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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:07:15 UTC

Update Date

2021-09-26 23:12:22 UTC

HMDB ID

HMDB0256597

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pirifibrate

Description

[6-(hydroxymethyl)pyridin-2-yl]methyl 2-(4-chlorophenoxy)-2-methylpropanoate belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative. Based on a literature review very few articles have been published on [6-(hydroxymethyl)pyridin-2-yl]methyl 2-(4-chlorophenoxy)-2-methylpropanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pirifibrate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pirifibrate 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

HMDB0256597
     RDKit          3D
Pirifibrate
 41 42  0  0  0  0  0  0  0  0999 V2000
    1.3740   -1.6806   -1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -1.4154    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910   -2.6367    0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237   -1.3764    0.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747   -0.6140    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7675   -1.0028   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8552   -0.2594   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939    0.9046   -0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5722    1.8820   -1.0303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4332    1.3052    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428    0.5450    0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656   -0.2732    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1527    0.7172    1.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857   -0.2561    0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.7832    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085    0.5048    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -0.6588   -0.5659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -0.9140   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2876   -0.0138   -0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0771    1.1538   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1872    2.1335    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8636    1.8266    1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8383    1.3778    0.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -2.5022   -1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430   -0.7803   -1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -2.0631   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9192   -2.3382    2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6240   -3.5234    0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -2.7782    0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408   -1.9126   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731   -0.5423   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7046    2.2270    1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8004    0.9105    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523    1.7675    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5544    0.9189    1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -1.3298   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -1.8350   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2898   -0.2131   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8933    2.1444   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7189    3.1294    0.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2993    1.9839    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 11  5  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END


  Mrv1652309112119072D          

 23 24  0  0  0  0            999 V2000
    1.8414   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    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
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 N   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
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256597

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCC1=CC=CC(CO)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C17H18ClNO4/c1-17(2,23-15-8-6-12(18)7-9-15)16(21)22-11-14-5-3-4-13(10-20)19-14/h3-9,20H,10-11H2,1-2H3

> <INCHI_KEY>
YJBIJSVYPHRVCI-UHFFFAOYSA-N

> <FORMULA>
C17H18ClNO4

> <MOLECULAR_WEIGHT>
335.78

> <EXACT_MASS>
335.0924358

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.3804417946718

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[6-(hydroxymethyl)pyridin-2-yl]methyl 2-(4-chlorophenoxy)-2-methylpropanoate

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
2.9474214230000007

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.19910120077705

> <JCHEM_PKA_STRONGEST_BASIC>
3.348714765194219

> <JCHEM_POLAR_SURFACE_AREA>
68.65

> <JCHEM_REFRACTIVITY>
85.6141

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[6-(hydroxymethyl)pyridin-2-yl]methyl 2-(4-chlorophenoxy)-2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256597
     RDKit          3D
Pirifibrate
 41 42  0  0  0  0  0  0  0  0999 V2000
    1.3740   -1.6806   -1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -1.4154    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910   -2.6367    0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237   -1.3764    0.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747   -0.6140    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7675   -1.0028   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8552   -0.2594   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939    0.9046   -0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5722    1.8820   -1.0303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4332    1.3052    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428    0.5450    0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656   -0.2732    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1527    0.7172    1.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857   -0.2561    0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.7832    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085    0.5048    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -0.6588   -0.5659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -0.9140   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2876   -0.0138   -0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0771    1.1538   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1872    2.1335    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8636    1.8266    1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8383    1.3778    0.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -2.5022   -1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430   -0.7803   -1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -2.0631   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9192   -2.3382    2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6240   -3.5234    0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -2.7782    0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408   -1.9126   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731   -0.5423   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7046    2.2270    1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8004    0.9105    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523    1.7675    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5544    0.9189    1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -1.3298   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -1.8350   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2898   -0.2131   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8933    2.1444   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7189    3.1294    0.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2993    1.9839    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 11  5  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       3.437  -1.746   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.897  -4.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.001  -8.470   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.667 -10.780   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4   16                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12    8                                                       
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16    2   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0256597
HETATM    1  C1  UNL     1       1.374  -1.681  -1.191  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.609  -1.415   0.281  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.991  -2.637   0.995  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.924  -1.376   0.653  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.975  -0.614   0.293  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.767  -1.003  -0.795  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.855  -0.259  -1.205  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.194   0.905  -0.541  1.00  0.00           C  
HETATM    9 CL1  UNL     1       7.572   1.882  -1.030  1.00  0.00          CL  
HETATM   10  C8  UNL     1       5.433   1.305   0.527  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.343   0.545   0.925  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.766  -0.273   0.688  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.153   0.717   1.348  1.00  0.00           O  
HETATM   14  O3  UNL     1      -0.586  -0.256   0.328  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.452   0.783   0.671  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.809   0.505   0.144  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.008  -0.659  -0.566  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.271  -0.914  -1.055  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.288  -0.014  -0.825  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.077   1.154  -0.110  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.187   2.133   0.139  1.00  0.00           C  
HETATM   22  O4  UNL     1      -6.864   1.827   1.332  1.00  0.00           O  
HETATM   23  N1  UNL     1      -3.838   1.378   0.355  1.00  0.00           N  
HETATM   24  H1  UNL     1       2.025  -2.502  -1.566  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.443  -0.780  -1.812  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.332  -2.063  -1.274  1.00  0.00           H  
HETATM   27  H4  UNL     1       0.919  -2.338   2.064  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.624  -3.523   0.880  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.055  -2.778   0.649  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.541  -1.913  -1.351  1.00  0.00           H  
HETATM   31  H8  UNL     1       6.473  -0.542  -2.036  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.705   2.227   1.050  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.800   0.911   1.768  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.052   1.768   0.295  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.554   0.919   1.768  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.169  -1.330  -0.715  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.407  -1.835  -1.611  1.00  0.00           H  
HETATM   38  H15 UNL     1      -6.290  -0.213  -1.211  1.00  0.00           H  
HETATM   39  H16 UNL     1      -6.893   2.144  -0.692  1.00  0.00           H  
HETATM   40  H17 UNL     1      -5.719   3.129   0.314  1.00  0.00           H  
HETATM   41  H18 UNL     1      -6.299   1.984   2.121  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   12
CONECT    3   27   28   29
CONECT    4    5
CONECT    5    6    6   11
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9   10
CONECT   10   11   11   32
CONECT   11   33
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   34   35
CONECT   16   17   17   23
CONECT   17   18   36
CONECT   18   19   19   37
CONECT   19   20   38
CONECT   20   21   23   23
CONECT   21   22   39   40
CONECT   22   41
END

HMDB0256597
     RDKit          3D
Pirifibrate
 41 42  0  0  0  0  0  0  0  0999 V2000
    1.3740   -1.6806   -1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -1.4154    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910   -2.6367    0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9237   -1.3764    0.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747   -0.6140    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7675   -1.0028   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8552   -0.2594   -1.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939    0.9046   -0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5722    1.8820   -1.0303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4332    1.3052    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3428    0.5450    0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656   -0.2732    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1527    0.7172    1.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857   -0.2561    0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.7832    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8085    0.5048    0.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -0.6588   -0.5659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -0.9140   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2876   -0.0138   -0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0771    1.1538   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1872    2.1335    0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8636    1.8266    1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8383    1.3778    0.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -2.5022   -1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430   -0.7803   -1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -2.0631   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9192   -2.3382    2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6240   -3.5234    0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -2.7782    0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408   -1.9126   -1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731   -0.5423   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7046    2.2270    1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8004    0.9105    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523    1.7675    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5544    0.9189    1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -1.3298   -0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -1.8350   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2898   -0.2131   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8933    2.1444   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7189    3.1294    0.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2993    1.9839    2.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 11  5  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[6-(Hydroxymethyl)pyridin-2-yl]methyl 2-(4-chlorophenoxy)-2-methylpropanoic acid	Generator
Pirifibric acid	Generator
(6-(Hydroxymethyl)-2-pyridyl)methyl-2-(4-chlorophenoxy)-2-methyl-propionate hydrochloride	MeSH
Bratenol	MeSH

Chemical Formula

C₁₇H₁₈ClNO₄

Average Molecular Weight

335.78

Monoisotopic Molecular Weight

335.0924358

IUPAC Name

[6-(hydroxymethyl)pyridin-2-yl]methyl 2-(4-chlorophenoxy)-2-methylpropanoate

Traditional Name

[6-(hydroxymethyl)pyridin-2-yl]methyl 2-(4-chlorophenoxy)-2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCC1=CC=CC(CO)=N1

InChI Identifier

InChI=1S/C17H18ClNO4/c1-17(2,23-15-8-6-12(18)7-9-15)16(21)22-11-14-5-3-4-13(10-20)19-14/h3-9,20H,10-11H2,1-2H3

InChI Key

YJBIJSVYPHRVCI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxyacetic acid derivatives

Direct Parent

Phenoxyacetic acid derivatives

Alternative Parents

Substituents

Phenoxyacetate
Phenoxy compound
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Pyridine
Heteroaromatic compound
Carboxylic acid ester
Carboxylic acid derivative
Ether
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organochloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic alcohol
Primary alcohol
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	3.56	ALOGPS
logP	2.95	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.2	ChemAxon
pKa (Strongest Basic)	3.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.65 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	85.61 m³·mol⁻¹	ChemAxon
Polarizability	34.38 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]+	177.775	30932474
DeepCCS	[M-H]-	175.417	30932474
DeepCCS	[M-2H]-	208.303	30932474
DeepCCS	[M+Na]+	183.868	30932474
AllCCS	[M+H]+	177.1	32859911
AllCCS	[M+H-H2O]+	173.9	32859911
AllCCS	[M+NH4]+	180.1	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	178.8	32859911
AllCCS	[M+HCOO]-	178.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pirifibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCC1=CC=CC(CO)=N1	3368.8	Standard polar	33892256
Pirifibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCC1=CC=CC(CO)=N1	2461.2	Standard non polar	33892256
Pirifibrate	CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCC1=CC=CC(CO)=N1	2445.4	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 - Pirifibrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-2901000000-443afcad1423995a1a95	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirifibrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirifibrate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirifibrate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

61970

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

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 Pirifibrate (HMDB0256597)

MOL for HMDB0256597 (Pirifibrate)

3D MOL for HMDB0256597 (Pirifibrate)

3D SDF for HMDB0256597 (Pirifibrate)

3D-SDF for HMDB0256597 (Pirifibrate)

PDB for HMDB0256597 (Pirifibrate)

3D PDB for HMDB0256597 (Pirifibrate)

SMILES for HMDB0256597 (Pirifibrate)

INCHI for HMDB0256597 (Pirifibrate)

Structure for HMDB0256597 (Pirifibrate)

3D Structure for HMDB0256597 (Pirifibrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra