendazole	MeSH
Methyl(5-(4-fluorobenzoyl)-1H-benzimidazol- 2-yl)carbamate	MeSH

Chemical Formula

C₁₆H₁₂FN₃O₃

Average Molecular Weight

313.2832

Monoisotopic Molecular Weight

313.08626947

IUPAC Name

N-[6-(4-fluorobenzoyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidic acid

Traditional Name

flubenol

CAS Registry Number

Not Available

SMILES

COC(O)=NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C16H12FN3O3/c1-23-16(22)20-15-18-12-7-4-10(8-13(12)19-15)14(21)9-2-5-11(17)6-3-9/h2-8H,1H3,(H2,18,19,20,22)

InChI Key

CPEUVMUXAHMANV-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Benzimidazole
Benzoyl
Aryl ketone
Fluorobenzene
Halobenzene
Aryl fluoride
Aryl halide
Azole
Heteroaromatic compound
Imidazole
Ketone
Azacycle
Carboximidic acid derivative
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organohalogen compound
Organofluoride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:77095 )
carbamate ester (CHEBI:77095 )
aromatic ketone (CHEBI:77095 )
benzimidazoles (CHEBI:77095 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	2.51	ALOGPS
logP	4.1	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.08	ChemAxon
pKa (Strongest Basic)	1.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.57 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.74 m³·mol⁻¹	ChemAxon
Polarizability	31.23 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]+	177.165	30932474
DeepCCS	[M-H]-	174.759	30932474
DeepCCS	[M-2H]-	209.099	30932474
DeepCCS	[M+Na]+	184.326	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	167.9	32859911
AllCCS	[M+NH4]+	174.5	32859911
AllCCS	[M+Na]+	175.4	32859911
AllCCS	[M-H]-	171.4	32859911
AllCCS	[M+Na-2H]-	170.4	32859911
AllCCS	[M+HCOO]-	169.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flubendazole	COC(O)=NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=C(F)C=C1	3807.9	Standard polar	33892256
Flubendazole	COC(O)=NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=C(F)C=C1	2630.5	Standard non polar	33892256
Flubendazole	COC(O)=NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=C(F)C=C1	3106.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Flubendazole,2TMS,isomer #1	COC(=NC1=NC2=CC=C(C(=O)C3=CC=C(F)C=C3)C=C2N1[Si](C)(C)C)O[Si](C)(C)C	2793.7	Semi standard non polar	33892256
Flubendazole,2TMS,isomer #1	COC(=NC1=NC2=CC=C(C(=O)C3=CC=C(F)C=C3)C=C2N1[Si](C)(C)C)O[Si](C)(C)C	2612.3	Standard non polar	33892256
Flubendazole,2TMS,isomer #1	COC(=NC1=NC2=CC=C(C(=O)C3=CC=C(F)C=C3)C=C2N1[Si](C)(C)C)O[Si](C)(C)C	3465.8	Standard polar	33892256
Flubendazole,2TBDMS,isomer #1	COC(=NC1=NC2=CC=C(C(=O)C3=CC=C(F)C=C3)C=C2N1[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3178.6	Semi standard non polar	33892256
Flubendazole,2TBDMS,isomer #1	COC(=NC1=NC2=CC=C(C(=O)C3=CC=C(F)C=C3)C=C2N1[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2982.4	Standard non polar	33892256
Flubendazole,2TBDMS,isomer #1	COC(=NC1=NC2=CC=C(C(=O)C3=CC=C(F)C=C3)C=C2N1[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3542.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Flubendazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0890000000-69159b2b2aa95c680cf6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flubendazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flubendazole GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flubendazole GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flubendazole GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flubendazole GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-qTof , Positive-QTOF	splash10-03di-0198000000-ad357fad2b18a1b648ee	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-03e9-0089000000-e04b0b731533f8112b91	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-001i-0090000000-09ab37b37e752ba026bd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-001i-0090000000-804d1ce3b933d98a1904	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-001i-0190000000-e0a6ed18cc69dc5cf84a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-053r-0980000000-5c0aa3b4d38bcd6fb12c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-0a59-0910000000-0a53860f33fe45815482	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-05r0-0900000000-d4077a92136d65ecbee6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-016r-3900000000-d13998d1eb0c65b5a1b8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , negative-QTOF	splash10-03y0-9600000000-e6777358dfecc9e23e65	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QTOF , positive-QTOF	splash10-03di-0009000000-00378605da5e78f59845	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QTOF , positive-QTOF	splash10-01q9-0096000000-b7bc88e41f073dddd1fc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QTOF , positive-QTOF	splash10-001i-0090000000-ec42c2f86fedbe978146	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QTOF , positive-QTOF	splash10-001i-0390000000-a5f9e7c564f9f267e4ca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QTOF , positive-QTOF	splash10-00di-0930000000-ad2caeb5e801ae6d5e75	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QTOF , positive-QTOF	splash10-001i-0092000000-2eb327cb15242360302c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , positive-QTOF	splash10-03di-0009000000-ed0f29d23de7528633c3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , positive-QTOF	splash10-01q9-0094000000-53b52e08055d44f10394	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flubendazole LC-ESI-QFT , positive-QTOF	splash10-001i-0090000000-312b44aac443f8566f31	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flubendazole 10V, Positive-QTOF	splash10-03di-0069000000-36334c1c1c7ab566d73b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flubendazole 20V, Positive-QTOF	splash10-0ue9-0190000000-ceda8ce92b9943f3fa4d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flubendazole 40V, Positive-QTOF	splash10-0udi-1590000000-23373ced8ca05e0acfaa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flubendazole 10V, Negative-QTOF	splash10-06si-4095000000-339123f66f2e790f0c12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flubendazole 20V, Negative-QTOF	splash10-001i-2092000000-1f436b5c4c3a968f2efe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flubendazole 40V, Negative-QTOF	splash10-0udi-2290000000-1657724c133e282c6178	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08974

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

Flubendazole

METLIN ID

Not Available

PubChem Compound

35802

PDB ID

Not Available

ChEBI ID

77095

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 Flubendazole (HMDB0252324)

MOL for HMDB0252324 (Flubendazole)

3D MOL for HMDB0252324 (Flubendazole)

3D SDF for HMDB0252324 (Flubendazole)

3D-SDF for HMDB0252324 (Flubendazole)

PDB for HMDB0252324 (Flubendazole)

3D PDB for HMDB0252324 (Flubendazole)

SMILES for HMDB0252324 (Flubendazole)

INCHI for HMDB0252324 (Flubendazole)

Structure for HMDB0252324 (Flubendazole)

3D Structure for HMDB0252324 (Flubendazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra