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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:21:54 UTC

Update Date

2021-09-26 23:06:54 UTC

HMDB ID

HMDB0253591

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isamoxole

Description

Isamoxole, also known as LRCL 3950, belongs to the class of organic compounds known as 2,4-disubstituted oxazoles. 2,4-disubstituted oxazoles are compounds containing an oxazole ring substituted at positions 2 and 4 only. Oxazole is a five-membered aromatic heterocycle with one oxygen, one nitrogen, and three carbon atoms. Isomers include 1,2-oxazole and 1,3-oxazole. Based on a literature review a small amount of articles have been published on Isamoxole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isamoxole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isamoxole 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

HMDB0253591
     RDKit          3D
Isamoxole
 36 36  0  0  0  0  0  0  0  0999 V2000
    4.5061    0.4130   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439   -0.8205   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4541   -0.5587   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7502   -0.2963    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3331   -0.0443    0.1458 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    1.2805   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7799    2.1789   -0.1326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    1.7340   -0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287    3.1566   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375    1.8166    1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253   -1.0904    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.9528    0.4918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -2.1449    0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9435   -2.4853    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5227   -3.0088    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4234   -2.3391   -0.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412    1.2879   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5009    0.6187   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    0.2290    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4347   -0.9583   -1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0957   -1.7252   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    0.3286   -1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0685   -1.4100   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -1.1714    0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    0.5516    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    1.0897   -0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6944    3.7236   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5126    3.6048   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    3.1444   -1.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2620    1.3999    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268    2.8979    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6894    1.3782    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9513   -3.5534    0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3250   -1.8029    1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5725   -2.3979   -0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110   -4.0736   -0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  5 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  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
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END


  Mrv1652309112114222D          

 16 16  0  0  0  0            999 V2000
    1.3870   -0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -1.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -3.2332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -4.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834   -4.5431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284   -5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034   -5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1485   -4.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7134   -5.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -3.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -1.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -1.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  8 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253591

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCN(C(=O)C(C)C)C1=NC(C)=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N2O2/c1-5-6-7-14(11(15)9(2)3)12-13-10(4)8-16-12/h8-9H,5-7H2,1-4H3

> <INCHI_KEY>
VMBNXRJYPJRJIU-UHFFFAOYSA-N

> <FORMULA>
C12H20N2O2

> <MOLECULAR_WEIGHT>
224.304

> <EXACT_MASS>
224.152477892

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.764516375150464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-butyl-2-methyl-N-(4-methyl-1,3-oxazol-2-yl)propanamide

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.3999549506666664

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4924947850420893

> <JCHEM_POLAR_SURFACE_AREA>
46.34

> <JCHEM_REFRACTIVITY>
61.8861

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isamoxole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253591
     RDKit          3D
Isamoxole
 36 36  0  0  0  0  0  0  0  0999 V2000
    4.5061    0.4130   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439   -0.8205   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4541   -0.5587   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7502   -0.2963    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3331   -0.0443    0.1458 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    1.2805   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7799    2.1789   -0.1326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    1.7340   -0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287    3.1566   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375    1.8166    1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253   -1.0904    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.9528    0.4918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -2.1449    0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9435   -2.4853    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5227   -3.0088    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4234   -2.3391   -0.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412    1.2879   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5009    0.6187   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    0.2290    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4347   -0.9583   -1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0957   -1.7252   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    0.3286   -1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0685   -1.4100   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -1.1714    0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    0.5516    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    1.0897   -0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6944    3.7236   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5126    3.6048   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    3.1444   -1.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2620    1.3999    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268    2.8979    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6894    1.3782    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9513   -3.5534    0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3250   -1.8029    1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5725   -2.3979   -0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110   -4.0736   -0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  5 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  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
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.589  -1.415   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.589  -2.955   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.923  -3.725   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.923  -5.265   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.256  -6.035   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.256  -7.575   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       6.502  -8.481   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.026  -9.945   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.486  -9.945   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.011  -8.481   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.932 -11.191   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.590  -5.265   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.924  -6.035   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.590  -3.725   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.256  -2.955   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.924  -2.955   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    8                                                            
CONECT   12    5   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0253591
HETATM    1  C1  UNL     1       4.506   0.413  -0.080  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.944  -0.821  -0.742  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.454  -0.559  -0.979  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.750  -0.296   0.335  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.333  -0.044   0.146  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.106   1.281  -0.063  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.780   2.179  -0.133  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.500   1.734  -0.208  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.529   3.157  -0.785  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.237   1.817   1.111  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.625  -1.090   0.168  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.907  -0.953   0.492  1.00  0.00           N  
HETATM   13  C10 UNL     1      -2.514  -2.145   0.405  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.943  -2.485   0.673  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.523  -3.009   0.011  1.00  0.00           C  
HETATM   16  O2  UNL     1      -0.423  -2.339  -0.116  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.841   1.288  -0.283  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.501   0.619  -0.535  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.609   0.229   1.012  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.435  -0.958  -1.721  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.096  -1.725  -0.126  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.402   0.329  -1.645  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.068  -1.410  -1.538  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.883  -1.171   1.000  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.269   0.552   0.814  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.050   1.090  -0.912  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.694   3.724  -0.280  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.513   3.605  -0.537  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.368   3.144  -1.882  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.262   1.400   1.022  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.427   2.898   1.402  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.689   1.378   1.958  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.951  -3.553   0.966  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.325  -1.803   1.434  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.572  -2.398  -0.234  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.711  -4.074  -0.148  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   11
CONECT    6    7    7    8
CONECT    8    9   10   26
CONECT    9   27   28   29
CONECT   10   30   31   32
CONECT   11   12   12   16
CONECT   12   13
CONECT   13   14   15   15
CONECT   14   33   34   35
CONECT   15   16   36
END

HMDB0253591
     RDKit          3D
Isamoxole
 36 36  0  0  0  0  0  0  0  0999 V2000
    4.5061    0.4130   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439   -0.8205   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4541   -0.5587   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7502   -0.2963    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3331   -0.0443    0.1458 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    1.2805   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7799    2.1789   -0.1326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    1.7340   -0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5287    3.1566   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2375    1.8166    1.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6253   -1.0904    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.9528    0.4918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145   -2.1449    0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9435   -2.4853    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5227   -3.0088    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4234   -2.3391   -0.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412    1.2879   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5009    0.6187   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6091    0.2290    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4347   -0.9583   -1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0957   -1.7252   -0.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    0.3286   -1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0685   -1.4100   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -1.1714    0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    0.5516    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498    1.0897   -0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6944    3.7236   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5126    3.6048   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    3.1444   -1.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2620    1.3999    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268    2.8979    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6894    1.3782    1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9513   -3.5534    0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3250   -1.8029    1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5725   -2.3979   -0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110   -4.0736   -0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  5 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  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
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
LRCL 3950	MeSH
N-Butyl-N-(4-methyloxazol-2-yl)-2-methylpropanamide	MeSH

Chemical Formula

C₁₂H₂₀N₂O₂

Average Molecular Weight

224.304

Monoisotopic Molecular Weight

224.152477892

IUPAC Name

N-butyl-2-methyl-N-(4-methyl-1,3-oxazol-2-yl)propanamide

Traditional Name

isamoxole

CAS Registry Number

Not Available

SMILES

CCCCN(C(=O)C(C)C)C1=NC(C)=CO1

InChI Identifier

InChI=1S/C12H20N2O2/c1-5-6-7-14(11(15)9(2)3)12-13-10(4)8-16-12/h8-9H,5-7H2,1-4H3

InChI Key

VMBNXRJYPJRJIU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,4-disubstituted oxazoles. 2,4-Disubstituted oxazoles are compounds containing an oxazole ring substituted at positions 2 and 4 only. Oxazole is a five-membered aromatic heterocycle with one oxygen, one nitrogen, and three carbon atoms. Isomers include 1,2-oxazole and 1,3-oxazole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxazoles

Direct Parent

2,4-disubstituted oxazoles

Alternative Parents

Substituents

2,4-disubstituted 1,3-oxazole
Tertiary carboxylic acid amide
Heteroaromatic compound
Carboxamide group
Carboxylic acid derivative
Azacycle
Oxacycle
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	2.62	ALOGPS
logP	2.4	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.34 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	61.89 m³·mol⁻¹	ChemAxon
Polarizability	25.76 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]+	159.818	30932474
DeepCCS	[M-H]-	157.46	30932474
DeepCCS	[M-2H]-	191.402	30932474
DeepCCS	[M+Na]+	167.644	30932474
AllCCS	[M+H]+	152.9	32859911
AllCCS	[M+H-H2O]+	149.3	32859911
AllCCS	[M+NH4]+	156.3	32859911
AllCCS	[M+Na]+	157.2	32859911
AllCCS	[M-H]-	155.3	32859911
AllCCS	[M+Na-2H]-	156.1	32859911
AllCCS	[M+HCOO]-	157.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isamoxole	CCCCN(C(=O)C(C)C)C1=NC(C)=CO1	2268.2	Standard polar	33892256
Isamoxole	CCCCN(C(=O)C(C)C)C1=NC(C)=CO1	1547.6	Standard non polar	33892256
Isamoxole	CCCCN(C(=O)C(C)C)C1=NC(C)=CO1	1549.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isamoxole GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ai-9500000000-7f3c693f8057964b6a15	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isamoxole 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 - Isamoxole 10V, Positive-QTOF	splash10-004i-0090000000-5671e8454d3558a34b53	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isamoxole 20V, Positive-QTOF	splash10-00ec-9200000000-c2c5d5df27d63e3559e1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isamoxole 40V, Positive-QTOF	splash10-01ox-9300000000-13fa38a4bad6ccbd4055	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isamoxole 10V, Negative-QTOF	splash10-00di-1090000000-e79f9d4f5221edb94e64	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isamoxole 20V, Negative-QTOF	splash10-0089-9410000000-68c52427c12a6903ce58	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isamoxole 40V, Negative-QTOF	splash10-001i-9000000000-e2c8ff4846126ffeb6c3	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

38408

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42118

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 Isamoxole (HMDB0253591)

MOL for HMDB0253591 (Isamoxole)

3D MOL for HMDB0253591 (Isamoxole)

3D SDF for HMDB0253591 (Isamoxole)

3D-SDF for HMDB0253591 (Isamoxole)

PDB for HMDB0253591 (Isamoxole)

3D PDB for HMDB0253591 (Isamoxole)

SMILES for HMDB0253591 (Isamoxole)

INCHI for HMDB0253591 (Isamoxole)

Structure for HMDB0253591 (Isamoxole)

3D Structure for HMDB0253591 (Isamoxole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra