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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:08:20 UTC

Update Date

2021-09-26 23:12:24 UTC

HMDB ID

HMDB0256614

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pirprofen

Description

Pirprofen belongs to the class of organic compounds known as phenylpyrrolines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrroline ring through a CC or CN bond. Based on a literature review a small amount of articles have been published on Pirprofen. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pirprofen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pirprofen 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

HMDB0256614
     RDKit          3D
Pirprofen
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.6769    0.9761    0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1533    0.1309   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141   -1.1741   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746   -2.2259   -0.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910   -1.2183   -0.5047 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972    0.0660   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0592   -0.5621    0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3088   -0.5808    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    0.0124   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5178   -0.0116   -0.0506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562    1.0987    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5019    0.5424    0.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4442   -0.7802    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -1.2068   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730    0.6437   -1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450    1.4035   -2.4103 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9110    0.6552   -1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705    1.9735    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4619    0.5232    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686    1.1667    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4069    0.6887   -1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6256   -0.6500   -1.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353   -1.0279    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -1.0744    1.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8677    1.3057   -0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0089    1.9881    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2166    1.0925    1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0501   -1.4814    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777   -1.3466   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8153   -2.0958    0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523    1.1684   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  2  0
 17  6  1  0
 14 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
M  END

  Mrv1652306031606102D          

 17 18  0  0  0  0            999 V2000
    2.0367    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  9  1  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 12  5  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256614

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C(O)=O)C1=CC(Cl)=C(C=C1)N1CC=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C13H14ClNO2/c1-9(13(16)17)10-4-5-12(11(14)8-10)15-6-2-3-7-15/h2-5,8-9H,6-7H2,1H3,(H,16,17)

> <INCHI_KEY>
PIDSZXPFGCURGN-UHFFFAOYSA-N

> <FORMULA>
C13H14ClNO2

> <MOLECULAR_WEIGHT>
251.71

> <EXACT_MASS>
251.0713064

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.98458064515544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3-chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)phenyl]propanoic acid

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
3.2217596486666666

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.25073251676274

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2448528942801311

> <JCHEM_POLAR_SURFACE_AREA>
40.540000000000006

> <JCHEM_REFRACTIVITY>
69.52310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pirprofen

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256614
     RDKit          3D
Pirprofen
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.6769    0.9761    0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1533    0.1309   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141   -1.1741   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746   -2.2259   -0.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910   -1.2183   -0.5047 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972    0.0660   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0592   -0.5621    0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3088   -0.5808    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    0.0124   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5178   -0.0116   -0.0506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562    1.0987    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5019    0.5424    0.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4442   -0.7802    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -1.2068   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730    0.6437   -1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450    1.4035   -2.4103 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9110    0.6552   -1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705    1.9735    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4619    0.5232    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686    1.1667    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4069    0.6887   -1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6256   -0.6500   -1.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353   -1.0279    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -1.0744    1.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8677    1.3057   -0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0089    1.9881    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2166    1.0925    1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0501   -1.4814    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777   -1.3466   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8153   -2.0958    0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523    1.1684   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  2  0
 17  6  1  0
 14 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       3.802   6.815   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.366  -2.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.906  -2.485   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.802   3.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.802   2.195   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.890  -1.020   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.381  -1.020   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.469   3.735   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136   6.045   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.136   4.505   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.469   6.815   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       7.803   1.425   0.000  0.00  0.00          Cl+0
HETATM   15  N   UNK     0       5.136  -0.115   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       6.469   8.355   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.803   6.045   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    3    6                                                       
CONECT    3    2    7                                                       
CONECT    4    5   10                                                       
CONECT    5    4   12                                                       
CONECT    6    2   15                                                       
CONECT    7    3   15                                                       
CONECT    8   10   11                                                       
CONECT    9    1   10   13                                                  
CONECT   10    4    8    9                                                  
CONECT   11    8   12   14                                                  
CONECT   12    5   11   15                                                  
CONECT   13    9   16   17                                                  
CONECT   14   11                                                            
CONECT   15    6    7   12                                                  
CONECT   16   13                                                            
CONECT   17   13                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0256614
HETATM    1  C1  UNL     1       3.677   0.976   0.781  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.153   0.131  -0.368  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.814  -1.174  -0.386  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.175  -2.226  -0.300  1.00  0.00           O  
HETATM    5  O2  UNL     1       5.191  -1.218  -0.505  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.697   0.066  -0.240  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.059  -0.562   0.810  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.309  -0.581   0.861  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.098   0.012  -0.111  1.00  0.00           C  
HETATM   10  N1  UNL     1      -2.518  -0.012  -0.051  1.00  0.00           N  
HETATM   11  C8  UNL     1      -3.456   1.099   0.011  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.502   0.542   0.919  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.444  -0.780   0.898  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.341  -1.207  -0.038  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.473   0.644  -1.166  1.00  0.00           C  
HETATM   16 CL1  UNL     1      -1.445   1.403  -2.410  1.00  0.00          CL  
HETATM   17  C13 UNL     1       0.911   0.655  -1.205  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.171   1.974   0.680  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.462   0.523   1.761  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.769   1.167   0.664  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.407   0.689  -1.295  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.626  -0.650  -1.220  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.635  -1.028   1.573  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.776  -1.074   1.685  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.868   1.306  -0.998  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.009   1.988   0.493  1.00  0.00           H  
HETATM   27  H10 UNL     1      -5.217   1.093   1.519  1.00  0.00           H  
HETATM   28  H11 UNL     1      -5.050  -1.481   1.432  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.778  -1.347  -1.049  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.815  -2.096   0.325  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.352   1.168  -2.061  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    6   21
CONECT    3    4    4    5
CONECT    5   22
CONECT    6    7    7   17
CONECT    7    8   23
CONECT    8    9    9   24
CONECT    9   10   15
CONECT   10   11   14
CONECT   11   12   25   26
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   29   30
CONECT   15   16   17   17
CONECT   17   31
END

HMDB0256614
     RDKit          3D
Pirprofen
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.6769    0.9761    0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1533    0.1309   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8141   -1.1741   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746   -2.2259   -0.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1910   -1.2183   -0.5047 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972    0.0660   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0592   -0.5621    0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3088   -0.5808    0.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979    0.0124   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5178   -0.0116   -0.0506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4562    1.0987    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5019    0.5424    0.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4442   -0.7802    0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -1.2068   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730    0.6437   -1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450    1.4035   -2.4103 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9110    0.6552   -1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705    1.9735    0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4619    0.5232    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686    1.1667    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4069    0.6887   -1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6256   -0.6500   -1.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353   -1.0279    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -1.0744    1.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8677    1.3057   -0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0089    1.9881    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2166    1.0925    1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0501   -1.4814    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777   -1.3466   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8153   -2.0958    0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523    1.1684   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  2  0
 17  6  1  0
 14 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Rengasil	MeSH
2-(3-chloro-4-(3-Pyrroli-1-yl)phenyl)propionic acid	MeSH
2-[3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)phenyl]propanoate	Generator

Chemical Formula

C₁₃H₁₄ClNO₂

Average Molecular Weight

251.71

Monoisotopic Molecular Weight

251.0713064

IUPAC Name

2-[3-chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)phenyl]propanoic acid

Traditional Name

pirprofen

CAS Registry Number

Not Available

SMILES

CC(C(O)=O)C1=CC(Cl)=C(C=C1)N1CC=CC1

InChI Identifier

InChI=1S/C13H14ClNO2/c1-9(13(16)17)10-4-5-12(11(14)8-10)15-6-2-3-7-15/h2-5,8-9H,6-7H2,1H3,(H,16,17)

InChI Key

PIDSZXPFGCURGN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrrolines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrroline ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolines

Sub Class

Phenylpyrrolines

Direct Parent

Phenylpyrrolines

Alternative Parents

Substituents

1-phenylpyrroline
2-phenylpropanoic-acid
Aniline or substituted anilines
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Pyrrole
Amino acid or derivatives
Amino acid
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen 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)

Source

Exogenous

Exogenous (HMDB: HMDB0256614)

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	3.81	ALOGPS
logP	3.22	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	4.25	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.52 m³·mol⁻¹	ChemAxon
Polarizability	25.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	158.912	30932474
DeepCCS	[M-H]-	156.554	30932474
DeepCCS	[M-2H]-	189.531	30932474
DeepCCS	[M+Na]+	165.005	30932474
AllCCS	[M+H]+	154.4	32859911
AllCCS	[M+H-H2O]+	150.6	32859911
AllCCS	[M+NH4]+	157.9	32859911
AllCCS	[M+Na]+	158.9	32859911
AllCCS	[M-H]-	156.7	32859911
AllCCS	[M+Na-2H]-	156.6	32859911
AllCCS	[M+HCOO]-	156.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pirprofen	CC(C(O)=O)C1=CC(Cl)=C(C=C1)N1CC=CC1	2986.0	Standard polar	33892256
Pirprofen	CC(C(O)=O)C1=CC(Cl)=C(C=C1)N1CC=CC1	2020.9	Standard non polar	33892256
Pirprofen	CC(C(O)=O)C1=CC(Cl)=C(C=C1)N1CC=CC1	2083.7	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 - Pirprofen GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3390000000-5a6a0bc09fb6bcc3b935	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirprofen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirprofen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirprofen GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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 - Pirprofen 10V, Positive-QTOF	splash10-0udi-0090000000-cd1dfb80a4429a0abb53	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirprofen 20V, Positive-QTOF	splash10-0pc0-1490000000-6a1007aa2baed28b32d5	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirprofen 40V, Positive-QTOF	splash10-0fcc-5910000000-b3537f40d389cdc917bd	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirprofen 10V, Negative-QTOF	splash10-0udi-0090000000-5012c59e4073adb357ec	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirprofen 20V, Negative-QTOF	splash10-0pvi-4290000000-325a6e5d8f287d305ff6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pirprofen 40V, Negative-QTOF	splash10-07kr-7910000000-c2d62566700f5dd9b0f3	2017-07-26	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

DB13722

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

33051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pirprofen

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 Pirprofen (HMDB0256614)

MOL for HMDB0256614 (Pirprofen)

3D MOL for HMDB0256614 (Pirprofen)

3D SDF for HMDB0256614 (Pirprofen)

3D-SDF for HMDB0256614 (Pirprofen)

PDB for HMDB0256614 (Pirprofen)

3D PDB for HMDB0256614 (Pirprofen)

SMILES for HMDB0256614 (Pirprofen)

INCHI for HMDB0256614 (Pirprofen)

Structure for HMDB0256614 (Pirprofen)

3D Structure for HMDB0256614 (Pirprofen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra