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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:23:16 UTC

Update Date

2021-09-26 23:08:01 UTC

HMDB ID

HMDB0254196

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lufironil

Description

Lufironil, also known as HOE 077, belongs to the class of organic compounds known as pyridinecarboxylic acids and derivatives. Pyridinecarboxylic acids and derivatives are compounds containing a pyridine ring bearing a carboxylic acid group or a derivative thereof. Based on a literature review very few articles have been published on Lufironil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lufironil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lufironil 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

HMDB0254196
     RDKit          3D
Lufironil
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.4979    2.2754   -1.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    2.2798   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    1.3187    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5868   -0.0898   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -0.3477   -0.1183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6396   -1.5971   -0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4509   -2.4688   -0.9203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.8778   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -3.1214   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -3.4015   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4192   -2.4486   -0.0134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915   -1.2284    0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8750   -0.2052    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312    0.9146    1.1677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -0.4852    1.0100 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1671    0.4894    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153    1.6881    0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6130    1.4013   -0.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8696    0.8433   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651   -0.9492    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152    1.3403   -2.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8390    3.0693   -2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5531    2.5503   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0516    1.4129    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6349    1.4157    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1213   -0.8489    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8448   -0.2621   -1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.3931    0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833   -3.8936   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0297   -4.3597   -0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5856   -1.4416    0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683    0.8340    2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1575    0.0582    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    2.1962    0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240    2.4245    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6244    1.5379   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9156   -0.1636   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1300    0.7179   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    0.0294    0.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12 20  2  0
 20  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
M  END

  Mrv1652309112115232D          

 20 20  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    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
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    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
   -0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 N   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    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254196

> <DATABASE_NAME>
hmdb

> <SMILES>
COCCNC(=O)C1=CC(=NC=C1)C(=O)NCCOC

> <INCHI_IDENTIFIER>
InChI=1S/C13H19N3O4/c1-19-7-5-15-12(17)10-3-4-14-11(9-10)13(18)16-6-8-20-2/h3-4,9H,5-8H2,1-2H3,(H,15,17)(H,16,18)

> <INCHI_KEY>
JUCNGMPTCXPMNB-UHFFFAOYSA-N

> <FORMULA>
C13H19N3O4

> <MOLECULAR_WEIGHT>
281.312

> <EXACT_MASS>
281.137556104

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.59444692854401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N2,N4-bis(2-methoxyethyl)pyridine-2,4-dicarboxamide

> <ALOGPS_LOGP>
-0.42

> <JCHEM_LOGP>
-0.8038945819999997

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.576289038938324

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.493822627389171

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3913881232230675

> <JCHEM_POLAR_SURFACE_AREA>
89.55

> <JCHEM_REFRACTIVITY>
73.56630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N2,N4-bis(2-methoxyethyl)pyridine-2,4-dicarboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254196
     RDKit          3D
Lufironil
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.4979    2.2754   -1.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    2.2798   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    1.3187    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5868   -0.0898   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -0.3477   -0.1183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6396   -1.5971   -0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4509   -2.4688   -0.9203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.8778   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -3.1214   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -3.4015   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4192   -2.4486   -0.0134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915   -1.2284    0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8750   -0.2052    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312    0.9146    1.1677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -0.4852    1.0100 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1671    0.4894    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153    1.6881    0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6130    1.4013   -0.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8696    0.8433   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651   -0.9492    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152    1.3403   -2.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8390    3.0693   -2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5531    2.5503   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0516    1.4129    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6349    1.4157    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1213   -0.8489    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8448   -0.2621   -1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.3931    0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833   -3.8936   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0297   -4.3597   -0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5856   -1.4416    0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683    0.8340    2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1575    0.0582    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    2.1962    0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240    2.4245    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6244    1.5379   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9156   -0.1636   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1300    0.7179   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    0.0294    0.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12 20  2  0
 20  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  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      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -5.335   7.700   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.667   7.700   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -4.001   2.310   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -0.000   3.080   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   10   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0254196
HETATM    1  C1  UNL     1      -4.498   2.275  -1.924  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.274   2.280  -0.567  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.942   1.319   0.147  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.587  -0.090  -0.287  1.00  0.00           C  
HETATM    5  N1  UNL     1      -3.180  -0.348  -0.118  1.00  0.00           N  
HETATM    6  C4  UNL     1      -2.640  -1.597  -0.461  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.451  -2.469  -0.920  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.243  -1.878  -0.303  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.742  -3.121  -0.647  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.604  -3.401  -0.497  1.00  0.00           C  
HETATM   11  N2  UNL     1       1.419  -2.449  -0.013  1.00  0.00           N  
HETATM   12  C8  UNL     1       0.992  -1.228   0.336  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.875  -0.205   0.857  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.431   0.915   1.168  1.00  0.00           O  
HETATM   15  N3  UNL     1       3.246  -0.485   1.010  1.00  0.00           N  
HETATM   16  C10 UNL     1       4.167   0.489   1.517  1.00  0.00           C  
HETATM   17  C11 UNL     1       4.215   1.688   0.638  1.00  0.00           C  
HETATM   18  O4  UNL     1       4.613   1.401  -0.664  1.00  0.00           O  
HETATM   19  C12 UNL     1       5.870   0.843  -0.732  1.00  0.00           C  
HETATM   20  C13 UNL     1      -0.365  -0.949   0.184  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.215   1.340  -2.440  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.839   3.069  -2.360  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.553   2.550  -2.162  1.00  0.00           H  
HETATM   24  H4  UNL     1      -6.052   1.413   0.106  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.635   1.416   1.209  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.121  -0.849   0.334  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.845  -0.262  -1.355  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.578   0.393   0.256  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.383  -3.894  -1.035  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.030  -4.360  -0.755  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.586  -1.442   0.740  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.768   0.834   2.517  1.00  0.00           H  
HETATM   33  H13 UNL     1       5.157   0.058   1.747  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.239   2.196   0.604  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.924   2.424   1.088  1.00  0.00           H  
HETATM   36  H16 UNL     1       6.624   1.538  -0.303  1.00  0.00           H  
HETATM   37  H17 UNL     1       5.916  -0.164  -0.271  1.00  0.00           H  
HETATM   38  H18 UNL     1       6.130   0.718  -1.795  1.00  0.00           H  
HETATM   39  H19 UNL     1      -0.665   0.029   0.472  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28
CONECT    6    7    7    8
CONECT    8    9    9   20
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   12
CONECT   12   13   20   20
CONECT   13   14   14   15
CONECT   15   16   31
CONECT   16   17   32   33
CONECT   17   18   34   35
CONECT   18   19
CONECT   19   36   37   38
CONECT   20   39
END

HMDB0254196
     RDKit          3D
Lufironil
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.4979    2.2754   -1.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    2.2798   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    1.3187    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5868   -0.0898   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -0.3477   -0.1183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6396   -1.5971   -0.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4509   -2.4688   -0.9203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2428   -1.8778   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -3.1214   -0.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -3.4015   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4192   -2.4486   -0.0134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915   -1.2284    0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8750   -0.2052    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312    0.9146    1.1677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456   -0.4852    1.0100 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1671    0.4894    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153    1.6881    0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6130    1.4013   -0.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8696    0.8433   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651   -0.9492    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152    1.3403   -2.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8390    3.0693   -2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5531    2.5503   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0516    1.4129    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6349    1.4157    1.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1213   -0.8489    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8448   -0.2621   -1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.3931    0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833   -3.8936   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0297   -4.3597   -0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5856   -1.4416    0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683    0.8340    2.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1575    0.0582    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    2.1962    0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240    2.4245    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6244    1.5379   -0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9156   -0.1636   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1300    0.7179   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    0.0294    0.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12 20  2  0
 20  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
HOE 077	HMDB
HOE-077	HMDB
Pyridine-2,4-dicarboxylic-di-(2-methoxyethyl)amide	HMDB

Chemical Formula

C₁₃H₁₉N₃O₄

Average Molecular Weight

281.312

Monoisotopic Molecular Weight

281.137556104

IUPAC Name

N2,N4-bis(2-methoxyethyl)pyridine-2,4-dicarboxamide

Traditional Name

N2,N4-bis(2-methoxyethyl)pyridine-2,4-dicarboxamide

CAS Registry Number

Not Available

SMILES

COCCNC(=O)C1=CC(=NC=C1)C(=O)NCCOC

InChI Identifier

InChI=1S/C13H19N3O4/c1-19-7-5-15-12(17)10-3-4-14-11(9-10)13(18)16-6-8-20-2/h3-4,9H,5-8H2,1-2H3,(H,15,17)(H,16,18)

InChI Key

JUCNGMPTCXPMNB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridinecarboxylic acids and derivatives. Pyridinecarboxylic acids and derivatives are compounds containing a pyridine ring bearing a carboxylic acid group or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Pyridinecarboxylic acids and derivatives

Alternative Parents

Substituents

Pyridine carboxylic acid or derivatives
2-heteroaryl carboxamide
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Dialkyl ether
Ether
Azacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
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	-0.42	ALOGPS
logP	-0.8	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.49	ChemAxon
pKa (Strongest Basic)	-0.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	89.55 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	73.57 m³·mol⁻¹	ChemAxon
Polarizability	30.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	165.587	30932474
DeepCCS	[M-H]-	163.229	30932474
DeepCCS	[M-2H]-	196.114	30932474
DeepCCS	[M+Na]+	171.68	30932474
AllCCS	[M+H]+	164.4	32859911
AllCCS	[M+H-H2O]+	161.1	32859911
AllCCS	[M+NH4]+	167.4	32859911
AllCCS	[M+Na]+	168.3	32859911
AllCCS	[M-H]-	168.0	32859911
AllCCS	[M+Na-2H]-	168.5	32859911
AllCCS	[M+HCOO]-	169.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lufironil	COCCNC(=O)C1=CC(=NC=C1)C(=O)NCCOC	3028.1	Standard polar	33892256
Lufironil	COCCNC(=O)C1=CC(=NC=C1)C(=O)NCCOC	2494.6	Standard non polar	33892256
Lufironil	COCCNC(=O)C1=CC(=NC=C1)C(=O)NCCOC	2541.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lufironil,1TMS,isomer #1	COCCNC(=O)C1=CC(C(=O)N(CCOC)[Si](C)(C)C)=CC=N1	2483.2	Semi standard non polar	33892256
Lufironil,1TMS,isomer #1	COCCNC(=O)C1=CC(C(=O)N(CCOC)[Si](C)(C)C)=CC=N1	2286.6	Standard non polar	33892256
Lufironil,1TMS,isomer #1	COCCNC(=O)C1=CC(C(=O)N(CCOC)[Si](C)(C)C)=CC=N1	3627.4	Standard polar	33892256
Lufironil,1TMS,isomer #2	COCCNC(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C)=C1	2538.9	Semi standard non polar	33892256
Lufironil,1TMS,isomer #2	COCCNC(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C)=C1	2368.6	Standard non polar	33892256
Lufironil,1TMS,isomer #2	COCCNC(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C)=C1	3360.1	Standard polar	33892256
Lufironil,2TMS,isomer #1	COCCN(C(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C)=C1)[Si](C)(C)C	2469.0	Semi standard non polar	33892256
Lufironil,2TMS,isomer #1	COCCN(C(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C)=C1)[Si](C)(C)C	2354.1	Standard non polar	33892256
Lufironil,2TMS,isomer #1	COCCN(C(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C)=C1)[Si](C)(C)C	3103.4	Standard polar	33892256
Lufironil,1TBDMS,isomer #1	COCCNC(=O)C1=CC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=CC=N1	2695.4	Semi standard non polar	33892256
Lufironil,1TBDMS,isomer #1	COCCNC(=O)C1=CC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=CC=N1	2484.8	Standard non polar	33892256
Lufironil,1TBDMS,isomer #1	COCCNC(=O)C1=CC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=CC=N1	3647.4	Standard polar	33892256
Lufironil,1TBDMS,isomer #2	COCCNC(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=C1	2747.5	Semi standard non polar	33892256
Lufironil,1TBDMS,isomer #2	COCCNC(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=C1	2559.4	Standard non polar	33892256
Lufironil,1TBDMS,isomer #2	COCCNC(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=C1	3390.2	Standard polar	33892256
Lufironil,2TBDMS,isomer #1	COCCN(C(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	2931.1	Semi standard non polar	33892256
Lufironil,2TBDMS,isomer #1	COCCN(C(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	2700.6	Standard non polar	33892256
Lufironil,2TBDMS,isomer #1	COCCN(C(=O)C1=CC=NC(C(=O)N(CCOC)[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3236.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lufironil GC-MS (Non-derivatized) - 70eV, Positive	splash10-054t-6890000000-cf852b4ca63ad735f795	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lufironil 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 - Lufironil 10V, Positive-QTOF	splash10-053r-0190000000-e8549ddfc8a469223893	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lufironil 20V, Positive-QTOF	splash10-0f8i-0790000000-d04e64044fef9b7d08b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lufironil 40V, Positive-QTOF	splash10-0a59-2900000000-a2250e5bc1846c7c44e1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lufironil 10V, Negative-QTOF	splash10-001i-0490000000-d709b76ded83280aaed9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lufironil 20V, Negative-QTOF	splash10-00b9-2930000000-dc1223b440e5da1d4497	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lufironil 40V, Negative-QTOF	splash10-00bi-1910000000-f31f1060bc2983662f43	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	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

54784

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

60788

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 Lufironil (HMDB0254196)

MOL for HMDB0254196 (Lufironil)

3D MOL for HMDB0254196 (Lufironil)

3D SDF for HMDB0254196 (Lufironil)

3D-SDF for HMDB0254196 (Lufironil)

PDB for HMDB0254196 (Lufironil)

3D PDB for HMDB0254196 (Lufironil)

SMILES for HMDB0254196 (Lufironil)

INCHI for HMDB0254196 (Lufironil)

Structure for HMDB0254196 (Lufironil)

3D Structure for HMDB0254196 (Lufironil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra