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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:39:20 UTC

Update Date

2021-09-26 22:52:17 UTC

HMDB ID

HMDB0244500

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide

Description

SCHEMBL4746610 belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on SCHEMBL4746610. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s,3s)-2-amino-n-benzyl-3-methylpentanamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide 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

HMDB0244500
     RDKit          3D
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.2315    1.1406   -0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738    0.5662   -1.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4420   -0.2425   -1.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6301   -1.4240   -0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578    0.6211   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7460    1.1694    0.7496 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1472   -0.2476   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668   -0.7243   -1.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259   -0.5421    0.7897 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -1.3807    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8528   -0.6236    0.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7277    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285    1.4128   -0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9950    0.7462   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1271   -0.6101   -0.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -1.2968    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    1.2353   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8233    2.1637    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213    0.4871    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    1.4435   -1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4465    0.0487   -1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1417   -0.6554   -2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125   -1.1640    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3675   -2.1569   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447   -1.9772   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1103    1.4754   -1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    0.5059    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098    1.9576    1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789   -0.1453    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -1.7980    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335   -2.2518    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    1.2593    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457    2.4720   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8675    1.2935   -0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830   -1.1217   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0867   -2.3639    0.2364 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END


  Mrv1652309102123392D          

 16 16  0  0  0  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 C   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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   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
    2.8579   -4.9500    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  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
  5 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244500

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C(N)C(=O)NCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H20N2O/c1-3-10(2)12(14)13(16)15-9-11-7-5-4-6-8-11/h4-8,10,12H,3,9,14H2,1-2H3,(H,15,16)

> <INCHI_KEY>
QCNUBIUWWWTVLZ-UHFFFAOYSA-N

> <FORMULA>
C13H20N2O

> <MOLECULAR_WEIGHT>
220.316

> <EXACT_MASS>
220.157563272

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.418515807979276

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-N-benzyl-3-methylpentanamide

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.8945591410000002

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.77199110341267

> <JCHEM_PKA_STRONGEST_BASIC>
8.506100680183685

> <JCHEM_POLAR_SURFACE_AREA>
55.120000000000005

> <JCHEM_REFRACTIVITY>
65.42540000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-N-benzyl-3-methylpentanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244500
     RDKit          3D
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.2315    1.1406   -0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738    0.5662   -1.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4420   -0.2425   -1.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6301   -1.4240   -0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578    0.6211   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7460    1.1694    0.7496 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1472   -0.2476   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668   -0.7243   -1.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259   -0.5421    0.7897 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -1.3807    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8528   -0.6236    0.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7277    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285    1.4128   -0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9950    0.7462   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1271   -0.6101   -0.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -1.2968    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    1.2353   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8233    2.1637    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213    0.4871    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    1.4435   -1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4465    0.0487   -1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1417   -0.6554   -2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125   -1.1640    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3675   -2.1569   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447   -1.9772   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1103    1.4754   -1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    0.5059    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098    1.9576    1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789   -0.1453    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -1.7980    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335   -2.2518    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    1.2593    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457    2.4720   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8675    1.2935   -0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830   -1.1217   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0867   -2.3639    0.2364 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+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
HETATM   16  N   UNK     0       5.335  -9.240   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16                                                  
CONECT    6    5    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                                                       
CONECT   16    5                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0244500
HETATM    1  C1  UNL     1      -4.231   1.141  -0.054  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.674   0.566  -1.319  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.442  -0.243  -1.106  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.630  -1.424  -0.195  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.358   0.621  -0.512  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.746   1.169   0.750  1.00  0.00           N  
HETATM    7  C6  UNL     1      -0.147  -0.248  -0.432  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.267  -0.724  -1.521  1.00  0.00           O  
HETATM    9  N2  UNL     1       0.526  -0.542   0.790  1.00  0.00           N  
HETATM   10  C7  UNL     1       1.674  -1.381   0.778  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.853  -0.624   0.283  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.721   0.728   0.072  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.829   1.413  -0.386  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.995   0.746  -0.611  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.127  -0.610  -0.399  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.027  -1.297   0.057  1.00  0.00           C  
HETATM   17  H1  UNL     1      -5.331   1.235  -0.193  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.823   2.164   0.188  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.021   0.487   0.793  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.366   1.443  -1.963  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.447   0.049  -1.926  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.142  -0.655  -2.102  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.813  -1.164   0.852  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.368  -2.157  -0.595  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.645  -1.977  -0.200  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.110   1.475  -1.186  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.747   0.506   1.540  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.110   1.958   1.029  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.179  -0.145   1.686  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.839  -1.798   1.782  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.533  -2.252   0.080  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.798   1.259   0.249  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.746   2.472  -0.557  1.00  0.00           H  
HETATM   34  H18 UNL     1       5.867   1.294  -0.973  1.00  0.00           H  
HETATM   35  H19 UNL     1       6.083  -1.122  -0.590  1.00  0.00           H  
HETATM   36  H20 UNL     1       4.087  -2.364   0.236  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4    5   22
CONECT    4   23   24   25
CONECT    5    6    7   26
CONECT    6   27   28
CONECT    7    8    8    9
CONECT    9   10   29
CONECT   10   11   30   31
CONECT   11   12   12   16
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   36
END

HMDB0244500
     RDKit          3D
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.2315    1.1406   -0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738    0.5662   -1.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4420   -0.2425   -1.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6301   -1.4240   -0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578    0.6211   -0.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7460    1.1694    0.7496 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1472   -0.2476   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668   -0.7243   -1.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259   -0.5421    0.7897 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -1.3807    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8528   -0.6236    0.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7206    0.7277    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285    1.4128   -0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9950    0.7462   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1271   -0.6101   -0.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -1.2968    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308    1.2353   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8233    2.1637    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0213    0.4871    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3660    1.4435   -1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4465    0.0487   -1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1417   -0.6554   -2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125   -1.1640    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3675   -2.1569   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447   -1.9772   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1103    1.4754   -1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    0.5059    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098    1.9576    1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1789   -0.1453    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -1.7980    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335   -2.2518    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    1.2593    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457    2.4720   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8675    1.2935   -0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830   -1.1217   -0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0867   -2.3639    0.2364 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₂₀N₂O

Average Molecular Weight

220.316

Monoisotopic Molecular Weight

220.157563272

IUPAC Name

2-amino-N-benzyl-3-methylpentanamide

Traditional Name

2-amino-N-benzyl-3-methylpentanamide

CAS Registry Number

Not Available

SMILES

CCC(C)C(N)C(=O)NCC1=CC=CC=C1

InChI Identifier

InChI=1S/C13H20N2O/c1-3-10(2)12(14)13(16)15-9-11-7-5-4-6-8-11/h4-8,10,12H,3,9,14H2,1-2H3,(H,15,16)

InChI Key

QCNUBIUWWWTVLZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Isoleucine and derivatives

Alternative Parents

Substituents

Isoleucine or derivatives
Alpha-amino acid amide
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
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

Non-excretory biofluid

Biofluid or Excreta

Blood (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	1.52	ALOGPS
logP	1.89	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	15.77	ChemAxon
pKa (Strongest Basic)	8.51	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	65.43 m³·mol⁻¹	ChemAxon
Polarizability	25.42 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
DeepCCS	[M+H]+	153.499	30932474
DeepCCS	[M-H]-	151.141	30932474
DeepCCS	[M-2H]-	184.744	30932474
DeepCCS	[M+Na]+	159.726	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide	CCC(C)C(N)C(=O)NCC1=CC=CC=C1	2726.7	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide	CCC(C)C(N)C(=O)NCC1=CC=CC=C1	1816.8	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide	CCC(C)C(N)C(=O)NCC1=CC=CC=C1	1876.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TMS,isomer #1	CCC(C)C(N[Si](C)(C)C)C(=O)NCC1=CC=CC=C1	1940.6	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TMS,isomer #1	CCC(C)C(N[Si](C)(C)C)C(=O)NCC1=CC=CC=C1	1863.1	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TMS,isomer #1	CCC(C)C(N[Si](C)(C)C)C(=O)NCC1=CC=CC=C1	2324.3	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TMS,isomer #2	CCC(C)C(N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	1869.1	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TMS,isomer #2	CCC(C)C(N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	1918.7	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TMS,isomer #2	CCC(C)C(N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	2581.4	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TMS,isomer #1	CCC(C)C(C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2097.8	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TMS,isomer #1	CCC(C)C(C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2013.2	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TMS,isomer #1	CCC(C)C(C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2298.7	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	1943.2	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	1966.6	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C	2232.1	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,3TMS,isomer #1	CCC(C)C(C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2116.7	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,3TMS,isomer #1	CCC(C)C(C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2099.3	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,3TMS,isomer #1	CCC(C)C(C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2203.1	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TBDMS,isomer #1	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NCC1=CC=CC=C1	2171.7	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TBDMS,isomer #1	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NCC1=CC=CC=C1	2107.8	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TBDMS,isomer #1	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NCC1=CC=CC=C1	2449.6	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TBDMS,isomer #2	CCC(C)C(N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2098.3	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TBDMS,isomer #2	CCC(C)C(N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2117.2	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,1TBDMS,isomer #2	CCC(C)C(N)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2695.7	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TBDMS,isomer #1	CCC(C)C(C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2496.5	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TBDMS,isomer #1	CCC(C)C(C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2408.4	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TBDMS,isomer #1	CCC(C)C(C(=O)NCC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2496.3	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2386.2	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2362.7	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,2TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2497.3	Standard polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,3TBDMS,isomer #1	CCC(C)C(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	2785.8	Semi standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,3TBDMS,isomer #1	CCC(C)C(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	2643.8	Standard non polar	33892256
(2S,3S)-2-Amino-N-benzyl-3-methylpentanamide,3TBDMS,isomer #1	CCC(C)C(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	2511.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-053f-9200000000-4479ff8a0c7548480076	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide 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 - (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide 10V, Positive-QTOF	splash10-007c-9220000000-bdf10d6582b9eac50797	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide 20V, Positive-QTOF	splash10-052f-9210000000-f282083ec21ede04d398	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide 40V, Positive-QTOF	splash10-0596-9100000000-dea89aae6653adc709c9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide 10V, Negative-QTOF	splash10-014i-2190000000-2b4f48e897bd4e60bd3d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide 20V, Negative-QTOF	splash10-004i-9520000000-0a4ea70c4c182aedb165	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide 40V, Negative-QTOF	splash10-0006-9100000000-7efdf2cb2f28577f2fbb	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

14019255

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17763396

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 (2S,3S)-2-Amino-N-benzyl-3-methylpentanamide (HMDB0244500)

MOL for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

3D MOL for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

3D SDF for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

3D-SDF for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

PDB for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

3D PDB for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

SMILES for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

INCHI for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

Structure for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

3D Structure for HMDB0244500 ((2S,3S)-2-Amino-N-benzyl-3-methylpentanamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra