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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:51:51 UTC

Update Date

2021-09-26 22:56:10 UTC

HMDB ID

HMDB0246851

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5,5-Diphenyl-2-thiohydantoin

Description

5,5-Diphenyl-2-thiohydantoin belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Based on a literature review a significant number of articles have been published on 5,5-Diphenyl-2-thiohydantoin. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5,5-diphenyl-2-thiohydantoin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5,5-Diphenyl-2-thiohydantoin 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

HMDB0246851
     RDKit          3D
5,5-Diphenyl-2-thiohydantoin
 31 33  0  0  0  0  0  0  0  0999 V2000
    1.0955    1.7936    2.0274 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473    1.7854    1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551    2.8246    0.6843 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8408    2.7042   -0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8371    3.6788   -1.5935 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    1.5932   -1.1758 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    0.7542   -0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3429   -0.0850   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -1.4265   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3480   -2.2264   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -1.6736   -0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7448   -0.3268   -0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.4405   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942    0.0101    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838   -0.6104   -0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8473   -1.3051   -0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4135   -1.3799    0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.7587    1.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510   -0.0509    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    3.5654    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965    1.3953   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742   -1.9581   -0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2290   -3.2923   -0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455   -2.3508   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7581    0.0502   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    1.4992    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545   -0.5684   -1.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -1.7922   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -1.9156    0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629   -0.8150    2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759    0.4411    2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 13  8  1  0
 19 14  1  0
  3 20  1  0
  6 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  END


  Mrv1652309112101522D          

 19 21  0  0  0  0            999 V2000
   -0.4720    0.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3349    0.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870    0.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1749   -0.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7270   -0.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -1.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515   -1.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361   -1.2872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5966   -2.3268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7716   -2.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2866   -2.9942    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166   -1.5422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7361   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    0.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0332    0.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8402    0.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0951   -0.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5431   -0.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  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
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246851

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1NC(=S)NC1(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12N2OS/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)

> <INCHI_KEY>
AMDPNECWKZZEBQ-UHFFFAOYSA-N

> <FORMULA>
C15H12N2OS

> <MOLECULAR_WEIGHT>
268.33

> <EXACT_MASS>
268.067034188

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.8585227637076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,5-diphenyl-2-sulfanylideneimidazolidin-4-one

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
3.037789965

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.80754591286165

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.482744891148895

> <JCHEM_POLAR_SURFACE_AREA>
41.13

> <JCHEM_REFRACTIVITY>
78.17320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,5-diphenyl-2-sulfanylideneimidazolidin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246851
     RDKit          3D
5,5-Diphenyl-2-thiohydantoin
 31 33  0  0  0  0  0  0  0  0999 V2000
    1.0955    1.7936    2.0274 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473    1.7854    1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551    2.8246    0.6843 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8408    2.7042   -0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8371    3.6788   -1.5935 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    1.5932   -1.1758 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    0.7542   -0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3429   -0.0850   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -1.4265   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3480   -2.2264   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -1.6736   -0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7448   -0.3268   -0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.4405   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942    0.0101    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838   -0.6104   -0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8473   -1.3051   -0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4135   -1.3799    0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.7587    1.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510   -0.0509    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    3.5654    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965    1.3953   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742   -1.9581   -0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2290   -3.2923   -0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455   -2.3508   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7581    0.0502   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    1.4992    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545   -0.5684   -1.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -1.7922   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -1.9156    0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629   -0.8150    2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759    0.4411    2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 13  8  1  0
 19 14  1  0
  3 20  1  0
  6 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  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      -0.881   1.460   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.625   1.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.656   0.636   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.180  -0.829   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.327  -1.149   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.357  -0.005   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.210  -1.974   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.456  -2.879   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.921  -2.403   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       2.980  -4.343   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.440  -4.343   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0       0.535  -5.589   0.000  0.00  0.00           S+0
HETATM   13  N   UNK     0       0.964  -2.879   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.241  -0.829   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.765   0.636   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.795   1.780   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.302   1.460   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.778  -0.005   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.747  -1.149   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   13   14                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7                                                       
CONECT   14    7   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0246851
HETATM    1  O1  UNL     1       1.096   1.794   2.027  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.347   1.785   1.040  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.555   2.825   0.684  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.841   2.704  -0.709  1.00  0.00           C  
HETATM    5  S1  UNL     1      -1.837   3.679  -1.594  1.00  0.00           S  
HETATM    6  N2  UNL     1      -0.106   1.593  -1.176  1.00  0.00           N  
HETATM    7  C3  UNL     1       0.156   0.754  -0.035  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.343  -0.085  -0.188  1.00  0.00           C  
HETATM    9  C5  UNL     1       1.222  -1.427  -0.440  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.348  -2.226  -0.598  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.604  -1.674  -0.502  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.745  -0.327  -0.249  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.616   0.440  -0.097  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.094   0.010   0.233  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.684  -0.610  -0.849  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.847  -1.305  -0.673  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.414  -1.380   0.564  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.818  -0.759   1.634  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.651  -0.051   1.504  1.00  0.00           C  
HETATM   20  H1  UNL     1      -0.954   3.565   1.328  1.00  0.00           H  
HETATM   21  H2  UNL     1       0.196   1.395  -2.141  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.274  -1.958  -0.528  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.229  -3.292  -0.796  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.445  -2.351  -0.635  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.758   0.050  -0.186  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.726   1.499   0.102  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.255  -0.568  -1.838  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.297  -1.792  -1.552  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.315  -1.916   0.715  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.263  -0.815   2.616  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.176   0.441   2.337  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4   20
CONECT    4    5    5    6
CONECT    6    7   21
CONECT    7    8   14
CONECT    8    9    9   13
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12   24
CONECT   12   13   13   25
CONECT   13   26
CONECT   14   15   15   19
CONECT   15   16   27
CONECT   16   17   17   28
CONECT   17   18   29
CONECT   18   19   19   30
CONECT   19   31
END

HMDB0246851
     RDKit          3D
5,5-Diphenyl-2-thiohydantoin
 31 33  0  0  0  0  0  0  0  0999 V2000
    1.0955    1.7936    2.0274 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473    1.7854    1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551    2.8246    0.6843 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8408    2.7042   -0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8371    3.6788   -1.5935 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    1.5932   -1.1758 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    0.7542   -0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3429   -0.0850   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -1.4265   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3480   -2.2264   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -1.6736   -0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7448   -0.3268   -0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.4405   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942    0.0101    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838   -0.6104   -0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8473   -1.3051   -0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4135   -1.3799    0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.7587    1.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510   -0.0509    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9539    3.5654    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965    1.3953   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742   -1.9581   -0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2290   -3.2923   -0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4455   -2.3508   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7581    0.0502   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255    1.4992    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2545   -0.5684   -1.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -1.7922   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151   -1.9156    0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629   -0.8150    2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1759    0.4411    2.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 13  8  1  0
 19 14  1  0
  3 20  1  0
  6 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂N₂OS

Average Molecular Weight

268.33

Monoisotopic Molecular Weight

268.067034188

IUPAC Name

5,5-diphenyl-2-sulfanylideneimidazolidin-4-one

Traditional Name

5,5-diphenyl-2-sulfanylideneimidazolidin-4-one

CAS Registry Number

Not Available

SMILES

O=C1NC(=S)NC1(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H12N2OS/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)

InChI Key

AMDPNECWKZZEBQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Phenylimidazolidine
Alpha-amino acid or derivatives
Imidazolidinone
Imidazolidine
Thiourea
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
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)

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	2.88	ALOGPS
logP	3.04	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.17 m³·mol⁻¹	ChemAxon
Polarizability	27.86 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]+	161.166	30932474
DeepCCS	[M-H]-	158.808	30932474
DeepCCS	[M-2H]-	191.694	30932474
DeepCCS	[M+Na]+	167.259	30932474
AllCCS	[M+H]+	160.1	32859911
AllCCS	[M+H-H2O]+	156.2	32859911
AllCCS	[M+NH4]+	163.7	32859911
AllCCS	[M+Na]+	164.8	32859911
AllCCS	[M-H]-	161.5	32859911
AllCCS	[M+Na-2H]-	160.9	32859911
AllCCS	[M+HCOO]-	160.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.156 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.85 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2632.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	449.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	247.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	279.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	531.9 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	875.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	66.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1310.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	519.6 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	1408.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	411.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	353.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	202.5 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	44.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,5-Diphenyl-2-thiohydantoin	O=C1NC(=S)NC1(C1=CC=CC=C1)C1=CC=CC=C1	4275.3	Standard polar	33892256
5,5-Diphenyl-2-thiohydantoin	O=C1NC(=S)NC1(C1=CC=CC=C1)C1=CC=CC=C1	2361.4	Standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin	O=C1NC(=S)NC1(C1=CC=CC=C1)C1=CC=CC=C1	2661.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,5-Diphenyl-2-thiohydantoin,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)NC1=S	2504.8	Semi standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)NC1=S	2422.7	Standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)NC1=S	3557.8	Standard polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TMS,isomer #2	C[Si](C)(C)N1C(=S)NC(=O)C1(C1=CC=CC=C1)C1=CC=CC=C1	2541.7	Semi standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TMS,isomer #2	C[Si](C)(C)N1C(=S)NC(=O)C1(C1=CC=CC=C1)C1=CC=CC=C1	2484.5	Standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TMS,isomer #2	C[Si](C)(C)N1C(=S)NC(=O)C1(C1=CC=CC=C1)C1=CC=CC=C1	3642.6	Standard polar	33892256
5,5-Diphenyl-2-thiohydantoin,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)N([Si](C)(C)C)C1=S	2304.9	Semi standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)N([Si](C)(C)C)C1=S	2456.9	Standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)N([Si](C)(C)C)C1=S	3188.2	Standard polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)NC1=S	2819.6	Semi standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)NC1=S	2642.1	Standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)NC1=S	3588.6	Standard polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=S)NC(=O)C1(C1=CC=CC=C1)C1=CC=CC=C1	2780.3	Semi standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=S)NC(=O)C1(C1=CC=CC=C1)C1=CC=CC=C1	2688.2	Standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=S)NC(=O)C1(C1=CC=CC=C1)C1=CC=CC=C1	3638.4	Standard polar	33892256
5,5-Diphenyl-2-thiohydantoin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)N([Si](C)(C)C(C)(C)C)C1=S	2823.0	Semi standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)N([Si](C)(C)C(C)(C)C)C1=S	2861.3	Standard non polar	33892256
5,5-Diphenyl-2-thiohydantoin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)N([Si](C)(C)C(C)(C)C)C1=S	3220.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5,5-Diphenyl-2-thiohydantoin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-2920000000-eb0578c377ae470442fe	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,5-Diphenyl-2-thiohydantoin 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 - 5,5-Diphenyl-2-thiohydantoin 10V, Positive-QTOF	splash10-014i-0190000000-5b5e07b3d6b977e8ad8e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenyl-2-thiohydantoin 20V, Positive-QTOF	splash10-0159-0960000000-cc211195d3f2ce99d391	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenyl-2-thiohydantoin 40V, Positive-QTOF	splash10-0ue9-3920000000-0f17efd7a9dc2a72e866	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenyl-2-thiohydantoin 10V, Negative-QTOF	splash10-014i-0090000000-dd3b4216fcb1507ffe9d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenyl-2-thiohydantoin 20V, Negative-QTOF	splash10-00di-2090000000-575fb02d68d44bb259c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenyl-2-thiohydantoin 40V, Negative-QTOF	splash10-0pdi-9400000000-4be90ded63f3a3b25df7	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

746522

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

30476

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 5,5-Diphenyl-2-thiohydantoin (HMDB0246851)

MOL for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

3D MOL for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

3D SDF for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

3D-SDF for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

PDB for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

3D PDB for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

SMILES for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

INCHI for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

Structure for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

3D Structure for HMDB0246851 (5,5-Diphenyl-2-thiohydantoin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra