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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:20:38 UTC

Update Date

2021-09-26 23:07:58 UTC

HMDB ID

HMDB0254157

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lonazolac

Description

Lonazolac, also known as argun or irriten, belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group. Based on a literature review a significant number of articles have been published on Lonazolac. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lonazolac is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lonazolac 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

HMDB0254157
     RDKit          3D
Lonazolac
 35 37  0  0  0  0  0  0  0  0999 V2000
   -1.3238   -2.5490   -1.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7128   -2.9603   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417   -4.0700   -0.1012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629   -2.2268    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -1.1052    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9928   -1.0757    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4662    0.0818    0.3458 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8358    0.5094    0.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    1.8097   -0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    2.2767   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4718    1.4034    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1737    0.1002    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690   -0.3560    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    0.7756   -0.0433 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349    0.1140    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    0.6122   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    0.5640    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939    1.0523    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512    1.5916   -1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1526    2.1883   -1.4859 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839    1.6529   -1.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2371    1.1634   -1.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625   -4.8225    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7168   -3.0069    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -1.9857    1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637   -1.8919    1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3458    2.5091   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6049    3.3066   -0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822    1.7847    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0126   -0.5565    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6593   -1.3764    0.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0872    0.1636    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2176    0.9963    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    2.0820   -2.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316    1.2450   -2.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  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
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15  5  1  0
 22 16  1  0
 13  8  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
M  END


  Mrv1572004221605082D          

 22 24  0  0  0  0            999 V2000
    0.5450   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2754   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    2.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3874    1.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7304    3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720    1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3435    2.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1282    2.8250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15  4  2  0  0  0  0
 15  5  1  0  0  0  0
 16 10  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 17  2  0  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 16  2  0  0  0  0
 22 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254157

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1=CN(N=C1C1=CC=C(Cl)C=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H13ClN2O2/c18-14-8-6-12(7-9-14)17-13(10-16(21)22)11-20(19-17)15-4-2-1-3-5-15/h1-9,11H,10H2,(H,21,22)

> <INCHI_KEY>
XVUQHFRQHBLHQD-UHFFFAOYSA-N

> <FORMULA>
C17H13ClN2O2

> <MOLECULAR_WEIGHT>
312.75

> <EXACT_MASS>
312.0665554

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.24618312256422

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl]acetic acid

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
4.3339329756666665

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.311391619324394

> <JCHEM_PKA_STRONGEST_BASIC>
1.8885032961180543

> <JCHEM_POLAR_SURFACE_AREA>
55.120000000000005

> <JCHEM_REFRACTIVITY>
85.29629999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lonazolac

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254157
     RDKit          3D
Lonazolac
 35 37  0  0  0  0  0  0  0  0999 V2000
   -1.3238   -2.5490   -1.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7128   -2.9603   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417   -4.0700   -0.1012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629   -2.2268    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -1.1052    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9928   -1.0757    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4662    0.0818    0.3458 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8358    0.5094    0.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    1.8097   -0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    2.2767   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4718    1.4034    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1737    0.1002    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690   -0.3560    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    0.7756   -0.0433 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349    0.1140    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    0.6122   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    0.5640    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939    1.0523    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512    1.5916   -1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1526    2.1883   -1.4859 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839    1.6529   -1.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2371    1.1634   -1.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625   -4.8225    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7168   -3.0069    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -1.9857    1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637   -1.8919    1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3458    2.5091   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6049    3.3066   -0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822    1.7847    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0126   -0.5565    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6593   -1.3764    0.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0872    0.1636    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2176    0.9963    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    2.0820   -2.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316    1.2450   -2.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  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
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15  5  1  0
 22 16  1  0
 13  8  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       1.017  -1.832   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.644  -0.426   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.514  -1.993   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.739   0.820   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.419  -0.748   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.499   5.352   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.323   2.815   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.963   5.828   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.788   3.291   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.468   5.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.179   3.846   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.108   4.797   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.793   0.659   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.134   6.585   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.714   3.370   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      -9.573   5.273   0.000  0.00  0.00          Cl+0
HETATM   19  N   UNK     0      -3.238   1.905   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -1.698   1.905   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       0.199   5.815   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.134   8.125   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   15                                                       
CONECT    5    3   15                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   13   16                                                       
CONECT   11   13   20                                                       
CONECT   12    6    7   17                                                  
CONECT   13   10   11   17                                                  
CONECT   14    8    9   18                                                  
CONECT   15    4    5   20                                                  
CONECT   16   10   21   22                                                  
CONECT   17   12   13   19                                                  
CONECT   18   14                                                            
CONECT   19   17   20                                                       
CONECT   20   11   15   19                                                  
CONECT   21   16                                                            
CONECT   22   16                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0254157
HETATM    1  O1  UNL     1      -1.324  -2.549  -1.305  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.713  -2.960  -0.191  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.542  -4.070  -0.101  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.263  -2.227   1.041  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.403  -1.105   0.664  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.993  -1.076   0.785  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.466   0.082   0.346  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.836   0.509   0.298  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.138   1.810  -0.046  1.00  0.00           C  
HETATM   10  C7  UNL     1       4.433   2.277  -0.108  1.00  0.00           C  
HETATM   11  C8  UNL     1       5.472   1.403   0.187  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.174   0.100   0.533  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.869  -0.356   0.591  1.00  0.00           C  
HETATM   14  N2  UNL     1       0.439   0.776  -0.043  1.00  0.00           N  
HETATM   15  C11 UNL     1      -0.735   0.114   0.122  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.056   0.612  -0.230  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.147   0.564   0.598  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.394   1.052   0.194  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.551   1.592  -1.044  1.00  0.00           C  
HETATM   20 CL1  UNL     1      -6.153   2.188  -1.486  1.00  0.00          CL  
HETATM   21  C16 UNL     1      -3.484   1.653  -1.888  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.237   1.163  -1.482  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.262  -4.823   0.512  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.717  -3.007   1.621  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.163  -1.986   1.615  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.564  -1.892   1.182  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.346   2.509  -0.281  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.605   3.307  -0.384  1.00  0.00           H  
HETATM   29  H7  UNL     1       6.482   1.785   0.134  1.00  0.00           H  
HETATM   30  H8  UNL     1       6.013  -0.556   0.758  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.659  -1.376   0.863  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.087   0.164   1.577  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.218   0.996   0.866  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.608   2.082  -2.873  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.432   1.245  -2.207  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   24   25
CONECT    5    6    6   15
CONECT    6    7   26
CONECT    7    8   14
CONECT    8    9    9   13
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   31
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   17   22
CONECT   17   18   32
CONECT   18   19   19   33
CONECT   19   20   21
CONECT   21   22   22   34
CONECT   22   35
END

HMDB0254157
     RDKit          3D
Lonazolac
 35 37  0  0  0  0  0  0  0  0999 V2000
   -1.3238   -2.5490   -1.3048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7128   -2.9603   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417   -4.0700   -0.1012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629   -2.2268    1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -1.1052    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9928   -1.0757    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4662    0.0818    0.3458 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8358    0.5094    0.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    1.8097   -0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4327    2.2767   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4718    1.4034    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1737    0.1002    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690   -0.3560    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    0.7756   -0.0433 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7349    0.1140    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    0.6122   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1471    0.5640    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939    1.0523    0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512    1.5916   -1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1526    2.1883   -1.4859 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4839    1.6529   -1.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2371    1.1634   -1.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625   -4.8225    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7168   -3.0069    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -1.9857    1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5637   -1.8919    1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3458    2.5091   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6049    3.3066   -0.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4822    1.7847    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0126   -0.5565    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6593   -1.3764    0.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0872    0.1636    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2176    0.9963    0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    2.0820   -2.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316    1.2450   -2.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  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
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15  5  1  0
 22 16  1  0
 13  8  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(p-Chlorophenyl)-1-phenylpyrazole-4-acetic acid	ChEBI
Lonazolaco	ChEBI
Lonazolacum	ChEBI
3-(p-Chlorophenyl)-1-phenylpyrazole-4-acetate	Generator
3-(4-Chlorophenyl)-1-phenylpyrazole-4-acetic acid	MeSH
Argun	MeSH
Irriten	MeSH
Lonazolac calcium	MeSH
Lonazolac calcium salt	MeSH
2-[3-(4-Chlorophenyl)-1-phenylpyrazol-4-yl]acetate	Generator
Merckle brand OF lonazolac calcium salt	MeSH
Lonazolac	MeSH

Chemical Formula

C₁₇H₁₃ClN₂O₂

Average Molecular Weight

312.75

Monoisotopic Molecular Weight

312.0665554

IUPAC Name

2-[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl]acetic acid

Traditional Name

lonazolac

CAS Registry Number

Not Available

SMILES

OC(=O)CC1=CN(N=C1C1=CC=C(Cl)C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H13ClN2O2/c18-14-8-6-12(7-9-14)17-13(10-16(21)22)11-20(19-17)15-4-2-1-3-5-15/h1-9,11H,10H2,(H,21,22)

InChI Key

XVUQHFRQHBLHQD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organochloride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazoles (CHEBI:76164 )
monocarboxylic acid (CHEBI:76164 )
monochlorobenzenes (CHEBI:76164 )

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	4.01	ALOGPS
logP	4.33	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.31	ChemAxon
pKa (Strongest Basic)	1.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.3 m³·mol⁻¹	ChemAxon
Polarizability	32.25 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]+	168.785	30932474
DeepCCS	[M-H]-	166.427	30932474
DeepCCS	[M-2H]-	199.768	30932474
DeepCCS	[M+Na]+	174.995	30932474
AllCCS	[M+H]+	169.8	32859911
AllCCS	[M+H-H2O]+	166.4	32859911
AllCCS	[M+NH4]+	172.9	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	169.2	32859911
AllCCS	[M+Na-2H]-	168.2	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lonazolac	OC(=O)CC1=CN(N=C1C1=CC=C(Cl)C=C1)C1=CC=CC=C1	4292.5	Standard polar	33892256
Lonazolac	OC(=O)CC1=CN(N=C1C1=CC=C(Cl)C=C1)C1=CC=CC=C1	2656.1	Standard non polar	33892256
Lonazolac	OC(=O)CC1=CN(N=C1C1=CC=C(Cl)C=C1)C1=CC=CC=C1	2836.3	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 - Lonazolac GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1590000000-6755fc0ed9b6684d9f57	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lonazolac GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lonazolac GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lonazolac GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 10V, Positive-QTOF	splash10-03dj-0079000000-82f18feae25a303ccb69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 20V, Positive-QTOF	splash10-06r2-0192000000-3257882971ee049019f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 40V, Positive-QTOF	splash10-01ox-4950000000-4e4ec2bdd80d1ae4ece7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 10V, Negative-QTOF	splash10-03xr-0059000000-07ae5f5f48ad9ea3bf2b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 20V, Negative-QTOF	splash10-0900-0194000000-b3415e4a529e637e4319	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 40V, Negative-QTOF	splash10-00n3-3590000000-934f11e0c1a7e7ae6b16	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 10V, Positive-QTOF	splash10-03dj-0049000000-68472ebdcecdf2924b75	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 20V, Positive-QTOF	splash10-03di-0019000000-0d563d8bbc0f52977053	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 40V, Positive-QTOF	splash10-0iki-0900000000-2cf3697432f5fac62355	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 10V, Negative-QTOF	splash10-02t9-0097000000-cc8c104c26be6f30f69d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 20V, Negative-QTOF	splash10-03xr-0089000000-24cd172dd17fb88928b9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lonazolac 40V, Negative-QTOF	splash10-01qi-1920000000-ef4a0cde79a879ba1144	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

DB13432

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

61957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lonazolac

METLIN ID

Not Available

PubChem Compound

68706

PDB ID

Not Available

ChEBI ID

76164

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 Lonazolac (HMDB0254157)

MOL for HMDB0254157 (Lonazolac)

3D MOL for HMDB0254157 (Lonazolac)

3D SDF for HMDB0254157 (Lonazolac)

3D-SDF for HMDB0254157 (Lonazolac)

PDB for HMDB0254157 (Lonazolac)

3D PDB for HMDB0254157 (Lonazolac)

SMILES for HMDB0254157 (Lonazolac)

INCHI for HMDB0254157 (Lonazolac)

Structure for HMDB0254157 (Lonazolac)

3D Structure for HMDB0254157 (Lonazolac)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra