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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:31:07 UTC

Update Date

2021-09-26 23:13:56 UTC

HMDB ID

HMDB0257511

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea

Description

1-(1-methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea, also known as 3-(3-methyl-1,2-thiazol-5-yl)-1-(1-methylindol-5-yl)urea or SB 204741, belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. Based on a literature review a significant number of articles have been published on 1-(1-methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-(1-methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-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

HMDB0257511
     RDKit          3D
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea
 34 36  0  0  0  0  0  0  0  0999 V2000
    7.5085    0.4755    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0719    0.5628    0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356   -0.0165    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7987    0.1362    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5366   -0.3662    1.1387 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3554   -0.0771    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244    0.5872   -0.6831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1348   -0.5767    0.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1138   -0.4128    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2414   -0.0331   -1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    0.1337   -1.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411   -0.0790   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081   -0.4585    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875   -0.5895    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6347   -0.2794   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    0.0325   -1.1616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5170    0.4075   -2.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2565   -0.6260    1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358    1.0586   -0.7232 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914    1.2180   -0.5419 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1964    0.4635    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6084   -0.4168    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7048    1.4110    1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1587   -0.5911    2.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -0.9021    1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -1.1497    1.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3965    0.1330   -1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5755    0.4316   -2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0663   -0.8787    2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7198   -0.3005    0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0627   -0.4340   -2.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1914    1.2977   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138    0.7637   -3.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1887   -0.9246    2.0524 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 13 18  2  0
  4 19  1  0
 19 20  1  0
 20  2  2  0
 18  9  1  0
 16 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
M  END


  Mrv1533004241521272D          

 20 22  0  0  0  0            999 V2000
    6.1567    2.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8211    2.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2336    1.3880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6816    0.7749    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0142    1.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257511

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=CC2=C1C=CC(NC(=O)NC1=CC(C)=NS1)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N4OS/c1-9-7-13(20-17-9)16-14(19)15-11-3-4-12-10(8-11)5-6-18(12)2/h3-8H,1-2H3,(H2,15,16,19)

> <INCHI_KEY>
USFUFHFQWXDVMH-UHFFFAOYSA-N

> <FORMULA>
C14H14N4OS

> <MOLECULAR_WEIGHT>
286.35

> <EXACT_MASS>
286.088832261

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
29.58369350360181

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3-methyl-1,2-thiazol-5-yl)-1-(1-methyl-1H-indol-5-yl)urea

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
2.7080728223333326

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.400278211610647

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.371444248288745

> <JCHEM_PKA_STRONGEST_BASIC>
2.680161563928517

> <JCHEM_POLAR_SURFACE_AREA>
58.95

> <JCHEM_REFRACTIVITY>
81.7284

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3-methyl-1,2-thiazol-5-yl)-1-(1-methylindol-5-yl)urea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257511
     RDKit          3D
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea
 34 36  0  0  0  0  0  0  0  0999 V2000
    7.5085    0.4755    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0719    0.5628    0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356   -0.0165    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7987    0.1362    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5366   -0.3662    1.1387 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3554   -0.0771    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244    0.5872   -0.6831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1348   -0.5767    0.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1138   -0.4128    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2414   -0.0331   -1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    0.1337   -1.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411   -0.0790   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081   -0.4585    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875   -0.5895    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6347   -0.2794   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    0.0325   -1.1616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5170    0.4075   -2.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2565   -0.6260    1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358    1.0586   -0.7232 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914    1.2180   -0.5419 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1964    0.4635    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6084   -0.4168    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7048    1.4110    1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1587   -0.5911    2.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -0.9021    1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -1.1497    1.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3965    0.1330   -1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5755    0.4316   -2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0663   -0.8787    2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7198   -0.3005    0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0627   -0.4340   -2.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1914    1.2977   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138    0.7637   -3.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1887   -0.9246    2.0524 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 13 18  2  0
  4 19  1  0
 19 20  1  0
 20  2  2  0
 18  9  1  0
 16 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      11.493   5.331   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.866   3.925   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      11.636   2.591   0.000  0.00  0.00           N+0
HETATM    4  S   UNK     0      10.606   1.446   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       9.199   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.360   3.604   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       7.865   1.303   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.531   3.613   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       5.198   1.303   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.744   5.553   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   13                                                       
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0257511
HETATM    1  C1  UNL     1       7.509   0.475   1.101  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.072   0.563   0.582  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.036  -0.017   1.237  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.799   0.136   0.666  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.537  -0.366   1.139  1.00  0.00           N  
HETATM    6  C5  UNL     1       1.355  -0.077   0.364  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.424   0.587  -0.683  1.00  0.00           O  
HETATM    8  N2  UNL     1       0.135  -0.577   0.842  1.00  0.00           N  
HETATM    9  C6  UNL     1      -1.114  -0.413   0.237  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.241  -0.033  -1.077  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.532   0.134  -1.605  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.641  -0.079  -0.825  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.508  -0.459   0.486  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.788  -0.590   0.989  1.00  0.00           C  
HETATM   15  C12 UNL     1      -5.635  -0.279  -0.054  1.00  0.00           C  
HETATM   16  N3  UNL     1      -4.950   0.033  -1.162  1.00  0.00           N  
HETATM   17  C13 UNL     1      -5.517   0.408  -2.440  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.257  -0.626   1.019  1.00  0.00           C  
HETATM   19  S1  UNL     1       4.136   1.059  -0.723  1.00  0.00           S  
HETATM   20  N4  UNL     1       5.791   1.218  -0.542  1.00  0.00           N  
HETATM   21  H1  UNL     1       8.196   0.464   0.237  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.608  -0.417   1.738  1.00  0.00           H  
HETATM   23  H3  UNL     1       7.705   1.411   1.664  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.159  -0.591   2.191  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.520  -0.902   1.993  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.116  -1.150   1.757  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.396   0.133  -1.732  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.576   0.432  -2.636  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.066  -0.879   2.002  1.00  0.00           H  
HETATM   30  H10 UNL     1      -6.720  -0.301   0.061  1.00  0.00           H  
HETATM   31  H11 UNL     1      -6.063  -0.434  -2.921  1.00  0.00           H  
HETATM   32  H12 UNL     1      -6.191   1.298  -2.280  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.714   0.764  -3.123  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.189  -0.925   2.052  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   20   20
CONECT    3    4    4   24
CONECT    4    5   19
CONECT    5    6   25
CONECT    6    7    7    8
CONECT    8    9   26
CONECT    9   10   10   18
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   13   16
CONECT   13   14   18   18
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17
CONECT   17   31   32   33
CONECT   18   34
CONECT   19   20
END

HMDB0257511
     RDKit          3D
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea
 34 36  0  0  0  0  0  0  0  0999 V2000
    7.5085    0.4755    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0719    0.5628    0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356   -0.0165    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7987    0.1362    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5366   -0.3662    1.1387 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3554   -0.0771    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4244    0.5872   -0.6831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1348   -0.5767    0.8424 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1138   -0.4128    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2414   -0.0331   -1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    0.1337   -1.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6411   -0.0790   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081   -0.4585    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875   -0.5895    0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6347   -0.2794   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    0.0325   -1.1616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5170    0.4075   -2.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2565   -0.6260    1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358    1.0586   -0.7232 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7914    1.2180   -0.5419 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1964    0.4635    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6084   -0.4168    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7048    1.4110    1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1587   -0.5911    2.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -0.9021    1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -1.1497    1.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3965    0.1330   -1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5755    0.4316   -2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0663   -0.8787    2.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7198   -0.3005    0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0627   -0.4340   -2.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1914    1.2977   -2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138    0.7637   -3.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1887   -0.9246    2.0524 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 13 18  2  0
  4 19  1  0
 19 20  1  0
 20  2  2  0
 18  9  1  0
 16 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(3-Methyl-1,2-thiazol-5-yl)-1-(1-methylindol-5-yl)urea	ChEBI
N-(1-Methyl-1H-5-indolyl)-n'-(3-methyl-5-isothiazolyl)urea	ChEBI
N-(1-Methyl-5-indolyl)-n'-(3-methyl-5-isothiazolyl)urea	ChEBI
SB 204741	ChEBI
SB-204741	ChEBI
SB204741	ChEBI
MIMIU	MeSH

Chemical Formula

C₁₄H₁₄N₄OS

Average Molecular Weight

286.35

Monoisotopic Molecular Weight

286.088832261

IUPAC Name

3-(3-methyl-1,2-thiazol-5-yl)-1-(1-methyl-1H-indol-5-yl)urea

Traditional Name

3-(3-methyl-1,2-thiazol-5-yl)-1-(1-methylindol-5-yl)urea

CAS Registry Number

Not Available

SMILES

CN1C=CC2=C1C=CC(NC(=O)NC1=CC(C)=NS1)=C2

InChI Identifier

InChI=1S/C14H14N4OS/c1-9-7-13(20-17-9)16-14(19)15-11-3-4-12-10(8-11)5-6-18(12)2/h3-8H,1-2H3,(H2,15,16,19)

InChI Key

USFUFHFQWXDVMH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

N-alkylindoles

Direct Parent

N-alkylindoles

Alternative Parents

Substituents

N-alkylindole
Indole
N-methylpyrrole
Substituted pyrrole
Benzenoid
Azole
Pyrrole
Heteroaromatic compound
Thiazole
Carbonic acid derivative
Urea
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.84	ALOGPS
logP	2.71	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.37	ChemAxon
pKa (Strongest Basic)	2.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.95 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.73 m³·mol⁻¹	ChemAxon
Polarizability	29.58 Å³	ChemAxon
Number of Rings	3	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]+	163.518	30932474
DeepCCS	[M-H]-	161.16	30932474
DeepCCS	[M-2H]-	194.046	30932474
DeepCCS	[M+Na]+	169.611	30932474
AllCCS	[M+H]+	166.2	32859911
AllCCS	[M+H-H2O]+	162.6	32859911
AllCCS	[M+NH4]+	169.5	32859911
AllCCS	[M+Na]+	170.4	32859911
AllCCS	[M-H]-	168.9	32859911
AllCCS	[M+Na-2H]-	168.5	32859911
AllCCS	[M+HCOO]-	168.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	4.58 minutes	32390414
Predicted by Siyang on May 30, 2022	12.136 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.01 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1772.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	313.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	81.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	91.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	308.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	329.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	138.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	748.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	51.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1019.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	342.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	272.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	438.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	351.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	168.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea	CN1C=CC2=C1C=CC(NC(=O)NC1=CC(C)=NS1)=C2	3681.3	Standard polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea	CN1C=CC2=C1C=CC(NC(=O)NC1=CC(C)=NS1)=C2	2596.7	Standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea	CN1C=CC2=C1C=CC(NC(=O)NC1=CC(C)=NS1)=C2	3136.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TMS,isomer #1	CC1=NSC(NC(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)=C1	2956.0	Semi standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TMS,isomer #1	CC1=NSC(NC(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)=C1	2786.2	Standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TMS,isomer #1	CC1=NSC(NC(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)=C1	4128.2	Standard polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TMS,isomer #2	CC1=NSC(N(C(=O)NC2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)=C1	2870.8	Semi standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TMS,isomer #2	CC1=NSC(N(C(=O)NC2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)=C1	2756.5	Standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TMS,isomer #2	CC1=NSC(N(C(=O)NC2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)=C1	3843.9	Standard polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,2TMS,isomer #1	CC1=NSC(N(C(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)[Si](C)(C)C)=C1	2749.0	Semi standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,2TMS,isomer #1	CC1=NSC(N(C(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)[Si](C)(C)C)=C1	2799.2	Standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,2TMS,isomer #1	CC1=NSC(N(C(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C)[Si](C)(C)C)=C1	3319.4	Standard polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TBDMS,isomer #1	CC1=NSC(NC(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)=C1	3209.7	Semi standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TBDMS,isomer #1	CC1=NSC(NC(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)=C1	2980.8	Standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TBDMS,isomer #1	CC1=NSC(NC(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)=C1	4107.6	Standard polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TBDMS,isomer #2	CC1=NSC(N(C(=O)NC2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)=C1	3131.1	Semi standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TBDMS,isomer #2	CC1=NSC(N(C(=O)NC2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)=C1	2960.5	Standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,1TBDMS,isomer #2	CC1=NSC(N(C(=O)NC2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)=C1	3800.1	Standard polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,2TBDMS,isomer #1	CC1=NSC(N(C(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3226.7	Semi standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,2TBDMS,isomer #1	CC1=NSC(N(C(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3190.7	Standard non polar	33892256
1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea,2TBDMS,isomer #1	CC1=NSC(N(C(=O)N(C2=CC=C3C(=C2)C=CN3C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3426.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ka-1920000000-18749ef8a6fc84f3ea46	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

2526822

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

SB-204741

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

140936

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 1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea (HMDB0257511)

MOL for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

3D MOL for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

3D SDF for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

3D-SDF for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

PDB for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

3D PDB for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

SMILES for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

INCHI for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

Structure for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

3D Structure for HMDB0257511 (1-(1-Methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra