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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:07:33 UTC

Update Date

2021-09-26 23:12:23 UTC

HMDB ID

HMDB0256602

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pirinixil

Description

Pirinixil belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine. Based on a literature review very few articles have been published on Pirinixil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pirinixil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pirinixil 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

HMDB0256602
     RDKit          3D
Pirinixil
 43 44  0  0  0  0  0  0  0  0999 V2000
   -7.2252    0.6125   -0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8706    0.7605    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7020    1.4778    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4695    1.6603    1.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3267    1.1201    1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4566    0.4118    0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827   -0.0988   -0.5404 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671   -0.4321   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6157   -0.5178    1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7357   -0.7959    1.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2669   -0.8929    3.0590 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -0.9820    0.3687 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -0.9032   -0.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3226   -1.1545   -2.2715 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535   -1.4783   -1.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4450   -0.2528   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7301    0.7874   -0.8711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322   -0.2716   -0.3461 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2774    0.8939    0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6797    0.5623    0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691    0.2243   -0.2323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132   -0.6385   -1.1244 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7345    0.2517   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8847   -0.5095   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4632    1.4301   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4868   -0.3858   -0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9552    0.7799    0.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5804    1.9009    1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3392    2.2201    2.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3731    1.3257    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534   -0.2917   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488   -0.4245    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217   -1.8606   -2.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8861   -2.2773   -0.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3001   -1.1362   -0.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3524    1.7369   -0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6160    1.2406    1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -0.2360    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0841    1.5222    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5824    1.0335   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953   -0.7944   -1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3094   -1.4740   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966    0.1166   -2.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 13 22  2  0
  6 23  2  0
 23 24  1  0
 23  2  1  0
 22  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  9 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
M  END

  Mrv1652309112119072D          

 24 25  0  0  0  0            999 V2000
   -2.1434   -1.2375    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   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 N   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 Cl  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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 23  1  0  0  0  0
  3 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256602

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C)C(NC2=CC(Cl)=NC(SCC(=O)NCCO)=N2)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H19ClN4O2S/c1-10-4-3-5-12(11(10)2)19-14-8-13(17)20-16(21-14)24-9-15(23)18-6-7-22/h3-5,8,22H,6-7,9H2,1-2H3,(H,18,23)(H,19,20,21)

> <INCHI_KEY>
RZCKTPORLKUFGY-UHFFFAOYSA-N

> <FORMULA>
C16H19ClN4O2S

> <MOLECULAR_WEIGHT>
366.86

> <EXACT_MASS>
366.0917247

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
37.8960207674974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-({4-chloro-6-[(2,3-dimethylphenyl)amino]pyrimidin-2-yl}sulfanyl)-N-(2-hydroxyethyl)acetamide

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.1354674090000003

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.239380776541601

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.257292333111035

> <JCHEM_PKA_STRONGEST_BASIC>
2.293435286337652

> <JCHEM_POLAR_SURFACE_AREA>
87.14

> <JCHEM_REFRACTIVITY>
99.41879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({4-chloro-6-[(2,3-dimethylphenyl)amino]pyrimidin-2-yl}sulfanyl)-N-(2-hydroxyethyl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256602
     RDKit          3D
Pirinixil
 43 44  0  0  0  0  0  0  0  0999 V2000
   -7.2252    0.6125   -0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8706    0.7605    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7020    1.4778    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4695    1.6603    1.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3267    1.1201    1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4566    0.4118    0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827   -0.0988   -0.5404 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671   -0.4321   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6157   -0.5178    1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7357   -0.7959    1.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2669   -0.8929    3.0590 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -0.9820    0.3687 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -0.9032   -0.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3226   -1.1545   -2.2715 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535   -1.4783   -1.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4450   -0.2528   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7301    0.7874   -0.8711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322   -0.2716   -0.3461 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2774    0.8939    0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6797    0.5623    0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691    0.2243   -0.2323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132   -0.6385   -1.1244 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7345    0.2517   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8847   -0.5095   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4632    1.4301   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4868   -0.3858   -0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9552    0.7799    0.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5804    1.9009    1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3392    2.2201    2.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3731    1.3257    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534   -0.2917   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488   -0.4245    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217   -1.8606   -2.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8861   -2.2773   -0.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3001   -1.1362   -0.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3524    1.7369   -0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6160    1.2406    1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -0.2360    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0841    1.5222    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5824    1.0335   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953   -0.7944   -1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3094   -1.4740   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966    0.1166   -2.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 13 22  2  0
  6 23  2  0
 23 24  1  0
 23  2  1  0
 22  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  9 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  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      -4.001  -2.310   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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   15  S   UNK     0       4.001   2.310   0.000  0.00  0.00           S+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       8.002   1.540   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   23 Cl   UNK     0      -1.334   2.310   0.000  0.00  0.00          Cl+0
HETATM   24  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    4    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   23                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   11                                                            
CONECT   24    3                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0256602
HETATM    1  C1  UNL     1      -7.225   0.613  -0.327  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.871   0.760   0.207  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.702   1.478   1.395  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.469   1.660   1.954  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.327   1.120   1.334  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.457   0.412   0.172  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.383  -0.099  -0.540  1.00  0.00           N  
HETATM    8  C7  UNL     1      -1.067  -0.432  -0.159  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.616  -0.518   1.131  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.736  -0.796   1.379  1.00  0.00           C  
HETATM   11 CL1  UNL     1       1.267  -0.893   3.059  1.00  0.00          CL  
HETATM   12  N2  UNL     1       1.596  -0.982   0.369  1.00  0.00           N  
HETATM   13  C10 UNL     1       1.167  -0.903  -0.902  1.00  0.00           C  
HETATM   14  S1  UNL     1       2.323  -1.155  -2.272  1.00  0.00           S  
HETATM   15  C11 UNL     1       3.953  -1.478  -1.608  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.445  -0.253  -0.928  1.00  0.00           C  
HETATM   17  O1  UNL     1       3.730   0.787  -0.871  1.00  0.00           O  
HETATM   18  N3  UNL     1       5.732  -0.272  -0.346  1.00  0.00           N  
HETATM   19  C13 UNL     1       6.277   0.894   0.334  1.00  0.00           C  
HETATM   20  C14 UNL     1       7.680   0.562   0.854  1.00  0.00           C  
HETATM   21  O2  UNL     1       8.469   0.224  -0.232  1.00  0.00           O  
HETATM   22  N4  UNL     1      -0.113  -0.638  -1.124  1.00  0.00           N  
HETATM   23  C15 UNL     1      -4.734   0.252  -0.363  1.00  0.00           C  
HETATM   24  C16 UNL     1      -4.885  -0.509  -1.616  1.00  0.00           C  
HETATM   25  H1  UNL     1      -7.463   1.430  -1.065  1.00  0.00           H  
HETATM   26  H2  UNL     1      -7.487  -0.386  -0.712  1.00  0.00           H  
HETATM   27  H3  UNL     1      -7.955   0.780   0.516  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.580   1.901   1.886  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.339   2.220   2.881  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.373   1.326   1.787  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.553  -0.292  -1.606  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.249  -0.424   1.975  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.622  -1.861  -2.378  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.886  -2.277  -0.822  1.00  0.00           H  
HETATM   35  H11 UNL     1       6.300  -1.136  -0.405  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.352   1.737  -0.397  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.616   1.241   1.141  1.00  0.00           H  
HETATM   38  H14 UNL     1       7.632  -0.236   1.597  1.00  0.00           H  
HETATM   39  H15 UNL     1       8.084   1.522   1.288  1.00  0.00           H  
HETATM   40  H16 UNL     1       8.582   1.034  -0.791  1.00  0.00           H  
HETATM   41  H17 UNL     1      -5.895  -0.794  -1.885  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.309  -1.474  -1.487  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.397   0.117  -2.419  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3   23
CONECT    3    4   28
CONECT    4    5    5   29
CONECT    5    6   30
CONECT    6    7   23   23
CONECT    7    8   31
CONECT    8    9    9   22
CONECT    9   10   32
CONECT   10   11   12   12
CONECT   12   13
CONECT   13   14   22   22
CONECT   14   15
CONECT   15   16   33   34
CONECT   16   17   17   18
CONECT   18   19   35
CONECT   19   20   36   37
CONECT   20   21   38   39
CONECT   21   40
CONECT   23   24
CONECT   24   41   42   43
END

HMDB0256602
     RDKit          3D
Pirinixil
 43 44  0  0  0  0  0  0  0  0999 V2000
   -7.2252    0.6125   -0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8706    0.7605    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7020    1.4778    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4695    1.6603    1.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3267    1.1201    1.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4566    0.4118    0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827   -0.0988   -0.5404 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671   -0.4321   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6157   -0.5178    1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7357   -0.7959    1.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2669   -0.8929    3.0590 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -0.9820    0.3687 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -0.9032   -0.9016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3226   -1.1545   -2.2715 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535   -1.4783   -1.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4450   -0.2528   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7301    0.7874   -0.8711 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7322   -0.2716   -0.3461 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2774    0.8939    0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6797    0.5623    0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691    0.2243   -0.2323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132   -0.6385   -1.1244 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7345    0.2517   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8847   -0.5095   -1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4632    1.4301   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4868   -0.3858   -0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9552    0.7799    0.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5804    1.9009    1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3392    2.2201    2.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3731    1.3257    1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534   -0.2917   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2488   -0.4245    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217   -1.8606   -2.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8861   -2.2773   -0.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3001   -1.1362   -0.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3524    1.7369   -0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6160    1.2406    1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -0.2360    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0841    1.5222    1.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5824    1.0335   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953   -0.7944   -1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3094   -1.4740   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966    0.1166   -2.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 13 22  2  0
  6 23  2  0
 23 24  1  0
 23  2  1  0
 22  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  9 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-({4-chloro-6-[(2,3-dimethylphenyl)imino]-1,6-dihydropyrimidin-2-yl}sulfanyl)-N-(2-hydroxyethyl)ethanimidate	HMDB
2-({4-chloro-6-[(2,3-dimethylphenyl)imino]-1,6-dihydropyrimidin-2-yl}sulphanyl)-N-(2-hydroxyethyl)ethanimidate	HMDB
2-({4-chloro-6-[(2,3-dimethylphenyl)imino]-1,6-dihydropyrimidin-2-yl}sulphanyl)-N-(2-hydroxyethyl)ethanimidic acid	HMDB
4-Chloro-6-(2,3-xylidine)-2-pyrimidinylthio(N-beta-hydroxyethyl)acetamide	HMDB

Chemical Formula

C₁₆H₁₉ClN₄O₂S

Average Molecular Weight

366.86

Monoisotopic Molecular Weight

366.0917247

IUPAC Name

2-({4-chloro-6-[(2,3-dimethylphenyl)amino]pyrimidin-2-yl}sulfanyl)-N-(2-hydroxyethyl)acetamide

Traditional Name

2-({4-chloro-6-[(2,3-dimethylphenyl)amino]pyrimidin-2-yl}sulfanyl)-N-(2-hydroxyethyl)acetamide

CAS Registry Number

Not Available

SMILES

CC1=C(C)C(NC2=CC(Cl)=NC(SCC(=O)NCCO)=N2)=CC=C1

InChI Identifier

InChI=1S/C16H19ClN4O2S/c1-10-4-3-5-12(11(10)2)19-14-8-13(17)20-16(21-14)24-9-15(23)18-6-7-22/h3-5,8,22H,6-7,9H2,1-2H3,(H,18,23)(H,19,20,21)

InChI Key

RZCKTPORLKUFGY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

N-acylethanolamines

Alternative Parents

Substituents

Aryl thioether
N-acylethanolamine
O-xylene
Xylene
Aniline or substituted anilines
Aminopyrimidine
Halopyrimidine
Alkylarylthioether
Pyrimidine
Aryl chloride
Benzenoid
Aryl halide
Monocyclic benzene moiety
Imidolactam
Heteroaromatic compound
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Sulfenyl compound
Thioether
Secondary amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Alcohol
Organohalogen compound
Organochloride
Organooxygen compound
Organosulfur compound
Primary alcohol
Hydrocarbon derivative
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 (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	3.15	ALOGPS
logP	3.14	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.26	ChemAxon
pKa (Strongest Basic)	2.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	87.14 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	99.42 m³·mol⁻¹	ChemAxon
Polarizability	37.9 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]+	177.869	30932474
DeepCCS	[M-H]-	175.512	30932474
DeepCCS	[M-2H]-	209.435	30932474
DeepCCS	[M+Na]+	184.902	30932474
AllCCS	[M+H]+	182.4	32859911
AllCCS	[M+H-H2O]+	179.7	32859911
AllCCS	[M+NH4]+	184.9	32859911
AllCCS	[M+Na]+	185.6	32859911
AllCCS	[M-H]-	181.6	32859911
AllCCS	[M+Na-2H]-	181.8	32859911
AllCCS	[M+HCOO]-	182.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pirinixil	CC1=C(C)C(NC2=CC(Cl)=NC(SCC(=O)NCCO)=N2)=CC=C1	4622.2	Standard polar	33892256
Pirinixil	CC1=C(C)C(NC2=CC(Cl)=NC(SCC(=O)NCCO)=N2)=CC=C1	3200.8	Standard non polar	33892256
Pirinixil	CC1=C(C)C(NC2=CC(Cl)=NC(SCC(=O)NCCO)=N2)=CC=C1	3468.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pirinixil,2TMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)NCCO[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	3085.8	Semi standard non polar	33892256
Pirinixil,2TMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)NCCO[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	2860.6	Standard non polar	33892256
Pirinixil,2TMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)NCCO[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	3951.2	Standard polar	33892256
Pirinixil,2TMS,isomer #2	CC1=CC=CC(NC2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C)=N2)=C1C	3212.8	Semi standard non polar	33892256
Pirinixil,2TMS,isomer #2	CC1=CC=CC(NC2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C)=N2)=C1C	2984.0	Standard non polar	33892256
Pirinixil,2TMS,isomer #2	CC1=CC=CC(NC2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C)=N2)=C1C	4253.3	Standard polar	33892256
Pirinixil,2TMS,isomer #3	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO)[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	3053.1	Semi standard non polar	33892256
Pirinixil,2TMS,isomer #3	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO)[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	2956.9	Standard non polar	33892256
Pirinixil,2TMS,isomer #3	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO)[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	3980.7	Standard polar	33892256
Pirinixil,3TMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	3082.7	Semi standard non polar	33892256
Pirinixil,3TMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	2947.9	Standard non polar	33892256
Pirinixil,3TMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C)[Si](C)(C)C)=N2)[Si](C)(C)C)=C1C	3673.1	Standard polar	33892256
Pirinixil,2TBDMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)NCCO[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	3507.3	Semi standard non polar	33892256
Pirinixil,2TBDMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)NCCO[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	3226.5	Standard non polar	33892256
Pirinixil,2TBDMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)NCCO[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	4016.4	Standard polar	33892256
Pirinixil,2TBDMS,isomer #2	CC1=CC=CC(NC2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N2)=C1C	3660.1	Semi standard non polar	33892256
Pirinixil,2TBDMS,isomer #2	CC1=CC=CC(NC2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N2)=C1C	3361.3	Standard non polar	33892256
Pirinixil,2TBDMS,isomer #2	CC1=CC=CC(NC2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N2)=C1C	4287.3	Standard polar	33892256
Pirinixil,2TBDMS,isomer #3	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO)[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	3520.0	Semi standard non polar	33892256
Pirinixil,2TBDMS,isomer #3	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO)[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	3310.4	Standard non polar	33892256
Pirinixil,2TBDMS,isomer #3	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO)[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	4021.7	Standard polar	33892256
Pirinixil,3TBDMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	3721.5	Semi standard non polar	33892256
Pirinixil,3TBDMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	3445.3	Standard non polar	33892256
Pirinixil,3TBDMS,isomer #1	CC1=CC=CC(N(C2=CC(Cl)=NC(SCC(=O)N(CCO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N2)[Si](C)(C)C(C)(C)C)=C1C	3865.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pirinixil GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ei-7259000000-8d4742081dd038de2751	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirinixil GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirinixil GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirinixil GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirinixil GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirinixil GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirinixil GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pirinixil GC-MS (TBDMS_1_3) - 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

62084

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68851

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 Pirinixil (HMDB0256602)

MOL for HMDB0256602 (Pirinixil)

3D MOL for HMDB0256602 (Pirinixil)

3D SDF for HMDB0256602 (Pirinixil)

3D-SDF for HMDB0256602 (Pirinixil)

PDB for HMDB0256602 (Pirinixil)

3D PDB for HMDB0256602 (Pirinixil)

SMILES for HMDB0256602 (Pirinixil)

INCHI for HMDB0256602 (Pirinixil)

Structure for HMDB0256602 (Pirinixil)

3D Structure for HMDB0256602 (Pirinixil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra