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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:17:28 UTC

Update Date

2021-09-26 23:04:57 UTC

HMDB ID

HMDB0252403

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Flupirtine

Description

Flupirtine belongs to the class of organic compounds known as 2-benzylaminopyridines. These are aromatic compounds containing pyridine ring substituted at the 2-position by a benzylamine group. Based on a literature review a significant number of articles have been published on Flupirtine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Flupirtine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Flupirtine 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

HMDB0252403
     RDKit          3D
Flupirtine
 39 40  0  0  0  0  0  0  0  0999 V2000
    7.8754   -0.1319   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5136    0.3928   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874   -0.4916   -0.4087 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383   -0.1175   -0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9814    0.9868    0.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0861   -0.9635   -0.5287 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -0.7183   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2582    0.4421    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1348    0.5660    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9874   -0.4186   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841   -0.2171    0.0742 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    0.9676    0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4036    0.8929    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2084    1.3521   -0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5882    1.2702   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1964    0.7125    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5447    0.6007    0.9579 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4067    0.2481    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300    0.3314    1.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -1.5271   -0.6410 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8294   -1.6990   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3585   -2.8734   -1.3705 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4320    0.4548   -1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5048   -0.1818    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8409   -1.1911   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3961    0.6361    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016    1.3696   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832   -1.8795   -0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8909    1.2376    0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378    1.4611    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0146   -0.9732   -0.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5090    1.0424    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5734    1.9020    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7535    1.7906   -1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2341    1.6257   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8825   -0.1914    2.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3985   -0.0294    2.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -2.8884   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444   -3.7904   -0.9838 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 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
 10 20  1  0
 20 21  2  0
 21 22  1  0
 21  7  1  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 19 37  1  0
 22 38  1  0
 22 39  1  0
M  END

  Mrv0541 02231218172D          

 22 23  0  0  0  0            999 V2000
    9.5094   -2.6813    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  2 21  1  0  0  0  0
  3 20  2  0  0  0  0
  4  8  1  0  0  0  0
  4 10  1  0  0  0  0
  5 10  2  0  0  0  0
  5 13  1  0  0  0  0
  6 11  1  0  0  0  0
  6 20  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 14  2  0  0  0  0
  9 15  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  2  0  0  0  0
 11 16  1  0  0  0  0
 12 16  2  0  0  0  0
 14 17  1  0  0  0  0
 15 18  2  0  0  0  0
 17 19  2  0  0  0  0
 18 19  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252403

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)NC1=C(N)N=C(NCC2=CC=C(F)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H17FN4O2/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20)

> <INCHI_KEY>
JUUFBMODXQKSTD-UHFFFAOYSA-N

> <FORMULA>
C15H17FN4O2

> <MOLECULAR_WEIGHT>
304.3195

> <EXACT_MASS>
304.133554013

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.36669368985095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl N-(2-amino-6-{[(4-fluorophenyl)methyl]amino}pyridin-3-yl)carbamate

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
2.669325134

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.896985725687195

> <JCHEM_PKA_STRONGEST_BASIC>
7.502075337266869

> <JCHEM_POLAR_SURFACE_AREA>
89.27

> <JCHEM_REFRACTIVITY>
85.4865

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flupirtine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252403
     RDKit          3D
Flupirtine
 39 40  0  0  0  0  0  0  0  0999 V2000
    7.8754   -0.1319   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5136    0.3928   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874   -0.4916   -0.4087 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383   -0.1175   -0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9814    0.9868    0.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0861   -0.9635   -0.5287 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -0.7183   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2582    0.4421    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1348    0.5660    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9874   -0.4186   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841   -0.2171    0.0742 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    0.9676    0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4036    0.8929    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2084    1.3521   -0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5882    1.2702   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1964    0.7125    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5447    0.6007    0.9579 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4067    0.2481    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300    0.3314    1.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -1.5271   -0.6410 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8294   -1.6990   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3585   -2.8734   -1.3705 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4320    0.4548   -1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5048   -0.1818    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8409   -1.1911   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3961    0.6361    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016    1.3696   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832   -1.8795   -0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8909    1.2376    0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378    1.4611    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0146   -0.9732   -0.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5090    1.0424    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5734    1.9020    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7535    1.7906   -1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2341    1.6257   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8825   -0.1914    2.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3985   -0.0294    2.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -2.8884   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444   -3.7904   -0.9838 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 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
 10 20  1  0
 20 21  2  0
 21 22  1  0
 21  7  1  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 19 37  1  0
 22 38  1  0
 22 39  1  0
M  END

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  F   UNK     0      17.751  -5.005   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       4.414   2.695   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.081   2.695   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      11.082  -2.695   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       8.415  -2.695   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       5.748   0.385   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       5.748  -2.695   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      12.416  -1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.750  -2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.081  -0.385   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748  -0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081  -1.925   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.083  -1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.750  -4.235   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415   0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.417  -2.695   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.083  -5.005   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.417  -4.235   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.748   1.925   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414   4.235   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080   5.005   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   20   21                                                       
CONECT    3   20                                                            
CONECT    4    8   10                                                       
CONECT    5   10   13                                                       
CONECT    6   11   20                                                       
CONECT    7   13                                                            
CONECT    8    4    9                                                       
CONECT    9    8   14   15                                                  
CONECT   10    4    5   12                                                  
CONECT   11    6   13   16                                                  
CONECT   12   10   16                                                       
CONECT   13    5    7   11                                                  
CONECT   14    9   17                                                       
CONECT   15    9   18                                                       
CONECT   16   11   12                                                       
CONECT   17   14   19                                                       
CONECT   18   15   19                                                       
CONECT   19    1   17   18                                                  
CONECT   20    2    3    6                                                  
CONECT   21    2   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0252403
HETATM    1  C1  UNL     1       7.875  -0.132  -0.342  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.514   0.393  -0.029  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.487  -0.492  -0.409  1.00  0.00           O  
HETATM    4  C3  UNL     1       4.138  -0.117  -0.169  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.981   0.987   0.369  1.00  0.00           O  
HETATM    6  N1  UNL     1       3.086  -0.963  -0.529  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.732  -0.718  -0.351  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.258   0.442   0.229  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.135   0.566   0.351  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.987  -0.419  -0.085  1.00  0.00           C  
HETATM   11  N2  UNL     1      -2.384  -0.217   0.074  1.00  0.00           N  
HETATM   12  C8  UNL     1      -2.920   0.968   0.668  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.404   0.893   0.699  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.208   1.352  -0.321  1.00  0.00           C  
HETATM   15  C11 UNL     1      -6.588   1.270  -0.266  1.00  0.00           C  
HETATM   16  C12 UNL     1      -7.196   0.712   0.839  1.00  0.00           C  
HETATM   17  F1  UNL     1      -8.545   0.601   0.958  1.00  0.00           F  
HETATM   18  C13 UNL     1      -6.407   0.248   1.868  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.030   0.331   1.810  1.00  0.00           C  
HETATM   20  N3  UNL     1      -0.479  -1.527  -0.641  1.00  0.00           N  
HETATM   21  C15 UNL     1       0.829  -1.699  -0.782  1.00  0.00           C  
HETATM   22  N4  UNL     1       1.358  -2.873  -1.371  1.00  0.00           N  
HETATM   23  H1  UNL     1       8.432   0.455  -1.092  1.00  0.00           H  
HETATM   24  H2  UNL     1       8.505  -0.182   0.578  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.841  -1.191  -0.720  1.00  0.00           H  
HETATM   26  H4  UNL     1       6.396   0.636   1.051  1.00  0.00           H  
HETATM   27  H5  UNL     1       6.402   1.370  -0.569  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.383  -1.879  -0.982  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.891   1.238   0.583  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.538   1.461   0.799  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.015  -0.973  -0.261  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.509   1.042   1.708  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.573   1.902   0.160  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.753   1.791  -1.192  1.00  0.00           H  
HETATM   35  H13 UNL     1      -7.234   1.626  -1.058  1.00  0.00           H  
HETATM   36  H14 UNL     1      -6.883  -0.191   2.739  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.398  -0.029   2.611  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.032  -2.888  -2.154  1.00  0.00           H  
HETATM   39  H17 UNL     1       1.044  -3.790  -0.984  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   28
CONECT    7    8    8   21
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   20
CONECT   11   12   31
CONECT   12   13   32   33
CONECT   13   14   14   19
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   18
CONECT   18   19   19   36
CONECT   19   37
CONECT   20   21   21
CONECT   21   22
CONECT   22   38   39
END

HMDB0252403
     RDKit          3D
Flupirtine
 39 40  0  0  0  0  0  0  0  0999 V2000
    7.8754   -0.1319   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5136    0.3928   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874   -0.4916   -0.4087 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1383   -0.1175   -0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9814    0.9868    0.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0861   -0.9635   -0.5287 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -0.7183   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2582    0.4421    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1348    0.5660    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9874   -0.4186   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841   -0.2171    0.0742 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    0.9676    0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4036    0.8929    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2084    1.3521   -0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5882    1.2702   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1964    0.7125    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5447    0.6007    0.9579 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4067    0.2481    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300    0.3314    1.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -1.5271   -0.6410 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8294   -1.6990   -0.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3585   -2.8734   -1.3705 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4320    0.4548   -1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5048   -0.1818    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8409   -1.1911   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3961    0.6361    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016    1.3696   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832   -1.8795   -0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8909    1.2376    0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378    1.4611    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0146   -0.9732   -0.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5090    1.0424    1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5734    1.9020    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7535    1.7906   -1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2341    1.6257   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8825   -0.1914    2.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3985   -0.0294    2.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -2.8884   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444   -3.7904   -0.9838 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 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
 10 20  1  0
 20 21  2  0
 21 22  1  0
 21  7  1  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 19 37  1  0
 22 38  1  0
 22 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Flupirtin maleate	MeSH
Katadolon	MeSH
Ethyl 2-amino-6-((P-fluorobenzyl)amino)-3-pyridinecarbamate	MeSH
Flupirtine maleate (1:1)	MeSH
N-(2-Amino-6-{[(4-fluorophenyl)methyl]imino}-1,6-dihydropyridin-3-yl)ethoxycarboximidate	Generator

Chemical Formula

C₁₅H₁₇FN₄O₂

Average Molecular Weight

304.3195

Monoisotopic Molecular Weight

304.133554013

IUPAC Name

ethyl N-(2-amino-6-{[(4-fluorophenyl)methyl]amino}pyridin-3-yl)carbamate

Traditional Name

flupirtine

CAS Registry Number

Not Available

SMILES

CCOC(=O)NC1=C(N)N=C(NCC2=CC=C(F)C=C2)C=C1

InChI Identifier

InChI=1S/C15H17FN4O2/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20)

InChI Key

JUUFBMODXQKSTD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzylaminopyridines. These are aromatic compounds containing pyridine ring substituted at the 2-position by a benzylamine group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzylamines

Direct Parent

2-benzylaminopyridines

Alternative Parents

Substituents

2-benzylaminopyridine
Aminopyridine
Fluorobenzene
Halobenzene
Secondary aliphatic/aromatic amine
Aryl fluoride
Aryl halide
Pyridine
Imidolactam
Heteroaromatic compound
Carbamic acid ester
Carbonic acid derivative
Secondary amine
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Primary amine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Amine
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 (HMDB: HMDB0252403)

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	2.61	ALOGPS
logP	2.67	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.9	ChemAxon
pKa (Strongest Basic)	7.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	89.27 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	85.49 m³·mol⁻¹	ChemAxon
Polarizability	31.37 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]+	176.499	30932474
DeepCCS	[M-H]-	174.141	30932474
DeepCCS	[M-2H]-	207.027	30932474
DeepCCS	[M+Na]+	182.593	30932474
AllCCS	[M+H]+	171.0	32859911
AllCCS	[M+H-H2O]+	167.8	32859911
AllCCS	[M+NH4]+	174.0	32859911
AllCCS	[M+Na]+	174.9	32859911
AllCCS	[M-H]-	173.5	32859911
AllCCS	[M+Na-2H]-	173.3	32859911
AllCCS	[M+HCOO]-	173.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flupirtine	CCOC(=O)NC1=C(N)N=C(NCC2=CC=C(F)C=C2)C=C1	4014.7	Standard polar	33892256
Flupirtine	CCOC(=O)NC1=C(N)N=C(NCC2=CC=C(F)C=C2)C=C1	2773.4	Standard non polar	33892256
Flupirtine	CCOC(=O)NC1=C(N)N=C(NCC2=CC=C(F)C=C2)C=C1	2699.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Flupirtine,1TMS,isomer #1	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C	2809.0	Semi standard non polar	33892256
Flupirtine,1TMS,isomer #1	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C	2585.8	Standard non polar	33892256
Flupirtine,1TMS,isomer #1	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C	3808.3	Standard polar	33892256
Flupirtine,1TMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N)[Si](C)(C)C	2653.1	Semi standard non polar	33892256
Flupirtine,1TMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N)[Si](C)(C)C	2446.8	Standard non polar	33892256
Flupirtine,1TMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N)[Si](C)(C)C	3621.3	Standard polar	33892256
Flupirtine,1TMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N	2678.8	Semi standard non polar	33892256
Flupirtine,1TMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N	2453.9	Standard non polar	33892256
Flupirtine,1TMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N	3936.9	Standard polar	33892256
Flupirtine,2TMS,isomer #1	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C)[Si](C)(C)C	2751.8	Semi standard non polar	33892256
Flupirtine,2TMS,isomer #1	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C)[Si](C)(C)C	2535.0	Standard non polar	33892256
Flupirtine,2TMS,isomer #1	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C)[Si](C)(C)C	3335.0	Standard polar	33892256
Flupirtine,2TMS,isomer #2	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N[Si](C)(C)C	2769.7	Semi standard non polar	33892256
Flupirtine,2TMS,isomer #2	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N[Si](C)(C)C	2513.7	Standard non polar	33892256
Flupirtine,2TMS,isomer #2	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N[Si](C)(C)C	3524.6	Standard polar	33892256
Flupirtine,2TMS,isomer #3	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C)[Si](C)(C)C	2741.5	Semi standard non polar	33892256
Flupirtine,2TMS,isomer #3	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C)[Si](C)(C)C	2660.7	Standard non polar	33892256
Flupirtine,2TMS,isomer #3	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C)[Si](C)(C)C	3504.9	Standard polar	33892256
Flupirtine,2TMS,isomer #4	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N)[Si](C)(C)C	2575.4	Semi standard non polar	33892256
Flupirtine,2TMS,isomer #4	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N)[Si](C)(C)C	2442.4	Standard non polar	33892256
Flupirtine,2TMS,isomer #4	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N)[Si](C)(C)C	3430.2	Standard polar	33892256
Flupirtine,3TMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N[Si](C)(C)C)[Si](C)(C)C	2710.1	Semi standard non polar	33892256
Flupirtine,3TMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N[Si](C)(C)C)[Si](C)(C)C	2439.6	Standard non polar	33892256
Flupirtine,3TMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N[Si](C)(C)C)[Si](C)(C)C	3111.9	Standard polar	33892256
Flupirtine,3TMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2721.1	Semi standard non polar	33892256
Flupirtine,3TMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2510.2	Standard non polar	33892256
Flupirtine,3TMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3100.5	Standard polar	33892256
Flupirtine,3TMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N([Si](C)(C)C)[Si](C)(C)C	2753.4	Semi standard non polar	33892256
Flupirtine,3TMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N([Si](C)(C)C)[Si](C)(C)C	2506.2	Standard non polar	33892256
Flupirtine,3TMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N([Si](C)(C)C)[Si](C)(C)C	3246.6	Standard polar	33892256
Flupirtine,4TMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2716.0	Semi standard non polar	33892256
Flupirtine,4TMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2398.9	Standard non polar	33892256
Flupirtine,4TMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2877.3	Standard polar	33892256
Flupirtine,1TBDMS,isomer #1	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C(C)(C)C	3015.5	Semi standard non polar	33892256
Flupirtine,1TBDMS,isomer #1	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C(C)(C)C	2811.1	Standard non polar	33892256
Flupirtine,1TBDMS,isomer #1	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C(C)(C)C	3842.5	Standard polar	33892256
Flupirtine,1TBDMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N)[Si](C)(C)C(C)(C)C	2903.0	Semi standard non polar	33892256
Flupirtine,1TBDMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N)[Si](C)(C)C(C)(C)C	2672.0	Standard non polar	33892256
Flupirtine,1TBDMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N)[Si](C)(C)C(C)(C)C	3679.6	Standard polar	33892256
Flupirtine,1TBDMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N	2918.0	Semi standard non polar	33892256
Flupirtine,1TBDMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N	2634.3	Standard non polar	33892256
Flupirtine,1TBDMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N	3991.8	Standard polar	33892256
Flupirtine,2TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3128.0	Semi standard non polar	33892256
Flupirtine,2TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2937.2	Standard non polar	33892256
Flupirtine,2TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3493.9	Standard polar	33892256
Flupirtine,2TBDMS,isomer #2	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N[Si](C)(C)C(C)(C)C	3173.8	Semi standard non polar	33892256
Flupirtine,2TBDMS,isomer #2	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N[Si](C)(C)C(C)(C)C	2870.8	Standard non polar	33892256
Flupirtine,2TBDMS,isomer #2	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N[Si](C)(C)C(C)(C)C	3646.8	Standard polar	33892256
Flupirtine,2TBDMS,isomer #3	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3164.1	Semi standard non polar	33892256
Flupirtine,2TBDMS,isomer #3	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3069.2	Standard non polar	33892256
Flupirtine,2TBDMS,isomer #3	CCOC(=O)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3608.4	Standard polar	33892256
Flupirtine,2TBDMS,isomer #4	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N)[Si](C)(C)C(C)(C)C	3026.3	Semi standard non polar	33892256
Flupirtine,2TBDMS,isomer #4	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N)[Si](C)(C)C(C)(C)C	2818.3	Standard non polar	33892256
Flupirtine,2TBDMS,isomer #4	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N)[Si](C)(C)C(C)(C)C	3572.0	Standard polar	33892256
Flupirtine,3TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3267.8	Semi standard non polar	33892256
Flupirtine,3TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2975.5	Standard non polar	33892256
Flupirtine,3TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3378.4	Standard polar	33892256
Flupirtine,3TBDMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3306.4	Semi standard non polar	33892256
Flupirtine,3TBDMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3155.3	Standard non polar	33892256
Flupirtine,3TBDMS,isomer #2	CCOC(=O)N(C1=CC=C(NCC2=CC=C(F)C=C2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3356.1	Standard polar	33892256
Flupirtine,3TBDMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3329.5	Semi standard non polar	33892256
Flupirtine,3TBDMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3097.3	Standard non polar	33892256
Flupirtine,3TBDMS,isomer #3	CCOC(=O)NC1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3463.1	Standard polar	33892256
Flupirtine,4TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3465.5	Semi standard non polar	33892256
Flupirtine,4TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3173.7	Standard non polar	33892256
Flupirtine,4TBDMS,isomer #1	CCOC(=O)N(C1=CC=C(N(CC2=CC=C(F)C=C2)[Si](C)(C)C(C)(C)C)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3225.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Flupirtine GC-MS (Non-derivatized) - 70eV, Positive	splash10-057i-4290000000-f70bca53a9e3e3a83239	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flupirtine 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 - Flupirtine 10V, Positive-QTOF	splash10-0a4i-2197000000-e681166c14a4d0124eb5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 20V, Positive-QTOF	splash10-001i-3290000000-5e654d1a395b9ed4a959	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 40V, Positive-QTOF	splash10-00xr-4960000000-826759a763aabd5cb29e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 10V, Negative-QTOF	splash10-0a4i-2091000000-088bea92142f4356cc72	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 20V, Negative-QTOF	splash10-0a4i-3190000000-57e54668ac408ee92bc5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 40V, Negative-QTOF	splash10-006w-9530000000-21492ebe3fe01b62741f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 10V, Positive-QTOF	splash10-0a4i-0079000000-18ad52c0c99b7436922b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 20V, Positive-QTOF	splash10-0a4i-0192000000-a445b33ed9d6a8231894	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 40V, Positive-QTOF	splash10-0bt9-0960000000-e72148dc0a466a939c21	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 10V, Negative-QTOF	splash10-0udi-0039000000-400450e69c473d7c056f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 20V, Negative-QTOF	splash10-0a59-1190000000-0ff45d543a7dcaff95e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flupirtine 40V, Negative-QTOF	splash10-00di-0910000000-ac40beb5bf63d94a4a92	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

DB06623

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

48119

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Flupirtine

METLIN ID

Not Available

PubChem Compound

Not Available

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 Flupirtine (HMDB0252403)

MOL for HMDB0252403 (Flupirtine)

3D MOL for HMDB0252403 (Flupirtine)

3D SDF for HMDB0252403 (Flupirtine)

3D-SDF for HMDB0252403 (Flupirtine)

PDB for HMDB0252403 (Flupirtine)

3D PDB for HMDB0252403 (Flupirtine)

SMILES for HMDB0252403 (Flupirtine)

INCHI for HMDB0252403 (Flupirtine)

Structure for HMDB0252403 (Flupirtine)

3D Structure for HMDB0252403 (Flupirtine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra