Showing metabocard for N1-Methyl-2-pyridone-5-carboxamide (MMDBc0032014)

Human
Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-18 01:58:40 UTC
Update Date2025-11-05 17:13:03 UTC
Metabolite IDMMDBc0032014
Metabolite Identification
Common NameN1-Methyl-2-pyridone-5-carboxamide
DescriptionN1-Methyl-2-pyridone-5-carboxamide is a pyridine derivative and a terminal catabolite of nicotinamide adenine dinucleotide (NAD+), belonging to the class of metabolites. This compound has garnered attention in recent biomedical research due to its association with various metabolic pathways and potential implications in disease states. Elevated levels of N1-methyl-2-pyridone-5-carboxamide (2PY) have been linked to cardiovascular disease risk, indicating a possible role in cardiovascular metabolism (PMID:40362700 ). Additionally, significant reductions in 2PY have been observed in patients compared to controls, highlighting its involvement in niacin metabolism and gut microbiota interactions (PMID:40307425 ). The metabolite has also been identified as a potential biomarker in acute myocarditis and colitis, suggesting its relevance in inflammatory processes (PMID:40102476 , PMID:37930330 ). Furthermore, 2PY has shown promise in predicting disease relapse in conditions like IgG4-related disease (PMID:36575511 ). Overall, N1-methyl-2-pyridone-5-carboxamide is a significant metabolite reflecting various biochemical pathways and potential clinical implications, warranting further investigation in metabolic and cardiovascular health.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9ac6686e98>


  Mrv0541 02231219542D          

 11 11  0  0  0  0            999 V2000
   21.5656  -24.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9932  -25.4339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8512  -22.9588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4223  -25.4339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4223  -26.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8512  -23.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7077  -25.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1367  -24.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1367  -25.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7077  -24.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4223  -23.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  2  7  2  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9ac6686e98>

HMDB0004193
     RDKit          3D
N1-Methyl-2-pyridone-5-carboxamide
 19 19  0  0  0  0  0  0  0  0999 V2000
   -2.3303   -0.8583    0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902   -0.0883    0.2067 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054   -0.4275    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251    0.2701   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096   -0.1512   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6880   -1.2963    0.6452 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454    0.4715   -0.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    1.3696   -1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    1.7617   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5964    0.9930   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8104    1.3132   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8911   -1.3744    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -1.5513    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -0.2046    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -1.2997    0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357   -1.3809    1.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2498   -2.1131    0.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4356    1.9303   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9273    2.6359   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  6 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9ac6686e98>


  Mrv0541 02231219542D          

 11 11  0  0  0  0            999 V2000
   21.5656  -24.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9932  -25.4339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8512  -22.9588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4223  -25.4339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4223  -26.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8512  -23.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7077  -25.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1367  -24.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1367  -25.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7077  -24.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4223  -23.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  2  7  2  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032014

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C=C(C=CC1=O)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11)

> <INCHI_KEY>
JLQSXXWTCJPCBC-UHFFFAOYSA-N

> <FORMULA>
C7H8N2O2

> <MOLECULAR_WEIGHT>
152.1506

> <EXACT_MASS>
152.05857751

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
14.712395231777144

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-6-oxo-1,6-dihydropyridine-3-carboxamide

> <ALOGPS_LOGP>
-0.96

> <JCHEM_LOGP>
-1.1313507759999997

> <ALOGPS_LOGS>
-0.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.931644734648511

> <JCHEM_PKA_STRONGEST_BASIC>
1.363377223060129

> <JCHEM_POLAR_SURFACE_AREA>
63.4

> <JCHEM_REFRACTIVITY>
40.763400000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-6-oxopyridine-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9ac6686e98>

HMDB0004193
     RDKit          3D
N1-Methyl-2-pyridone-5-carboxamide
 19 19  0  0  0  0  0  0  0  0999 V2000
   -2.3303   -0.8583    0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902   -0.0883    0.2067 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054   -0.4275    0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251    0.2701   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096   -0.1512   -0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6880   -1.2963    0.6452 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454    0.4715   -0.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    1.3696   -1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    1.7617   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5964    0.9930   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8104    1.3132   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8911   -1.3744    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -1.5513    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -0.2046    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2482   -1.2997    0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357   -1.3809    1.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2498   -2.1131    0.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4356    1.9303   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9273    2.6359   -1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  6 16  1  0
  6 17  1  0
  8 18  1  0
  9 19  1  0
M  END
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PDB for #<Metabolite:0x00007f9ac6686e98>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      40.256 -45.167   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      33.587 -47.477   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      38.922 -42.856   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      36.255 -47.477   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      36.255 -49.017   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      38.922 -44.397   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.921 -46.707   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.589 -45.167   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      37.589 -46.707   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.921 -45.167   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.255 -44.397   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    6                                                            
CONECT    4    5    7    9                                                  
CONECT    5    4                                                            
CONECT    6    1    3    8                                                  
CONECT    7    2    4   10                                                  
CONECT    8    6    9   11                                                  
CONECT    9    4    8                                                       
CONECT   10    7   11                                                       
CONECT   11    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for #<Metabolite:0x00007f9ac6686e98>

COMPND    HMDB0004193
HETATM    1  C1  UNL     1      -2.330  -0.858   0.871  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.290  -0.088   0.207  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.005  -0.427   0.311  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.025   0.270  -0.300  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.410  -0.151  -0.147  1.00  0.00           C  
HETATM    6  N2  UNL     1       2.688  -1.296   0.645  1.00  0.00           N  
HETATM    7  O1  UNL     1       3.345   0.472  -0.694  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.664   1.370  -1.050  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.658   1.762  -1.189  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.596   0.993  -0.537  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.810   1.313  -0.636  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.891  -1.374   0.054  1.00  0.00           H  
HETATM   13  H2  UNL     1      -1.834  -1.551   1.565  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.069  -0.205   1.375  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.248  -1.300   0.911  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.336  -1.381   1.631  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.250  -2.113   0.307  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.436   1.930  -1.536  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.927   2.636  -1.788  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   10
CONECT    3    4    4   15
CONECT    4    5    8
CONECT    5    6    7    7
CONECT    6   16   17
CONECT    8    9    9   18
CONECT    9   10   19
CONECT   10   11   11
END
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SMILES for #<Metabolite:0x00007f9ac6686e98>

CN1C=C(C=CC1=O)C(N)=O
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INCHI for #<Metabolite:0x00007f9ac6686e98>

InChI=1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11)
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Synonyms
ValueSource
1-Methyl-5-carboxylamide-2-pyridoneChEBI
N'-methyl-2-pyridone-5-carboxamideChEBI
N(1)-Methyl-2-pyridone-5-carboxamideChEBI
N-Methyl-2-pyridone-5-carboxamideChEBI
N'Methyl-2-pyridone-5-carboxamideHMDB
Molecular FormulaC7H8N2O2
Average Mass152.1506
Monoisotopic Mass152.05857751
IUPAC Name1-methyl-6-oxo-1,6-dihydropyridine-3-carboxamide
Traditional Name1-methyl-6-oxopyridine-3-carboxamide
CAS Registry NumberNot Available
SMILES
CN1C=C(C=CC1=O)C(N)=O
InChI Identifier
InChI=1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11)
InChI KeyJLQSXXWTCJPCBC-UHFFFAOYSA-N