Showing metabocard for 1-Methylnicotinamide (MMDBc0000363)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:10 UTC
Update Date2024-10-15 16:32:37 UTC
Metabolite IDMMDBc0000363
Metabolite Identification
Common Name1-Methylnicotinamide
Description1-Methylnicotinamide is a metabolite of nicotinamide and is produced primarily in the liver. It has anti-inflammatory properties (PMID 16197374 ). It is a product of nicotinamide N-methyltransferase [EC 2.1.1.1] in the pathway of nicotinate and nicotinamide metabolism (KEGG). 1-Methylnicotinamide may be an endogenous activator of prostacyclin production and thus may regulate thrombotic as well as inflammatory processes in the cardiovascular system (PMID: 17641676 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92512d1140>


  Mrv1652305261923512D          

 10 10  0  0  0  0            999 V2000
    0.2183    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2183   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    0.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210    0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -0.9551    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.2075    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6339    0.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176    1.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2075   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -1.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6  9  1  0  0  0  0
M  CHG  1   5   1
M  END
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3D MOL for #<Metabolite:0x00007f92512d1140>

HMDB0000699
     RDKit          3D
1-Methylnicotinamide
 19 19  0  0  0  0  0  0  0  0999 V2000
   -2.7006   -1.0349    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987   -0.2685    0.0096 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.5680    0.9512   -0.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410    1.6998   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7805    1.1521   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -0.0872    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925   -0.6599    0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.0222    0.2512 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.7998    1.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896   -0.7739    0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5903   -0.3811    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -1.8157   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317   -1.5545    1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5666    1.3295   -0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    2.6704   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    1.6976   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7658    0.6452    1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9385   -0.0621   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397   -1.7304    0.7973 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
  7  9  2  0
  6 10  2  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  8 17  1  0
  8 18  1  0
 10 19  1  0
M  CHG  1   2   1
M  END
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3D SDF for #<Metabolite:0x00007f92512d1140>


  Mrv1652305261923512D          

 10 10  0  0  0  0            999 V2000
    0.2183    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2183   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    0.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210    0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -0.9551    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.2075    0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6339    0.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176    1.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2075   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -1.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6  9  1  0  0  0  0
M  CHG  1   5   1
M  END
> <DATABASE_ID>
MMDBc0000363

> <DATABASE_NAME>
MIME

> <SMILES>
C[N+]1=CC=CC(=C1)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1

> <INCHI_KEY>
LDHMAVIPBRSVRG-UHFFFAOYSA-O

> <FORMULA>
C7H9N2O

> <MOLECULAR_WEIGHT>
137.1592

> <EXACT_MASS>
137.07148792

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
14.251177983907619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-carbamoyl-1-methylpyridin-1-ium

> <ALOGPS_LOGP>
-3.72

> <JCHEM_LOGP>
-4.337154676471745

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.235695057499976

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5296412362667113

> <JCHEM_POLAR_SURFACE_AREA>
46.97

> <JCHEM_REFRACTIVITY>
39.1349

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methylnicotinamide

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f92512d1140>

HMDB0000699
     RDKit          3D
1-Methylnicotinamide
 19 19  0  0  0  0  0  0  0  0999 V2000
   -2.7006   -1.0349    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987   -0.2685    0.0096 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.5680    0.9512   -0.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4410    1.6998   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7805    1.1521   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -0.0872    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925   -0.6599    0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3949    0.0222    0.2512 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959   -1.7998    1.0189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896   -0.7739    0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5903   -0.3811    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -1.8157   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317   -1.5545    1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5666    1.3295   -0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    2.6704   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    1.6976   -0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7658    0.6452    1.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9385   -0.0621   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397   -1.7304    0.7973 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
  7  9  2  0
  6 10  2  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  8 17  1  0
  8 18  1  0
 10 19  1  0
M  CHG  1   2   1
M  END
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PDB for #<Metabolite:0x00007f92512d1140>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0       0.407   0.541   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.407  -1.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.930   1.305   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.719   1.312   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.930  -1.783   0.000  0.00  0.00           N+1
HETATM    6  C   UNK     0      -2.254   0.541   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.050   0.548   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       1.713   2.833   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.254  -1.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.930  -3.292   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9   10                                                  
CONECT    6    3    9                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5    6                                                       
CONECT   10    5                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007f92512d1140>

COMPND    HMDB0000699
HETATM    1  C1  UNL     1      -2.701  -1.035   0.278  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.499  -0.269   0.010  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -1.568   0.951  -0.572  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.441   1.700  -0.838  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.781   1.152  -0.484  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.882  -0.087   0.108  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.193  -0.660   0.480  1.00  0.00           C  
HETATM    8  N2  UNL     1       3.395   0.022   0.251  1.00  0.00           N  
HETATM    9  O1  UNL     1       2.196  -1.800   1.019  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.290  -0.774   0.342  1.00  0.00           C  
HETATM   11  H1  UNL     1      -3.590  -0.381   0.310  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.779  -1.816  -0.524  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.632  -1.555   1.257  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.567   1.329  -0.827  1.00  0.00           H  
HETATM   15  H5  UNL     1      -0.533   2.670  -1.303  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.687   1.698  -0.672  1.00  0.00           H  
HETATM   17  H7  UNL     1       3.766   0.645   1.001  1.00  0.00           H  
HETATM   18  H8  UNL     1       3.939  -0.062  -0.633  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.240  -1.730   0.797  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3   10
CONECT    3    4   14
CONECT    4    5    5   15
CONECT    5    6   16
CONECT    6    7   10   10
CONECT    7    8    9    9
CONECT    8   17   18
CONECT   10   19
END
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SMILES for #<Metabolite:0x00007f92512d1140>

C[N+]1=CC=CC(=C1)C(N)=O
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INCHI for #<Metabolite:0x00007f92512d1140>

InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1
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Synonyms
ValueSource
1-Methyl nicotinamideChEBI
1-Methylnicotinamide cationChEBI
3-(Aminocarbonyl)-1-methylpyridiniumChEBI
3-Carbamoyl-1-methylpyridin-1-iumChEBI
N(1)-MethylnicotinamideChEBI
N-1-MethylnicotinamideChEBI
TrigonellinamideChEBI
1-Methyl-3-carbamoylpyridiniumHMDB
1-Methyl-3-carbamoylpyridinium cationHMDB
3-Amido-N-methylpyridinium: 1-methyl-3-pyridinecarboxamideHMDB
3-Carbamoyl-1-methyl-pyridiniumHMDB
I-methyl nicotinamideHMDB
N'-methylnicotinamideHMDB
N'MethylnicotinamideHMDB
N-Methyl-3-carbamidopyridiniumHMDB
N-Methyl-3-carbamoylpyridinium ionHMDB
N1-MethylnicotinamideHMDB
N(1)-Methylnicotinamide chlorideHMDB
N(1)-Methylnicotinamide cyanideHMDB
N(1)-Methylnicotinamide fluorideHMDB
N(1)-Methylnicotinamide iodide, 3-(aminocarbonyl-13C)-labeledHMDB
N(1)-Methylnicotinamide methylsulfateHMDB
N(1)-Methylnicotinamide perchlorateHMDB
N(1)-Methylnicotinamide bromideHMDB
N(1)-Methylnicotinamide iodideHMDB
N(1)-Methylnicotinamide tetrafluoroborate (1-)HMDB
Trigonellamide chlorideHMDB
Molecular FormulaC7H9N2O
Average Mass137.1592
Monoisotopic Mass137.07148792
IUPAC Name3-carbamoyl-1-methylpyridin-1-ium
Traditional Name1-methylnicotinamide
CAS Registry NumberNot Available
SMILES
C[N+]1=CC=CC(=C1)C(N)=O
InChI Identifier
InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1
InChI KeyLDHMAVIPBRSVRG-UHFFFAOYSA-O