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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:51:06 UTC

Update Date

2022-11-23 22:29:18 UTC

HMDB ID

HMDB0257144

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Remacemide

Description

2-amino-N-(1,2-diphenylpropan-2-yl)ethanimidic acid belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Based on a literature review very few articles have been published on 2-amino-N-(1,2-diphenylpropan-2-yl)ethanimidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Remacemide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Remacemide 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

HMDB0257144
     RDKit          3D
REMACEMIDE
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.0244    0.4333    1.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1519    0.4645    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    0.7689   -0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674   -0.2052    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -1.2418   -0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413   -2.2017   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1768   -2.1132    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8498   -1.0772    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -0.1285    1.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6308   -0.7160   -0.4088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652   -1.4867   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5910   -1.2437    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -2.7214   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.3880   -0.3974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608    1.6484   -0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572    1.8867    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973    3.0254    0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088    3.9266   -0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044    3.6753   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    2.5635   -1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721    1.4182    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.4247    2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455    0.3515    2.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767    0.6743   -1.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    1.7793   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568   -1.3725   -1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8083   -3.0223   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063   -2.8726    0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568   -1.0334    2.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901    0.6746    1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0497   -1.0977   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3310   -2.3512   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.4063   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166   -2.8877    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079   -4.3653   -0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811    1.2717    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8366    3.1982    0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0534    4.7976   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312    4.3695   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622    2.4299   -1.6510 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  9  4  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END

  Mrv1533004261515212D          

 20 21  0  0  0  0            999 V2000
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    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   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    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
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.6039    0.0000 N   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  2 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
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257144

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC1=CC=CC=C1)(NC(=O)CN)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H20N2O/c1-17(19-16(20)13-18,15-10-6-3-7-11-15)12-14-8-4-2-5-9-14/h2-11H,12-13,18H2,1H3,(H,19,20)

> <INCHI_KEY>
YSGASDXSLKIKOD-UHFFFAOYSA-N

> <FORMULA>
C17H20N2O

> <MOLECULAR_WEIGHT>
268.36

> <EXACT_MASS>
268.157563272

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.1506218502263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-N-(1,2-diphenylpropan-2-yl)acetamide

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
2.3472090729999997

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.606071084039346

> <JCHEM_PKA_STRONGEST_BASIC>
8.138474141742302

> <JCHEM_POLAR_SURFACE_AREA>
55.120000000000005

> <JCHEM_REFRACTIVITY>
81.01089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
remacemide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257144
     RDKit          3D
REMACEMIDE
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.0244    0.4333    1.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1519    0.4645    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    0.7689   -0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674   -0.2052    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -1.2418   -0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413   -2.2017   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1768   -2.1132    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8498   -1.0772    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -0.1285    1.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6308   -0.7160   -0.4088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652   -1.4867   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5910   -1.2437    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -2.7214   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.3880   -0.3974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608    1.6484   -0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572    1.8867    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973    3.0254    0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088    3.9266   -0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044    3.6753   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    2.5635   -1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721    1.4182    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.4247    2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455    0.3515    2.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767    0.6743   -1.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    1.7793   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568   -1.3725   -1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8083   -3.0223   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063   -2.8726    0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568   -1.0334    2.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901    0.6746    1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0497   -1.0977   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3310   -2.3512   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.4063   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166   -2.8877    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079   -4.3653   -0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811    1.2717    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8366    3.1982    0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0534    4.7976   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312    4.3695   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622    2.4299   -1.6510 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  9  4  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -6.160   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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -1.897  -0.206   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.357  -0.206   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.413  -1.540   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.413   1.127   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.953   1.127   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   10   16                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    2   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    2   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0257144
HETATM    1  C1  UNL     1      -0.024   0.433   1.692  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.152   0.464   0.173  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.257   0.769  -0.386  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.267  -0.205   0.021  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.603  -1.242  -0.812  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.541  -2.202  -0.485  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.177  -2.113   0.746  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.850  -1.077   1.594  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.904  -0.129   1.242  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.631  -0.716  -0.409  1.00  0.00           N  
HETATM   11  C10 UNL     1      -1.765  -1.487  -0.098  1.00  0.00           C  
HETATM   12  O1  UNL     1      -2.591  -1.244   0.820  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.076  -2.721  -0.898  1.00  0.00           C  
HETATM   14  N2  UNL     1      -3.272  -3.388  -0.397  1.00  0.00           N  
HETATM   15  C12 UNL     1      -0.961   1.648  -0.175  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.157   1.887   0.467  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.897   3.025   0.115  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.509   3.927  -0.832  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.304   3.675  -1.469  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.563   2.563  -1.139  1.00  0.00           C  
HETATM   21  H1  UNL     1       0.372   1.418   1.990  1.00  0.00           H  
HETATM   22  H2  UNL     1       0.584  -0.425   2.047  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.045   0.351   2.111  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.077   0.674  -1.508  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.582   1.779  -0.121  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.157  -1.373  -1.788  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.808  -3.022  -1.135  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.906  -2.873   0.989  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.357  -1.033   2.542  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.690   0.675   1.966  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.050  -1.098  -1.229  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.331  -2.351  -1.931  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.237  -3.406  -0.996  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.517  -2.888   0.505  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.008  -4.365  -0.046  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.581   1.272   1.235  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.837   3.198   0.617  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.053   4.798  -1.126  1.00  0.00           H  
HETATM   39  H19 UNL     1      -0.931   4.369  -2.243  1.00  0.00           H  
HETATM   40  H20 UNL     1       0.362   2.430  -1.651  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   10   15
CONECT    3    4   24   25
CONECT    4    5    5    9
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   28
CONECT    8    9    9   29
CONECT    9   30
CONECT   10   11   31
CONECT   11   12   12   13
CONECT   13   14   32   33
CONECT   14   34   35
CONECT   15   16   16   20
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   19   38
CONECT   19   20   20   39
CONECT   20   40
END

HMDB0257144
     RDKit          3D
REMACEMIDE
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.0244    0.4333    1.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1519    0.4645    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    0.7689   -0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674   -0.2052    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -1.2418   -0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413   -2.2017   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1768   -2.1132    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8498   -1.0772    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -0.1285    1.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6308   -0.7160   -0.4088 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7652   -1.4867   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5910   -1.2437    0.8196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -2.7214   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.3880   -0.3974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608    1.6484   -0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1572    1.8867    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973    3.0254    0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5088    3.9266   -0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044    3.6753   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    2.5635   -1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721    1.4182    1.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.4247    2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455    0.3515    2.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767    0.6743   -1.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    1.7793   -0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568   -1.3725   -1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8083   -3.0223   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063   -2.8726    0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568   -1.0334    2.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901    0.6746    1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0497   -1.0977   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3310   -2.3512   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.4063   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166   -2.8877    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079   -4.3653   -0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811    1.2717    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8366    3.1982    0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0534    4.7976   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312    4.3695   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622    2.4299   -1.6510 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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  9  4  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Amino-N-(1,2-diphenylpropan-2-yl)ethanimidate	Generator
2-Amino-N-(1-methyl-1,2-diphenylethyl)acetamide	MeSH
FPL-12944AA	MeSH
FPL 12924AA	MeSH
Remacemide monohydrochloride, (+-)-isomer	MeSH

Chemical Formula

C₁₇H₂₀N₂O

Average Molecular Weight

268.36

Monoisotopic Molecular Weight

268.157563272

IUPAC Name

2-amino-N-(1,2-diphenylpropan-2-yl)acetamide

Traditional Name

remacemide

CAS Registry Number

Not Available

SMILES

CC(CC1=CC=CC=C1)(NC(=O)CN)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H20N2O/c1-17(19-16(20)13-18,15-10-6-3-7-11-15)12-14-8-4-2-5-9-14/h2-11H,12-13,18H2,1H3,(H,19,20)

InChI Key

YSGASDXSLKIKOD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
Phenylpropane
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.48	ALOGPS
logP	2.35	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	13.61	ChemAxon
pKa (Strongest Basic)	8.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.01 m³·mol⁻¹	ChemAxon
Polarizability	30.15 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]+	163.349	30932474
DeepCCS	[M-H]-	160.991	30932474
DeepCCS	[M-2H]-	193.878	30932474
DeepCCS	[M+Na]+	169.443	30932474
AllCCS	[M+H]+	163.5	32859911
AllCCS	[M+H-H2O]+	159.7	32859911
AllCCS	[M+NH4]+	167.0	32859911
AllCCS	[M+Na]+	168.0	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	169.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
REMACEMIDE	CC(CC1=CC=CC=C1)(NC(=O)CN)C1=CC=CC=C1	2973.7	Standard polar	33892256
REMACEMIDE	CC(CC1=CC=CC=C1)(NC(=O)CN)C1=CC=CC=C1	2150.4	Standard non polar	33892256
REMACEMIDE	CC(CC1=CC=CC=C1)(NC(=O)CN)C1=CC=CC=C1	2329.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
REMACEMIDE,1TMS,isomer #1	CC(CC1=CC=CC=C1)(NC(=O)CN[Si](C)(C)C)C1=CC=CC=C1	2381.0	Semi standard non polar	33892256
REMACEMIDE,1TMS,isomer #1	CC(CC1=CC=CC=C1)(NC(=O)CN[Si](C)(C)C)C1=CC=CC=C1	2343.1	Standard non polar	33892256
REMACEMIDE,1TMS,isomer #1	CC(CC1=CC=CC=C1)(NC(=O)CN[Si](C)(C)C)C1=CC=CC=C1	2989.8	Standard polar	33892256
REMACEMIDE,1TMS,isomer #2	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN)[Si](C)(C)C	2288.6	Semi standard non polar	33892256
REMACEMIDE,1TMS,isomer #2	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN)[Si](C)(C)C	2280.7	Standard non polar	33892256
REMACEMIDE,1TMS,isomer #2	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN)[Si](C)(C)C	3199.9	Standard polar	33892256
REMACEMIDE,2TMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN[Si](C)(C)C)[Si](C)(C)C	2352.5	Semi standard non polar	33892256
REMACEMIDE,2TMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN[Si](C)(C)C)[Si](C)(C)C	2358.0	Standard non polar	33892256
REMACEMIDE,2TMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN[Si](C)(C)C)[Si](C)(C)C	2875.8	Standard polar	33892256
REMACEMIDE,2TMS,isomer #2	CC(CC1=CC=CC=C1)(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	2493.8	Semi standard non polar	33892256
REMACEMIDE,2TMS,isomer #2	CC(CC1=CC=CC=C1)(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	2489.4	Standard non polar	33892256
REMACEMIDE,2TMS,isomer #2	CC(CC1=CC=CC=C1)(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C1=CC=CC=C1	2851.7	Standard polar	33892256
REMACEMIDE,3TMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2519.7	Semi standard non polar	33892256
REMACEMIDE,3TMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2508.5	Standard non polar	33892256
REMACEMIDE,3TMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2761.2	Standard polar	33892256
REMACEMIDE,1TBDMS,isomer #1	CC(CC1=CC=CC=C1)(NC(=O)CN[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2581.4	Semi standard non polar	33892256
REMACEMIDE,1TBDMS,isomer #1	CC(CC1=CC=CC=C1)(NC(=O)CN[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2529.2	Standard non polar	33892256
REMACEMIDE,1TBDMS,isomer #1	CC(CC1=CC=CC=C1)(NC(=O)CN[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	3052.9	Standard polar	33892256
REMACEMIDE,1TBDMS,isomer #2	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN)[Si](C)(C)C(C)(C)C	2540.9	Semi standard non polar	33892256
REMACEMIDE,1TBDMS,isomer #2	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN)[Si](C)(C)C(C)(C)C	2487.7	Standard non polar	33892256
REMACEMIDE,1TBDMS,isomer #2	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN)[Si](C)(C)C(C)(C)C	3184.7	Standard polar	33892256
REMACEMIDE,2TBDMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2818.7	Semi standard non polar	33892256
REMACEMIDE,2TBDMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2752.6	Standard non polar	33892256
REMACEMIDE,2TBDMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3015.3	Standard polar	33892256
REMACEMIDE,2TBDMS,isomer #2	CC(CC1=CC=CC=C1)(NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2965.6	Semi standard non polar	33892256
REMACEMIDE,2TBDMS,isomer #2	CC(CC1=CC=CC=C1)(NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2783.1	Standard non polar	33892256
REMACEMIDE,2TBDMS,isomer #2	CC(CC1=CC=CC=C1)(NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2985.6	Standard polar	33892256
REMACEMIDE,3TBDMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3204.0	Semi standard non polar	33892256
REMACEMIDE,3TBDMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3013.2	Standard non polar	33892256
REMACEMIDE,3TBDMS,isomer #1	CC(CC1=CC=CC=C1)(C1=CC=CC=C1)N(C(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2964.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Remacemide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0563-9710000000-b4511b206d1c204c43d6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Remacemide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Remacemide 35V, Positive-QTOF	splash10-014m-6900000000-5ceb60b8aef59ffe535f	2021-09-20	HMDB team, MONA	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

54551

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

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PubChem Compound

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PDB ID

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ChEBI ID

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Food Biomarker Ontology

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VMH ID

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MarkerDB ID

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Good Scents ID

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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 Remacemide (HMDB0257144)

MOL for HMDB0257144 (Remacemide)

3D MOL for HMDB0257144 (Remacemide)

3D SDF for HMDB0257144 (Remacemide)

3D-SDF for HMDB0257144 (Remacemide)

PDB for HMDB0257144 (Remacemide)

3D PDB for HMDB0257144 (Remacemide)

SMILES for HMDB0257144 (Remacemide)

INCHI for HMDB0257144 (Remacemide)

Structure for HMDB0257144 (Remacemide)

3D Structure for HMDB0257144 (Remacemide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra