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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 19:01:05 UTC

Update Date

2023-02-21 17:30:15 UTC

HMDB ID

HMDB0060813

Secondary Accession Numbers

HMDB60813

Metabolite Identification

Common Name

Descarbonyl-lacosamide

Description

Descarbonyl-lacosamide is a metabolite of lacosamide. Lacosamide (formerly known as erlosamide) is a medication developed by UCB for the adjunctive treatment of partial-onset seizures and diabetic neuropathic pain marketed under the trade name Vimpat. The U.S. Food and Drug Administration accepted UCB's New Drug Application for lacosamide as of November 29, 2007, beginning the approval process for the drug. (Wikipedia)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0060813
     RDKit          3D
Descarbonyl-lacosamide
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5004    0.7647   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2551   -0.2846    0.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524   -0.4583    0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954   -0.7168   -0.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3553   -1.9246   -0.9315 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6029   -0.8256    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0456   -1.8660    0.0646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020    0.2160    1.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3563    0.1285    1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    0.3370    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0203   -0.7182   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9707   -0.5023   -1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2805    0.7822   -1.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372    1.8459   -0.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    1.6257    0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9333    0.6273   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5740    0.7521   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    1.7537    0.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9294   -1.3804    1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5346    0.3814    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959    0.1226   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6118   -2.2212   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6165   -2.7070   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783    1.0877    1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755   -0.8605    2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4859    0.9166    2.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734   -1.7116    0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4306   -1.3879   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264    0.8939   -2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8795    2.8494   -1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1954    2.4801    0.5603 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
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  0
  5 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END


  Mrv0541 07041312012D          

 15 15  0  0  1  0            999 V2000
    0.7145   -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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    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  6  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  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
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060813

> <DATABASE_NAME>
hmdb

> <SMILES>
COC[C@@H](N)C(=O)NCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H16N2O2/c1-15-8-10(12)11(14)13-7-9-5-3-2-4-6-9/h2-6,10H,7-8,12H2,1H3,(H,13,14)/t10-/m1/s1

> <INCHI_KEY>
WPLANNRKFDHEKD-SNVBAGLBSA-N

> <FORMULA>
C11H16N2O2

> <MOLECULAR_WEIGHT>
208.2569

> <EXACT_MASS>
208.121177766

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.532712263354313

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-amino-N-benzyl-3-methoxypropanamide

> <ALOGPS_LOGP>
-0.04

> <JCHEM_LOGP>
0.1587117916666665

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.441816005910443

> <JCHEM_PKA_STRONGEST_BASIC>
7.740831119460136

> <JCHEM_POLAR_SURFACE_AREA>
64.35

> <JCHEM_REFRACTIVITY>
58.123700000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-amino-N-benzyl-3-methoxypropanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060813
     RDKit          3D
Descarbonyl-lacosamide
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5004    0.7647   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2551   -0.2846    0.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524   -0.4583    0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954   -0.7168   -0.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3553   -1.9246   -0.9315 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6029   -0.8256    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0456   -1.8660    0.0646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020    0.2160    1.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3563    0.1285    1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    0.3370    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0203   -0.7182   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9707   -0.5023   -1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2805    0.7822   -1.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372    1.8459   -0.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    1.6257    0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9333    0.6273   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5740    0.7521   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    1.7537    0.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9294   -1.3804    1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5346    0.3814    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959    0.1226   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6118   -2.2212   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6165   -2.7070   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783    1.0877    1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755   -0.8605    2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4859    0.9166    2.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734   -1.7116    0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4306   -1.3879   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264    0.8939   -2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8795    2.8494   -1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1954    2.4801    0.5603 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
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  0
  5 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.335  -9.240   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       8.002  -7.700   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0060813
HETATM    1  C1  UNL     1       4.500   0.765  -0.296  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.255  -0.285   0.559  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.952  -0.458   0.936  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.995  -0.717  -0.192  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.355  -1.925  -0.931  1.00  0.00           N  
HETATM    6  C4  UNL     1       0.603  -0.826   0.309  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.046  -1.866   0.065  1.00  0.00           O  
HETATM    8  N2  UNL     1      -0.002   0.216   1.051  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.356   0.129   1.547  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.377   0.337   0.498  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.020  -0.718  -0.098  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.971  -0.502  -1.081  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.281   0.782  -1.471  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.637   1.846  -0.875  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.681   1.626   0.114  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.933   0.627  -1.236  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.574   0.752  -0.594  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.201   1.754   0.115  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.929  -1.380   1.584  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.535   0.381   1.539  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.996   0.123  -0.928  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.612  -2.221  -1.574  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.616  -2.707  -0.266  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.578   1.088   1.241  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.475  -0.860   2.043  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.486   0.917   2.342  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.773  -1.712   0.213  1.00  0.00           H  
HETATM   28  H13 UNL     1      -4.431  -1.388  -1.500  1.00  0.00           H  
HETATM   29  H14 UNL     1      -5.026   0.894  -2.239  1.00  0.00           H  
HETATM   30  H15 UNL     1      -3.880   2.849  -1.180  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.195   2.480   0.560  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4   19   20
CONECT    4    5    6   21
CONECT    5   22   23
CONECT    6    7    7    8
CONECT    8    9   24
CONECT    9   10   25   26
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   31
END

HMDB0060813
     RDKit          3D
Descarbonyl-lacosamide
 31 31  0  0  0  0  0  0  0  0999 V2000
    4.5004    0.7647   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2551   -0.2846    0.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524   -0.4583    0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9954   -0.7168   -0.1921 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3553   -1.9246   -0.9315 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6029   -0.8256    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0456   -1.8660    0.0646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020    0.2160    1.0514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3563    0.1285    1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    0.3370    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0203   -0.7182   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9707   -0.5023   -1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2805    0.7822   -1.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372    1.8459   -0.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    1.6257    0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9333    0.6273   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5740    0.7521   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    1.7537    0.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9294   -1.3804    1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5346    0.3814    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959    0.1226   -0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6118   -2.2212   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6165   -2.7070   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783    1.0877    1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755   -0.8605    2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4859    0.9166    2.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734   -1.7116    0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4306   -1.3879   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264    0.8939   -2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8795    2.8494   -1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1954    2.4801    0.5603 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
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  6
  5 22  1  0
  5 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₁₆N₂O₂

Average Molecular Weight

208.2569

Monoisotopic Molecular Weight

208.121177766

IUPAC Name

(2R)-2-amino-N-benzyl-3-methoxypropanamide

Traditional Name

(2R)-2-amino-N-benzyl-3-methoxypropanamide

CAS Registry Number

Not Available

SMILES

COC[C@@H](N)C(=O)NCC1=CC=CC=C1

InChI Identifier

InChI=1S/C11H16N2O2/c1-15-8-10(12)11(14)13-7-9-5-3-2-4-6-9/h2-6,10H,7-8,12H2,1H3,(H,13,14)/t10-/m1/s1

InChI Key

WPLANNRKFDHEKD-SNVBAGLBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Dialkyl ether
Ether
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0060813)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060813)

Organ

Kidney (HMDB: HMDB0060813)
Liver (HMDB: HMDB0060813)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060813)

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
Water Solubility	2.31 g/L	ALOGPS
logP	-0.04	ALOGPS
logP	0.16	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	15.44	ChemAxon
pKa (Strongest Basic)	7.74	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	64.35 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	58.12 m³·mol⁻¹	ChemAxon
Polarizability	22.53 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	148.497	31661259
DarkChem	[M-H]-	147.729	31661259
DeepCCS	[M+H]+	150.976	30932474
DeepCCS	[M-H]-	148.586	30932474
DeepCCS	[M-2H]-	181.601	30932474
DeepCCS	[M+Na]+	157.037	30932474
AllCCS	[M+H]+	148.0	32859911
AllCCS	[M+H-H2O]+	144.2	32859911
AllCCS	[M+NH4]+	151.6	32859911
AllCCS	[M+Na]+	152.6	32859911
AllCCS	[M-H]-	150.0	32859911
AllCCS	[M+Na-2H]-	150.8	32859911
AllCCS	[M+HCOO]-	151.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Descarbonyl-lacosamide	COC[C@@H](N)C(=O)NCC1=CC=CC=C1	2767.1	Standard polar	33892256
Descarbonyl-lacosamide	COC[C@@H](N)C(=O)NCC1=CC=CC=C1	1696.7	Standard non polar	33892256
Descarbonyl-lacosamide	COC[C@@H](N)C(=O)NCC1=CC=CC=C1	1884.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Descarbonyl-lacosamide,1TMS,isomer #1	COC[C@@H](N[Si](C)(C)C)C(=O)NCC1=CC=CC=C1	1874.9	Semi standard non polar	33892256
Descarbonyl-lacosamide,1TMS,isomer #1	COC[C@@H](N[Si](C)(C)C)C(=O)NCC1=CC=CC=C1	1785.9	Standard non polar	33892256
Descarbonyl-lacosamide,1TMS,isomer #1	COC[C@@H](N[Si](C)(C)C)C(=O)NCC1=CC=CC=C1	2480.1	Standard polar	33892256
Descarbonyl-lacosamide,1TMS,isomer #2	COC[C@@H](N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	1803.3	Semi standard non polar	33892256
Descarbonyl-lacosamide,1TMS,isomer #2	COC[C@@H](N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	1830.9	Standard non polar	33892256
Descarbonyl-lacosamide,1TMS,isomer #2	COC[C@@H](N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	2643.1	Standard polar	33892256
Descarbonyl-lacosamide,2TMS,isomer #1	COC[C@H](C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2034.5	Semi standard non polar	33892256
Descarbonyl-lacosamide,2TMS,isomer #1	COC[C@H](C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	1944.4	Standard non polar	33892256
Descarbonyl-lacosamide,2TMS,isomer #1	COC[C@H](C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2375.8	Standard polar	33892256
Descarbonyl-lacosamide,2TMS,isomer #2	COC[C@@H](N[Si](C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	1861.1	Semi standard non polar	33892256
Descarbonyl-lacosamide,2TMS,isomer #2	COC[C@@H](N[Si](C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	1901.0	Standard non polar	33892256
Descarbonyl-lacosamide,2TMS,isomer #2	COC[C@@H](N[Si](C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	2307.6	Standard polar	33892256
Descarbonyl-lacosamide,3TMS,isomer #1	COC[C@H](C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2038.5	Semi standard non polar	33892256
Descarbonyl-lacosamide,3TMS,isomer #1	COC[C@H](C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2039.2	Standard non polar	33892256
Descarbonyl-lacosamide,3TMS,isomer #1	COC[C@H](C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2235.1	Standard polar	33892256
Descarbonyl-lacosamide,1TBDMS,isomer #1	COC[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC1=CC=CC=C1	2097.8	Semi standard non polar	33892256
Descarbonyl-lacosamide,1TBDMS,isomer #1	COC[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC1=CC=CC=C1	2029.9	Standard non polar	33892256
Descarbonyl-lacosamide,1TBDMS,isomer #1	COC[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC1=CC=CC=C1	2561.9	Standard polar	33892256
Descarbonyl-lacosamide,1TBDMS,isomer #2	COC[C@@H](N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2037.0	Semi standard non polar	33892256
Descarbonyl-lacosamide,1TBDMS,isomer #2	COC[C@@H](N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2025.6	Standard non polar	33892256
Descarbonyl-lacosamide,1TBDMS,isomer #2	COC[C@@H](N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2722.1	Standard polar	33892256
Descarbonyl-lacosamide,2TBDMS,isomer #1	COC[C@H](C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2477.2	Semi standard non polar	33892256
Descarbonyl-lacosamide,2TBDMS,isomer #1	COC[C@H](C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2349.5	Standard non polar	33892256
Descarbonyl-lacosamide,2TBDMS,isomer #1	COC[C@H](C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2550.8	Standard polar	33892256
Descarbonyl-lacosamide,2TBDMS,isomer #2	COC[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2326.1	Semi standard non polar	33892256
Descarbonyl-lacosamide,2TBDMS,isomer #2	COC[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2306.1	Standard non polar	33892256
Descarbonyl-lacosamide,2TBDMS,isomer #2	COC[C@@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2545.1	Standard polar	33892256
Descarbonyl-lacosamide,3TBDMS,isomer #1	COC[C@H](C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2712.5	Semi standard non polar	33892256
Descarbonyl-lacosamide,3TBDMS,isomer #1	COC[C@H](C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2604.7	Standard non polar	33892256
Descarbonyl-lacosamide,3TBDMS,isomer #1	COC[C@H](C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2552.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Descarbonyl-lacosamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-9300000000-b332e8a6134fd3c3ade2	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Descarbonyl-lacosamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Descarbonyl-lacosamide 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 - Descarbonyl-lacosamide 10V, Positive-QTOF	splash10-0abc-9540000000-be407d8a3fde462a1f87	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 20V, Positive-QTOF	splash10-0006-9200000000-8ebca276e32d7212d372	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 40V, Positive-QTOF	splash10-0006-9000000000-9f8d9d028a963e294dd9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 10V, Negative-QTOF	splash10-0a4i-1490000000-ccf703bb5fe4e3ea52ff	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 20V, Negative-QTOF	splash10-0bt9-3910000000-3c63faf27fab848a9e72	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 40V, Negative-QTOF	splash10-054o-9100000000-3fd4879cf15151c384ab	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 10V, Positive-QTOF	splash10-052f-9230000000-9a43244179dfb5c7c34c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 20V, Positive-QTOF	splash10-0006-9200000000-6453c30080f3a93af715	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 40V, Positive-QTOF	splash10-0006-9100000000-706613cf1c25b15aa19e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 10V, Negative-QTOF	splash10-0a4i-4390000000-2d862776ba86dc99c15b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 20V, Negative-QTOF	splash10-0a6r-9220000000-6a9a76c0e93c957a77ce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Descarbonyl-lacosamide 40V, Negative-QTOF	splash10-052f-9010000000-169a4e587a0a81c75923	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10104501

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

Not Available

Showing metabocard for Descarbonyl-lacosamide (HMDB0060813)

MOL for HMDB0060813 (Descarbonyl-lacosamide)

3D MOL for HMDB0060813 (Descarbonyl-lacosamide)

3D SDF for HMDB0060813 (Descarbonyl-lacosamide)

3D-SDF for HMDB0060813 (Descarbonyl-lacosamide)

PDB for HMDB0060813 (Descarbonyl-lacosamide)

3D PDB for HMDB0060813 (Descarbonyl-lacosamide)

SMILES for HMDB0060813 (Descarbonyl-lacosamide)

INCHI for HMDB0060813 (Descarbonyl-lacosamide)

Structure for HMDB0060813 (Descarbonyl-lacosamide)

3D Structure for HMDB0060813 (Descarbonyl-lacosamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra