Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:32:06 UTC

Update Date

2021-09-26 23:03:04 UTC

HMDB ID

HMDB0251204

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Diclazuril

Description

Diclazuril belongs to the class of organic compounds known as diphenylacetonitriles. These are cyclic aromatic compounds containing a diphenylacetonitrile moiety, which consists of a diphenylmethane linked to and acetonitrile to form 2,2-diphenylacetonitrile. Diclazuril is an extremely weak basic (essentially neutral) compound (based on its pKa). Diclazuril (trade name Vecoxan) is a coccidiostat. This compound has been identified in human blood as reported by (PMID: 31557052 ). Diclazuril is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Diclazuril 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


  Mrv1572001261617012D          

 26 28  0  0  0  0            999 V2000
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  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
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  2  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  7  3  0  0  0  0
 22  8  2  0  0  0  0
 23 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 15  1  0  0  0  0
 26 17  2  0  0  0  0
M  END

HMDB0251204
     RDKit          3D
Diclazuril
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.0896   -3.6781   -0.1818 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821   -2.6772    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059   -1.3973    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -0.2961    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165    0.1544   -1.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    1.1576   -1.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320    1.7177   -0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9131    2.9765   -1.2803 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9276    1.2642    0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    0.2670    1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175   -1.0871    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119   -2.0137    0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3177   -3.6610   -0.1043 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.6498   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8668   -0.3648    0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355    0.0415   -0.1052 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890    0.4439   -1.2792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9814    0.8213   -1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8741    0.7993   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1967    1.1867   -0.5685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3966    0.3868    0.7954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1030    0.0189    0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6830   -0.3641    2.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544    0.5840    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577    0.2002    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    1.4856    1.1959 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3893   -1.4490    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -0.2583   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8085    1.5271   -2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6765    1.6958    1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412   -0.1024    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623   -2.3986   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3558    1.1530   -2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6470    1.9109   -0.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    1.6051    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 15 24  1  0
 24 25  2  0
 25 26  1  0
 10  4  1  0
 25 11  1  0
 22 16  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 14 32  1  0
 18 33  1  0
 20 34  1  0
 24 35  1  0
M  END


  Mrv1572001261617012D          

 26 28  0  0  0  0            999 V2000
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  9  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  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
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  2  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  7  3  0  0  0  0
 22  8  2  0  0  0  0
 23 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 15  1  0  0  0  0
 26 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251204

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=NC(=O)N(N=C1)C1=CC(Cl)=C(C(C#N)C2=CC=C(Cl)C=C2)C(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H9Cl3N4O2/c18-10-3-1-9(2-4-10)12(7-21)16-13(19)5-11(6-14(16)20)24-17(26)23-15(25)8-22-24/h1-6,8,12H,(H,23,25,26)

> <INCHI_KEY>
ZSZFUDFOPOMEET-UHFFFAOYSA-N

> <FORMULA>
C17H9Cl3N4O2

> <MOLECULAR_WEIGHT>
407.64

> <EXACT_MASS>
405.9791086

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
37.391867314232904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-chlorophenyl)-2-[2,6-dichloro-4-(5-hydroxy-3-oxo-2,3-dihydro-1,2,4-triazin-2-yl)phenyl]acetonitrile

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
4.601702347333333

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.47566179341168

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2447666932621573

> <JCHEM_PKA_STRONGEST_BASIC>
-9.118240088520995

> <JCHEM_POLAR_SURFACE_AREA>
89.05000000000001

> <JCHEM_REFRACTIVITY>
98.3887

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
clinacox

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251204
     RDKit          3D
Diclazuril
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.0896   -3.6781   -0.1818 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821   -2.6772    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059   -1.3973    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -0.2961    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165    0.1544   -1.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    1.1576   -1.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320    1.7177   -0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9131    2.9765   -1.2803 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9276    1.2642    0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    0.2670    1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175   -1.0871    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119   -2.0137    0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3177   -3.6610   -0.1043 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.6498   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8668   -0.3648    0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355    0.0415   -0.1052 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890    0.4439   -1.2792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9814    0.8213   -1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8741    0.7993   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1967    1.1867   -0.5685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3966    0.3868    0.7954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1030    0.0189    0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6830   -0.3641    2.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544    0.5840    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577    0.2002    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    1.4856    1.1959 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3893   -1.4490    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -0.2583   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8085    1.5271   -2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6765    1.6958    1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412   -0.1024    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623   -2.3986   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3558    1.1530   -2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6470    1.9109   -0.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    1.6051    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 15 24  1  0
 24 25  2  0
 25 26  1  0
 10  4  1  0
 25 11  1  0
 22 16  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 14 32  1  0
 18 33  1  0
 20 34  1  0
 24 35  1  0
M  END

HEADER    PROTEIN                                 26-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JAN-16         0                                  
HETATM    1  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       4.001  13.090   0.000  0.00  0.00          Cl+0
HETATM   19 Cl   UNK     0       4.001   3.850   0.000  0.00  0.00          Cl+0
HETATM   20 Cl   UNK     0       6.668   8.470   0.000  0.00  0.00          Cl+0
HETATM   21  N   UNK     0       1.334   5.390   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       9.336   2.310   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      12.003   3.850   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       9.336   3.850   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      13.337   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
CONECT    1    3    9                                                       
CONECT    2    4    9                                                       
CONECT    3    1   10                                                       
CONECT    4    2   10                                                       
CONECT    5   11   13                                                       
CONECT    6   11   14                                                       
CONECT    7   12   21                                                       
CONECT    8   15   22                                                       
CONECT    9    1    2   12                                                  
CONECT   10    3    4   18                                                  
CONECT   11    5    6   24                                                  
CONECT   12    7    9   16                                                  
CONECT   13    5   16   19                                                  
CONECT   14    6   16   20                                                  
CONECT   15    8   23   25                                                  
CONECT   16   12   13   14                                                  
CONECT   17   23   24   26                                                  
CONECT   18   10                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    7                                                            
CONECT   22    8   24                                                       
CONECT   23   15   17                                                       
CONECT   24   11   17   22                                                  
CONECT   25   15                                                            
CONECT   26   17                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0251204
HETATM    1  N1  UNL     1       3.090  -3.678  -0.182  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.682  -2.677   0.224  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.206  -1.397   0.736  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.119  -0.296   0.256  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.017   0.154  -1.041  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.870   1.158  -1.520  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.832   1.718  -0.704  1.00  0.00           C  
HETATM    8 CL1  UNL     1       5.913   2.977  -1.280  1.00  0.00          CL  
HETATM    9  C7  UNL     1       4.928   1.264   0.586  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.079   0.267   1.061  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.818  -1.087   0.520  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.112  -2.014   0.130  1.00  0.00           C  
HETATM   13 CL2  UNL     1       0.318  -3.661  -0.104  1.00  0.00          CL  
HETATM   14  C11 UNL     1      -1.455  -1.650  -0.081  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.867  -0.365   0.098  1.00  0.00           C  
HETATM   16  N2  UNL     1      -3.236   0.041  -0.105  1.00  0.00           N  
HETATM   17  N3  UNL     1      -3.689   0.444  -1.279  1.00  0.00           N  
HETATM   18  C13 UNL     1      -4.981   0.821  -1.447  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.874   0.799  -0.394  1.00  0.00           C  
HETATM   20  O1  UNL     1      -7.197   1.187  -0.568  1.00  0.00           O  
HETATM   21  N4  UNL     1      -5.397   0.387   0.795  1.00  0.00           N  
HETATM   22  C15 UNL     1      -4.103   0.019   0.922  1.00  0.00           C  
HETATM   23  O2  UNL     1      -3.683  -0.364   2.052  1.00  0.00           O  
HETATM   24  C16 UNL     1      -0.954   0.584   0.489  1.00  0.00           C  
HETATM   25  C17 UNL     1       0.358   0.200   0.689  1.00  0.00           C  
HETATM   26 CL3  UNL     1       1.463   1.486   1.196  1.00  0.00          CL  
HETATM   27  H1  UNL     1       2.389  -1.449   1.850  1.00  0.00           H  
HETATM   28  H2  UNL     1       2.284  -0.258  -1.694  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.808   1.527  -2.532  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.677   1.696   1.232  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.141  -0.102   2.074  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.162  -2.399  -0.387  1.00  0.00           H  
HETATM   33  H7  UNL     1      -5.356   1.153  -2.415  1.00  0.00           H  
HETATM   34  H8  UNL     1      -7.647   1.911  -0.014  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.278   1.605   0.632  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   11   27
CONECT    4    5    5   10
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8    9
CONECT    9   10   10   30
CONECT   10   31
CONECT   11   12   12   25
CONECT   12   13   14
CONECT   14   15   15   32
CONECT   15   16   24
CONECT   16   17   22
CONECT   17   18   18
CONECT   18   19   33
CONECT   19   20   21   21
CONECT   20   34
CONECT   21   22
CONECT   22   23   23
CONECT   24   25   25   35
CONECT   25   26
END

HMDB0251204
     RDKit          3D
Diclazuril
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.0896   -3.6781   -0.1818 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6821   -2.6772    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059   -1.3973    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -0.2961    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165    0.1544   -1.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    1.1576   -1.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320    1.7177   -0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9131    2.9765   -1.2803 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9276    1.2642    0.5860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    0.2670    1.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175   -1.0871    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119   -2.0137    0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3177   -3.6610   -0.1043 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4553   -1.6498   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8668   -0.3648    0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355    0.0415   -0.1052 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890    0.4439   -1.2792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9814    0.8213   -1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8741    0.7993   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1967    1.1867   -0.5685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3966    0.3868    0.7954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1030    0.0189    0.9223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6830   -0.3641    2.0517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544    0.5840    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577    0.2002    0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    1.4856    1.1959 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3893   -1.4490    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844   -0.2583   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8085    1.5271   -2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6765    1.6958    1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412   -0.1024    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623   -2.3986   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3558    1.1530   -2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6470    1.9109   -0.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    1.6051    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 15 24  1  0
 24 25  2  0
 25 26  1  0
 10  4  1  0
 25 11  1  0
 22 16  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 14 32  1  0
 18 33  1  0
 20 34  1  0
 24 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
R-64433SID50113287	ChEMBL
2,6-dichloro-alpha-(4-Chlorophenyl)-4-(4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)-yl)benzeneacetonitrile	MeSH
Clinacox	MeSH
Diclazuril	MeSH

Chemical Formula

C₁₇H₉Cl₃N₄O₂

Average Molecular Weight

407.64

Monoisotopic Molecular Weight

405.9791086

IUPAC Name

2-(4-chlorophenyl)-2-[2,6-dichloro-4-(5-hydroxy-3-oxo-2,3-dihydro-1,2,4-triazin-2-yl)phenyl]acetonitrile

Traditional Name

clinacox

CAS Registry Number

Not Available

SMILES

OC1=NC(=O)N(N=C1)C1=CC(Cl)=C(C(C#N)C2=CC=C(Cl)C=C2)C(Cl)=C1

InChI Identifier

InChI=1S/C17H9Cl3N4O2/c18-10-3-1-9(2-4-10)12(7-21)16-13(19)5-11(6-14(16)20)24-17(26)23-15(25)8-22-24/h1-6,8,12H,(H,23,25,26)

InChI Key

ZSZFUDFOPOMEET-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylacetonitriles. These are cyclic aromatic compounds containing a diphenylacetonitrile moiety, which consists of a diphenylmethane linked to and acetonitrile to form 2,2-diphenylacetonitrile.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylacetonitriles

Direct Parent

Diphenylacetonitriles

Alternative Parents

Substituents

Diphenylacetonitrile
Diphenylmethane
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
1,2,4-triazine
Triazine
Heteroaromatic compound
Lactam
Azacycle
Organoheterocyclic compound
Carbonitrile
Nitrile
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	3.94	ALOGPS
logP	4.6	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	-9.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.05 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.39 m³·mol⁻¹	ChemAxon
Polarizability	37.39 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]+	187.856	30932474
DeepCCS	[M-H]-	185.498	30932474
DeepCCS	[M-2H]-	219.335	30932474
DeepCCS	[M+Na]+	194.554	30932474
AllCCS	[M+H]+	185.1	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	187.7	32859911
AllCCS	[M+Na]+	188.4	32859911
AllCCS	[M-H]-	174.4	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	172.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diclazuril	OC1=NC(=O)N(N=C1)C1=CC(Cl)=C(C(C#N)C2=CC=C(Cl)C=C2)C(Cl)=C1	4278.7	Standard polar	33892256
Diclazuril	OC1=NC(=O)N(N=C1)C1=CC(Cl)=C(C(C#N)C2=CC=C(Cl)C=C2)C(Cl)=C1	3286.3	Standard non polar	33892256
Diclazuril	OC1=NC(=O)N(N=C1)C1=CC(Cl)=C(C(C#N)C2=CC=C(Cl)C=C2)C(Cl)=C1	3531.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diclazuril GC-MS (Non-derivatized) - 70eV, Positive	splash10-0r6r-0109000000-67f9c15dc6dda48ed80f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diclazuril GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diclazuril GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diclazuril GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril LC-ESI-qTof , Positive-QTOF	splash10-001i-0397000000-0e08dc88a42e413750ce	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril LC-ESI-QFT , negative-QTOF	splash10-0udi-0002900000-19f5be62e6ff385006f5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril LC-ESI-QFT , negative-QTOF	splash10-001i-0009000000-936755679c5395356f79	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril LC-ESI-QFT , negative-QTOF	splash10-001i-0049000000-cbfb6f78b658b26cf058	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril LC-ESI-QFT , negative-QTOF	splash10-006t-0091000000-49927893ec77b288542e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril LC-ESI-QFT , negative-QTOF	splash10-0079-0390000000-f30860756ac10cf48ba6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril LC-ESI-QFT , negative-QTOF	splash10-0f79-0920000000-249408083c15561d5b67	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril , positive-QTOF	splash10-001i-0079300000-e98ef7de288e67f2726c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril 60V, Negative-QTOF	splash10-006t-0091000000-49927893ec77b288542e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril 45V, Negative-QTOF	splash10-001i-0049000000-74a27ce9473844e6babc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril 30V, Negative-QTOF	splash10-001i-0009000000-81608d4239bc6d0e0907	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diclazuril 15V, Negative-QTOF	splash10-0udi-0002900000-19f5be62e6ff385006f5	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 10V, Positive-QTOF	splash10-0ab9-6004900000-d140995f96da0e1bff7b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 20V, Positive-QTOF	splash10-0a4i-2009200000-4d5615ef83301e20782e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 40V, Positive-QTOF	splash10-0a4i-2009000000-478accdd6681efc0e137	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 10V, Negative-QTOF	splash10-0006-9002000000-18eb43cd9739176b04d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 20V, Negative-QTOF	splash10-0ikc-7009100000-8e04b5ddf8b4803fd2d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 40V, Negative-QTOF	splash10-0006-9000000000-83b3557e9198fcc38b63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 10V, Positive-QTOF	splash10-0a4i-0000900000-a32f7652fbd75534fe73	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 20V, Positive-QTOF	splash10-0a4i-0002900000-3a5f5471548cb14f7faa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 40V, Positive-QTOF	splash10-0f89-0029000000-815560860ac88723ee4b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 10V, Negative-QTOF	splash10-0udi-0000900000-4b6eb53321091af17af8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 20V, Negative-QTOF	splash10-0udi-1003900000-7b9bc19f903f7fa0e0d2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diclazuril 40V, Negative-QTOF	splash10-053u-9004000000-5f6776f62a887ce1d53e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11398

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

Diclazuril

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Diclazuril (HMDB0251204)

MOL for HMDB0251204 (Diclazuril)

3D MOL for HMDB0251204 (Diclazuril)

3D SDF for HMDB0251204 (Diclazuril)

3D-SDF for HMDB0251204 (Diclazuril)

PDB for HMDB0251204 (Diclazuril)

3D PDB for HMDB0251204 (Diclazuril)

SMILES for HMDB0251204 (Diclazuril)

INCHI for HMDB0251204 (Diclazuril)

Structure for HMDB0251204 (Diclazuril)

3D Structure for HMDB0251204 (Diclazuril)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra