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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:49:45 UTC

Update Date

2021-09-26 23:06:34 UTC

HMDB ID

HMDB0253392

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide

Description

N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide, also known as MPCPS, belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Based on a literature review very few articles have been published on N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(3-methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide 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

HMDB0253392
     RDKit          3D
N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide
 34 36  0  0  0  0  0  0  0  0999 V2000
    3.0592    0.9216    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0608    0.7591    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0838    1.3577   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    1.2338   -1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    0.5020   -2.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1694   -0.0539   -1.8033 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738    0.0319   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040   -0.6031    0.2554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -2.0047    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -2.8918    0.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7075   -2.2236    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1760   -0.9472    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3960   -0.4085    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861   -0.2192   -0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309    0.2906   -1.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171    0.6196   -0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1946    1.2741   -1.3764 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    0.4349    0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4906   -0.0755    1.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442    0.0219    0.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0604    1.1917    1.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948    0.0231    2.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1247    1.0531    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5516    1.8611    1.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534    1.9241   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8827    1.6660   -2.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0867    0.3541   -3.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -2.3364   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9426   -3.1201    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3704   -1.0913    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369   -0.4781   -1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7167    0.4458   -2.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5040    0.6982    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -0.2108    2.3279 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
  7  2  1  0
 20  8  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
M  END


  Mrv1652309112113502D          

 21 23  0  0  0  0            999 V2000
    2.1434   -0.4125    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 N   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
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -5.1768    0.0000 Cl  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
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  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
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253392

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(N=CC=C1)N1C(=O)CC(C1=O)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13ClN2O2/c1-10-3-2-8-18-15(10)19-14(20)9-13(16(19)21)11-4-6-12(17)7-5-11/h2-8,13H,9H2,1H3

> <INCHI_KEY>
CPDUOSJMCFQXID-UHFFFAOYSA-N

> <FORMULA>
C16H13ClN2O2

> <MOLECULAR_WEIGHT>
300.74

> <EXACT_MASS>
300.0665554

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
30.362257297936555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-chlorophenyl)-1-(3-methylpyridin-2-yl)pyrrolidine-2,5-dione

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
3.059204373

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.894796864352244

> <JCHEM_PKA_STRONGEST_BASIC>
2.0083674194624987

> <JCHEM_POLAR_SURFACE_AREA>
50.27

> <JCHEM_REFRACTIVITY>
79.62780000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-chlorophenyl)-1-(3-methylpyridin-2-yl)pyrrolidine-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253392
     RDKit          3D
N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide
 34 36  0  0  0  0  0  0  0  0999 V2000
    3.0592    0.9216    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0608    0.7591    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0838    1.3577   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    1.2338   -1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    0.5020   -2.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1694   -0.0539   -1.8033 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738    0.0319   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040   -0.6031    0.2554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -2.0047    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -2.8918    0.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7075   -2.2236    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1760   -0.9472    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3960   -0.4085    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861   -0.2192   -0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309    0.2906   -1.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171    0.6196   -0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1946    1.2741   -1.3764 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    0.4349    0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4906   -0.0755    1.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442    0.0219    0.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0604    1.1917    1.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948    0.0231    2.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1247    1.0531    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5516    1.8611    1.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534    1.9241   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8827    1.6660   -2.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0867    0.3541   -3.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -2.3364   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9426   -3.1201    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3704   -1.0913    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369   -0.4781   -1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7167    0.4458   -2.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5040    0.6982    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -0.2108    2.3279 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
  7  2  1  0
 20  8  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  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  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.000  -0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   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       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.044  -2.739   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.377  -2.739   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.342  -5.926   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.285  -7.333   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.620  -8.578   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.152  -8.417   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.778  -7.011   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.873  -5.765   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0      -3.057  -9.663   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    3    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15   12   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0253392
HETATM    1  C1  UNL     1       3.059   0.922   1.638  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.061   0.759   0.182  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.084   1.358  -0.561  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.125   1.234  -1.926  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.126   0.502  -2.533  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.169  -0.054  -1.803  1.00  0.00           N  
HETATM    7  C6  UNL     1       2.074   0.032  -0.451  1.00  0.00           C  
HETATM    8  N2  UNL     1       1.004  -0.603   0.255  1.00  0.00           N  
HETATM    9  C7  UNL     1       0.750  -2.005   0.377  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.648  -2.892   0.334  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.707  -2.224   0.557  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.176  -0.947   1.154  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.396  -0.409   0.488  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.486  -0.219  -0.861  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.631   0.291  -1.471  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.717   0.620  -0.692  1.00  0.00           C  
HETATM   17 CL1  UNL     1      -6.195   1.274  -1.376  1.00  0.00          CL  
HETATM   18  C14 UNL     1      -4.647   0.435   0.685  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.491  -0.075   1.254  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.044   0.022   0.982  1.00  0.00           C  
HETATM   21  O2  UNL     1      -0.060   1.192   1.425  1.00  0.00           O  
HETATM   22  H1  UNL     1       2.695   0.023   2.162  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.125   1.053   1.992  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.552   1.861   1.954  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.853   1.924  -0.080  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.883   1.666  -2.561  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.087   0.354  -3.617  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.113  -2.336  -0.492  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.943  -3.120   1.163  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.370  -1.091   2.232  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.637  -0.478  -1.469  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.717   0.446  -2.535  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.504   0.698   1.268  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.460  -0.211   2.328  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    7
CONECT    3    4   25
CONECT    4    5    5   26
CONECT    5    6   27
CONECT    6    7    7
CONECT    7    8
CONECT    8    9   20
CONECT    9   10   10   11
CONECT   11   12   28   29
CONECT   12   13   20   30
CONECT   13   14   14   19
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   18
CONECT   18   19   19   33
CONECT   19   34
CONECT   20   21   21
END

HMDB0253392
     RDKit          3D
N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide
 34 36  0  0  0  0  0  0  0  0999 V2000
    3.0592    0.9216    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0608    0.7591    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0838    1.3577   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    1.2338   -1.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    0.5020   -2.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1694   -0.0539   -1.8033 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738    0.0319   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040   -0.6031    0.2554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -2.0047    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -2.8918    0.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7075   -2.2236    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1760   -0.9472    1.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3960   -0.4085    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4861   -0.2192   -0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309    0.2906   -1.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171    0.6196   -0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1946    1.2741   -1.3764 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    0.4349    0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4906   -0.0755    1.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442    0.0219    0.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0604    1.1917    1.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6948    0.0231    2.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1247    1.0531    1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5516    1.8611    1.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8534    1.9241   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8827    1.6660   -2.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0867    0.3541   -3.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -2.3364   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9426   -3.1201    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3704   -1.0913    2.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6369   -0.4781   -1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7167    0.4458   -2.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5040    0.6982    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -0.2108    2.3279 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
  7  2  1  0
 20  8  1  0
 19 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
MPCPS	MeSH

Chemical Formula

C₁₆H₁₃ClN₂O₂

Average Molecular Weight

300.74

Monoisotopic Molecular Weight

300.0665554

IUPAC Name

3-(4-chlorophenyl)-1-(3-methylpyridin-2-yl)pyrrolidine-2,5-dione

Traditional Name

3-(4-chlorophenyl)-1-(3-methylpyridin-2-yl)pyrrolidine-2,5-dione

CAS Registry Number

Not Available

SMILES

CC1=C(N=CC=C1)N1C(=O)CC(C1=O)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C16H13ClN2O2/c1-10-3-2-8-18-15(10)19-14(20)9-13(16(19)21)11-4-6-12(17)7-5-11/h2-8,13H,9H2,1H3

InChI Key

CPDUOSJMCFQXID-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Phenylpyrrolidines

Direct Parent

Phenylpyrrolidines

Alternative Parents

Substituents

3-phenylpyrrolidine
Chlorobenzene
Halobenzene
Methylpyridine
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Carboxylic acid imide, n-substituted
Pyridine
Pyrrolidone
2-pyrrolidone
Benzenoid
Imidolactam
Heteroaromatic compound
Dicarboximide
Carboxylic acid imide
Pyrrole
Lactam
Azacycle
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
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	2.04	ALOGPS
logP	3.06	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	15.89	ChemAxon
pKa (Strongest Basic)	2.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	50.27 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.63 m³·mol⁻¹	ChemAxon
Polarizability	30.36 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]+	173.236	30932474
DeepCCS	[M-H]-	170.878	30932474
DeepCCS	[M-2H]-	204.032	30932474
DeepCCS	[M+Na]+	179.329	30932474
AllCCS	[M+H]+	167.7	32859911
AllCCS	[M+H-H2O]+	164.2	32859911
AllCCS	[M+NH4]+	171.0	32859911
AllCCS	[M+Na]+	171.9	32859911
AllCCS	[M-H]-	169.8	32859911
AllCCS	[M+Na-2H]-	169.2	32859911
AllCCS	[M+HCOO]-	168.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.7685 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.05 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1877.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	326.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	164.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	110.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	469.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	540.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	77.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1150.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	384.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1387.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	316.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	344.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	352.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	248.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	13.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide	CC1=C(N=CC=C1)N1C(=O)CC(C1=O)C1=CC=C(Cl)C=C1	3590.3	Standard polar	33892256
N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide	CC1=C(N=CC=C1)N1C(=O)CC(C1=O)C1=CC=C(Cl)C=C1	2562.7	Standard non polar	33892256
N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide	CC1=C(N=CC=C1)N1C(=O)CC(C1=O)C1=CC=C(Cl)C=C1	2462.6	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 - N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-0920000000-07cc6a11eb0dec312d53	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide 10V, Positive-QTOF	splash10-0uk9-0279000000-927277a09252502d0119	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide 20V, Positive-QTOF	splash10-0zfr-0934000000-f92fcee31ef0f9517617	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide 40V, Positive-QTOF	splash10-00n0-1910000000-06178121bd0f54a803a6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide 10V, Negative-QTOF	splash10-0002-0090000000-cde58810059d12ab5be7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide 20V, Negative-QTOF	splash10-0002-0290000000-43f4424340d577378922	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide 40V, Negative-QTOF	splash10-001i-9220000000-3531ae0cacc4041dde62	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

128853

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146069

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 N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide (HMDB0253392)

MOL for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

3D MOL for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

3D SDF for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

3D-SDF for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

PDB for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

3D PDB for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

SMILES for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

INCHI for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

Structure for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

3D Structure for HMDB0253392 (N-(3-Methyl-2-pyridyl)-3-(4-chlorophenyl)succinimide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra