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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:58:03 UTC

Update Date

2021-09-26 22:58:53 UTC

HMDB ID

HMDB0248543

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea

Description

N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea, also known as ar-a014418, belongs to the class of organic compounds known as nitrothiazoles. Nitrothiazoles are compounds containing a thiazole ring which bears a nitro group. Based on a literature review very few articles have been published on N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(4-methoxybenzyl)-n'-(5-nitro-1,3-thiazol-2-yl)urea is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea 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

HMDB0248543
     RDKit          3D
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea
 33 34  0  0  0  0  0  0  0  0999 V2000
   -6.4100    0.0386    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2013   -0.1292    0.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0934   -0.5415   -0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8769   -1.7349   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -2.0728   -1.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876   -1.2458   -1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2139   -1.6805   -1.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8350   -1.0298   -1.0528 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647   -0.3848   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6816    0.4626    0.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2315   -0.6387   -0.7725 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331    0.1124   -0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5294    0.2192   -0.0352 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1274    1.0660    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3421    1.8336    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7088    2.8593    2.5232 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.7728    3.4361    3.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0211    3.1422    2.7081 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7783    1.3002    1.1564 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342   -0.0459   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9596    0.3138   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1257   -0.8283    0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9478    0.8827    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3721    0.4160    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7142   -2.3991   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469   -3.0106   -1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1645   -2.8132   -1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2586   -1.6239   -2.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082   -0.7347   -0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883   -1.2951   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2225    1.1808    0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9110    0.6675   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798    1.2391    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
 20 32  1  0
 21 33  1  0
M  CHG  2  16   1  18  -1
M  END

TMU
  Mrv0541 02231215512D          

 21 22  0  0  0  0            999 V2000
   -1.6360    0.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3897   -0.0247    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223    1.1314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9216   -0.1016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417    0.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    1.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2071    0.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7622    0.5022    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.5074   -0.1016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2071    1.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2471    1.1696    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.0978   -0.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    0.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508    0.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9363   -0.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653   -0.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -1.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653   -0.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0797   -1.3391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7942   -0.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  2  0  0  0  0
  8 11  1  0  0  0  0
  8 12  2  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  CHG  2   8   1  11  -1
M  END
> <DATABASE_ID>
HMDB0248543

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(CNC(=O)NC2=NC=C(S2)[N+]([O-])=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N4O4S/c1-20-9-4-2-8(3-5-9)6-13-11(17)15-12-14-7-10(21-12)16(18)19/h2-5,7H,6H2,1H3,(H2,13,14,15,17)

> <INCHI_KEY>
YAEMHJKFIIIULI-UHFFFAOYSA-N

> <FORMULA>
C12H12N4O4S

> <MOLECULAR_WEIGHT>
308.313

> <EXACT_MASS>
308.057925582

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
29.900673403052195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(4-methoxyphenyl)methyl]-3-(5-nitro-1,3-thiazol-2-yl)urea

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
2.1169115133333336

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.450363986580037

> <JCHEM_PKA_STRONGEST_BASIC>
-4.171684085898656

> <JCHEM_POLAR_SURFACE_AREA>
109.07000000000001

> <JCHEM_REFRACTIVITY>
76.7365

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(4-methoxyphenyl)methyl]-3-(5-nitro-1,3-thiazol-2-yl)urea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248543
     RDKit          3D
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea
 33 34  0  0  0  0  0  0  0  0999 V2000
   -6.4100    0.0386    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2013   -0.1292    0.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0934   -0.5415   -0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8769   -1.7349   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -2.0728   -1.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876   -1.2458   -1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2139   -1.6805   -1.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8350   -1.0298   -1.0528 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647   -0.3848   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6816    0.4626    0.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2315   -0.6387   -0.7725 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331    0.1124   -0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5294    0.2192   -0.0352 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1274    1.0660    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3421    1.8336    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7088    2.8593    2.5232 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.7728    3.4361    3.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0211    3.1422    2.7081 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7783    1.3002    1.1564 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342   -0.0459   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9596    0.3138   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1257   -0.8283    0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9478    0.8827    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3721    0.4160    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7142   -2.3991   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469   -3.0106   -1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1645   -2.8132   -1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2586   -1.6239   -2.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082   -0.7347   -0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883   -1.2951   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2225    1.1808    0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9110    0.6675   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798    1.2391    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
 20 32  1  0
 21 33  1  0
M  CHG  2  16   1  18  -1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: TMU                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.054   0.580   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -4.461  -0.046   0.000  0.00  0.00           S+0
HETATM    3  N   UNK     0      -3.215   2.112   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      -1.720  -0.190   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -5.491   1.098   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.721   2.432   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.387   0.580   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -7.023   0.937   0.000  0.00  0.00           N+1
HETATM    9  N   UNK     0       0.947  -0.190   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      -0.387   2.120   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -7.928   2.183   0.000  0.00  0.00           O-1
HETATM   12  O   UNK     0      -7.649  -0.469   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.281   0.580   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.614  -0.190   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.948   0.580   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.614  -1.730   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.282  -0.190   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.948  -2.500   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.282  -1.730   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.615  -2.500   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.949  -1.730   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7                                                       
CONECT    5    2    6    8                                                  
CONECT    6    3    5                                                       
CONECT    7    4    9   10                                                  
CONECT    8    5   11   12                                                  
CONECT    9    7   13                                                       
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   19                                                       
CONECT   19   17   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0248543
HETATM    1  C1  UNL     1      -6.410   0.039   0.753  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.201  -0.129   0.325  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.093  -0.541  -0.202  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.877  -1.735  -0.879  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.647  -2.073  -1.382  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.588  -1.246  -1.229  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.214  -1.680  -1.682  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.835  -1.030  -1.053  1.00  0.00           N  
HETATM    9  C7  UNL     1       1.865  -0.385  -0.428  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.682   0.463   0.476  1.00  0.00           O  
HETATM   11  N2  UNL     1       3.232  -0.639  -0.772  1.00  0.00           N  
HETATM   12  C8  UNL     1       4.233   0.112  -0.055  1.00  0.00           C  
HETATM   13  N3  UNL     1       5.529   0.219  -0.035  1.00  0.00           N  
HETATM   14  C9  UNL     1       6.127   1.066   0.752  1.00  0.00           C  
HETATM   15  C10 UNL     1       5.342   1.834   1.565  1.00  0.00           C  
HETATM   16  N4  UNL     1       5.709   2.859   2.523  1.00  0.00           N1+
HETATM   17  O3  UNL     1       4.773   3.436   3.101  1.00  0.00           O  
HETATM   18  O4  UNL     1       7.021   3.142   2.708  1.00  0.00           O1-
HETATM   19  S1  UNL     1       3.778   1.300   1.156  1.00  0.00           S  
HETATM   20  C11 UNL     1      -1.734  -0.046  -0.576  1.00  0.00           C  
HETATM   21  C12 UNL     1      -2.960   0.314  -0.066  1.00  0.00           C  
HETATM   22  H1  UNL     1      -7.126  -0.828   0.840  1.00  0.00           H  
HETATM   23  H2  UNL     1      -6.948   0.883   0.220  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.372   0.416   1.849  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.714  -2.399  -0.994  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.547  -3.011  -1.900  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.164  -2.813  -1.463  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.259  -1.624  -2.802  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.008  -0.735  -0.023  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.488  -1.295  -1.479  1.00  0.00           H  
HETATM   31  H10 UNL     1       7.222   1.181   0.787  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.911   0.668  -0.503  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.080   1.239   0.466  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   20
CONECT    7    8   27   28
CONECT    8    9   29
CONECT    9   10   10   11
CONECT   11   12   30
CONECT   12   13   13   19
CONECT   13   14
CONECT   14   15   15   31
CONECT   15   16   19
CONECT   16   17   17   18
CONECT   20   21   21   32
CONECT   21   33
END

HMDB0248543
     RDKit          3D
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea
 33 34  0  0  0  0  0  0  0  0999 V2000
   -6.4100    0.0386    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2013   -0.1292    0.3255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0934   -0.5415   -0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8769   -1.7349   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472   -2.0728   -1.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876   -1.2458   -1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2139   -1.6805   -1.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8350   -1.0298   -1.0528 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647   -0.3848   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6816    0.4626    0.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2315   -0.6387   -0.7725 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331    0.1124   -0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5294    0.2192   -0.0352 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1274    1.0660    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3421    1.8336    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7088    2.8593    2.5232 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.7728    3.4361    3.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0211    3.1422    2.7081 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7783    1.3002    1.1564 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342   -0.0459   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9596    0.3138   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1257   -0.8283    0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9478    0.8827    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3721    0.4160    1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7142   -2.3991   -0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469   -3.0106   -1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1645   -2.8132   -1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2586   -1.6239   -2.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082   -0.7347   -0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883   -1.2951   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2225    1.1808    0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9110    0.6675   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798    1.2391    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 19 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
 20 32  1  0
 21 33  1  0
M  CHG  2  16   1  18  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AR-a014418	HMDB
GSK-3beta Inhibitor VIII ar-a014418	HMDB
N'-[(4-methoxyphenyl)methyl]-N-(5-nitro-1,3-thiazol-2-yl)carbamimidate	HMDB

Chemical Formula

C₁₂H₁₂N₄O₄S

Average Molecular Weight

308.313

Monoisotopic Molecular Weight

308.057925582

IUPAC Name

1-[(4-methoxyphenyl)methyl]-3-(5-nitro-1,3-thiazol-2-yl)urea

Traditional Name

1-[(4-methoxyphenyl)methyl]-3-(5-nitro-1,3-thiazol-2-yl)urea

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CNC(=O)NC2=NC=C(S2)[N+]([O-])=O)C=C1

InChI Identifier

InChI=1S/C12H12N4O4S/c1-20-9-4-2-8(3-5-9)6-13-11(17)15-12-14-7-10(21-12)16(18)19/h2-5,7H,6H2,1H3,(H2,13,14,15,17)

InChI Key

YAEMHJKFIIIULI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrothiazoles. Nitrothiazoles are compounds containing a thiazole ring which bears a nitro group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Thiazoles

Direct Parent

Nitrothiazoles

Alternative Parents

Substituents

Phenoxy compound
Nitroaromatic compound
Anisole
Nitrothiazole
Methoxybenzene
Phenol ether
2,5-disubstituted 1,3-thiazole
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
C-nitro compound
Organic nitro compound
Carbonic acid derivative
Urea
Ether
Azacycle
Organic 1,3-dipolar compound
Organic oxoazanium
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Carbonyl group
Organic zwitterion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:46044 )
ureas (CHEBI:46044 )
1,3-thiazole (CHEBI:46044 )

Ontology

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	2.05	ALOGPS
logP	2.12	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	10.45	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	109.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	76.74 m³·mol⁻¹	ChemAxon
Polarizability	29.9 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]+	170.728	30932474
DeepCCS	[M-H]-	166.708	30932474
DeepCCS	[M-2H]-	203.251	30932474
DeepCCS	[M+Na]+	179.543	30932474
AllCCS	[M+H]+	167.8	32859911
AllCCS	[M+H-H2O]+	164.5	32859911
AllCCS	[M+NH4]+	170.9	32859911
AllCCS	[M+Na]+	171.8	32859911
AllCCS	[M-H]-	168.3	32859911
AllCCS	[M+Na-2H]-	168.0	32859911
AllCCS	[M+HCOO]-	167.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea	COC1=CC=C(CNC(=O)NC2=NC=C(S2)[N+]([O-])=O)C=C1	3891.7	Standard polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea	COC1=CC=C(CNC(=O)NC2=NC=C(S2)[N+]([O-])=O)C=C1	2819.1	Standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea	COC1=CC=C(CNC(=O)NC2=NC=C(S2)[N+]([O-])=O)C=C1	3102.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TMS,isomer #1	COC1=CC=C(CN(C(=O)NC2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)C=C1	2915.8	Semi standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TMS,isomer #1	COC1=CC=C(CN(C(=O)NC2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)C=C1	2691.7	Standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TMS,isomer #1	COC1=CC=C(CN(C(=O)NC2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)C=C1	4062.7	Standard polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TMS,isomer #2	COC1=CC=C(CNC(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)C=C1	2826.7	Semi standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TMS,isomer #2	COC1=CC=C(CNC(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)C=C1	2638.1	Standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TMS,isomer #2	COC1=CC=C(CNC(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)C=C1	3869.4	Standard polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,2TMS,isomer #1	COC1=CC=C(CN(C(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)[Si](C)(C)C)C=C1	2720.3	Semi standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,2TMS,isomer #1	COC1=CC=C(CN(C(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)[Si](C)(C)C)C=C1	2699.0	Standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,2TMS,isomer #1	COC1=CC=C(CN(C(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C)[Si](C)(C)C)C=C1	3522.0	Standard polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TBDMS,isomer #1	COC1=CC=C(CN(C(=O)NC2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)C=C1	3165.1	Semi standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TBDMS,isomer #1	COC1=CC=C(CN(C(=O)NC2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)C=C1	2888.4	Standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TBDMS,isomer #1	COC1=CC=C(CN(C(=O)NC2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)C=C1	4010.4	Standard polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TBDMS,isomer #2	COC1=CC=C(CNC(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)C=C1	3076.0	Semi standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TBDMS,isomer #2	COC1=CC=C(CNC(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)C=C1	2883.4	Standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,1TBDMS,isomer #2	COC1=CC=C(CNC(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)C=C1	3836.8	Standard polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,2TBDMS,isomer #1	COC1=CC=C(CN(C(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3262.6	Semi standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,2TBDMS,isomer #1	COC1=CC=C(CN(C(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3109.7	Standard non polar	33892256
N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea,2TBDMS,isomer #1	COC1=CC=C(CN(C(=O)N(C2=NC=C([N+](=O)[O-])S2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3584.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-1930000000-e553142c50a77eae2219	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea 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 - N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea 10V, Positive-QTOF	splash10-0a4i-0009000000-e465f660d07d1d4b4537	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea 20V, Positive-QTOF	splash10-0a4i-0169000000-e34165f9e89ef29ee9b8	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea 40V, Positive-QTOF	splash10-002e-9500000000-fbfe7d3c8288bec31c67	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea 10V, Negative-QTOF	splash10-0a4i-1109000000-22c0de89590a163923d5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea 20V, Negative-QTOF	splash10-0ab9-9213000000-d27eef2e08b3326d3521	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea 40V, Negative-QTOF	splash10-01p6-9430000000-2d1f93a66f6a48bf937f	2017-07-26	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

DB01950

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

394949

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea (HMDB0248543)

MOL for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

3D MOL for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

3D SDF for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

3D-SDF for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

PDB for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

3D PDB for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

SMILES for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

INCHI for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

Structure for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

3D Structure for HMDB0248543 (N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-YL)urea)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra