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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:33:02 UTC

Update Date

2021-09-26 23:00:46 UTC

HMDB ID

HMDB0249721

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione

Description

4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione belongs to the class of organic compounds known as fluorobenzenes. Fluorobenzenes are compounds containing one or more fluorine atoms attached to a benzene ring. Based on a literature review very few articles have been published on 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-(4-fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione 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

HMDB0249721
     RDKit          3D
4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione
 35 37  0  0  0  0  0  0  0  0999 V2000
   -6.0223    1.3979    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6708    0.8965    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4777    0.1015   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2067   -0.3633   -1.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1078   -0.0454   -0.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925   -0.5338   -0.9784 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -0.6481   -2.5119 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4010   -1.2978   -2.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119   -1.6264   -2.7795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -1.3914   -0.7314 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151   -1.9279    0.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -0.8290    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931   -0.4570   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2213    0.5693    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826    1.2242    1.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012    2.2238    1.6663 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9234    0.8729    2.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1049   -0.1437    1.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601   -0.9973   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705   -1.0390    1.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3019    0.7483    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5749    1.2198    0.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2119    1.2053    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1307    2.4847    0.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7603    0.8961   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439   -0.1494   -1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0761   -0.9844   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225   -2.4005    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9500   -2.6969   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5677   -0.9748   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0505    0.8273   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7436    1.3912    3.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756   -0.3935    2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.0012    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7299    1.8402    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
  5 21  1  0
 21 22  2  0
 22  2  1  0
 19  6  1  0
 18 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
M  END


  Mrv1652309112108332D          

 22 24  0  0  0  0            999 V2000
    2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -6.2508    0.0000 F   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  8 14  1  0  0  0  0
 11 15  1  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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249721

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=C(C=C1)N1SC(=O)N(CC2=CC=C(F)C=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H13FN2O2S/c1-11-2-8-14(9-3-11)19-15(20)18(16(21)22-19)10-12-4-6-13(17)7-5-12/h2-9H,10H2,1H3

> <INCHI_KEY>
QUIIIYITNGOFEI-UHFFFAOYSA-N

> <FORMULA>
C16H13FN2O2S

> <MOLECULAR_WEIGHT>
316.35

> <EXACT_MASS>
316.068177004

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
31.00529134357913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(4-fluorophenyl)methyl]-2-(4-methylphenyl)-1,2,4-thiadiazolidine-3,5-dione

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
4.390431110666667

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
40.620000000000005

> <JCHEM_REFRACTIVITY>
83.71990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(4-fluorophenyl)methyl]-2-(4-methylphenyl)-1,2,4-thiadiazolidine-3,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249721
     RDKit          3D
4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione
 35 37  0  0  0  0  0  0  0  0999 V2000
   -6.0223    1.3979    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6708    0.8965    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4777    0.1015   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2067   -0.3633   -1.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1078   -0.0454   -0.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925   -0.5338   -0.9784 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -0.6481   -2.5119 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4010   -1.2978   -2.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119   -1.6264   -2.7795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -1.3914   -0.7314 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151   -1.9279    0.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -0.8290    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931   -0.4570   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2213    0.5693    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826    1.2242    1.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012    2.2238    1.6663 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9234    0.8729    2.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1049   -0.1437    1.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601   -0.9973   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705   -1.0390    1.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3019    0.7483    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5749    1.2198    0.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2119    1.2053    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1307    2.4847    0.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7603    0.8961   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439   -0.1494   -1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0761   -0.9844   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225   -2.4005    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9500   -2.6969   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5677   -0.9748   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0505    0.8273   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7436    1.3912    3.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756   -0.3935    2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.0012    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7299    1.8402    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
  5 21  1  0
 21 22  2  0
 22  2  1  0
 19  6  1  0
 18 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  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       3.802   3.735   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.802   2.195   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.802  -0.885   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.468  -0.115   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.468   1.425   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.802  -2.425   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.512  -2.854   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       4.572  -4.795   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.127  -6.041   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       2.556  -3.330   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0       5.477  -6.041   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.851  -7.448   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.756  -8.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.129 -10.100   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.598 -10.261   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.693  -9.015   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.319  -7.609   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0       2.972 -11.668   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    8                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0249721
HETATM    1  C1  UNL     1      -6.022   1.398   0.418  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.671   0.897   0.054  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.478   0.101  -1.055  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.207  -0.363  -1.387  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.108  -0.045  -0.623  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.792  -0.534  -0.978  1.00  0.00           N  
HETATM    7  S1  UNL     1      -0.106  -0.648  -2.512  1.00  0.00           S  
HETATM    8  C6  UNL     1       1.401  -1.298  -2.056  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.412  -1.626  -2.779  1.00  0.00           O  
HETATM   10  N2  UNL     1       1.290  -1.391  -0.731  1.00  0.00           N  
HETATM   11  C7  UNL     1       2.415  -1.928   0.084  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.317  -0.829   0.495  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.393  -0.457  -0.300  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.221   0.569   0.102  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.983   1.224   1.289  1.00  0.00           C  
HETATM   16  F1  UNL     1       5.801   2.224   1.666  1.00  0.00           F  
HETATM   17  C12 UNL     1       3.923   0.873   2.092  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.105  -0.144   1.692  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.160  -0.997  -0.182  1.00  0.00           C  
HETATM   20  O2  UNL     1      -0.070  -1.039   1.100  1.00  0.00           O  
HETATM   21  C15 UNL     1      -2.302   0.748   0.483  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.575   1.220   0.825  1.00  0.00           C  
HETATM   23  H1  UNL     1      -6.212   1.205   1.500  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.131   2.485   0.255  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.760   0.896  -0.241  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.344  -0.149  -1.657  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.076  -0.984  -2.259  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.023  -2.401   1.007  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.950  -2.697  -0.475  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.568  -0.975  -1.219  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.051   0.827  -0.550  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.744   1.391   3.021  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.276  -0.394   2.358  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.447   1.001   1.085  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.730   1.840   1.688  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3   22
CONECT    3    4   26
CONECT    4    5    5   27
CONECT    5    6   21
CONECT    6    7   19
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   19
CONECT   11   12   28   29
CONECT   12   13   13   18
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   17
CONECT   17   18   18   32
CONECT   18   33
CONECT   19   20   20
CONECT   21   22   22   34
CONECT   22   35
END

HMDB0249721
     RDKit          3D
4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione
 35 37  0  0  0  0  0  0  0  0999 V2000
   -6.0223    1.3979    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6708    0.8965    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4777    0.1015   -1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2067   -0.3633   -1.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1078   -0.0454   -0.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925   -0.5338   -0.9784 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062   -0.6481   -2.5119 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4010   -1.2978   -2.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119   -1.6264   -2.7795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -1.3914   -0.7314 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151   -1.9279    0.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -0.8290    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3931   -0.4570   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2213    0.5693    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826    1.2242    1.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012    2.2238    1.6663 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9234    0.8729    2.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1049   -0.1437    1.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1601   -0.9973   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705   -1.0390    1.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3019    0.7483    0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5749    1.2198    0.8246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2119    1.2053    1.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1307    2.4847    0.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7603    0.8961   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439   -0.1494   -1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0761   -0.9844   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225   -2.4005    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9500   -2.6969   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5677   -0.9748   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0505    0.8273   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7436    1.3912    3.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756   -0.3935    2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.0012    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7299    1.8402    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
  5 21  1  0
 21 22  2  0
 22  2  1  0
 19  6  1  0
 18 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
 11 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₃FN₂O₂S

Average Molecular Weight

316.35

Monoisotopic Molecular Weight

316.068177004

IUPAC Name

4-[(4-fluorophenyl)methyl]-2-(4-methylphenyl)-1,2,4-thiadiazolidine-3,5-dione

Traditional Name

4-[(4-fluorophenyl)methyl]-2-(4-methylphenyl)-1,2,4-thiadiazolidine-3,5-dione

CAS Registry Number

Not Available

SMILES

CC1=CC=C(C=C1)N1SC(=O)N(CC2=CC=C(F)C=C2)C1=O

InChI Identifier

InChI=1S/C16H13FN2O2S/c1-11-2-8-14(9-3-11)19-15(20)18(16(21)22-19)10-12-4-6-13(17)7-5-12/h2-9H,10H2,1H3

InChI Key

QUIIIYITNGOFEI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorobenzenes. Fluorobenzenes are compounds containing one or more fluorine atoms attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Fluorobenzenes

Alternative Parents

Substituents

Fluorobenzene
Toluene
Aryl fluoride
Aryl halide
Azole
Thiadiazole
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Organic oxide
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	2.87	ALOGPS
logP	4.39	ChemAxon
logS	-4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	83.72 m³·mol⁻¹	ChemAxon
Polarizability	31.01 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]+	173.475	30932474
DeepCCS	[M-H]-	171.117	30932474
DeepCCS	[M-2H]-	204.003	30932474
DeepCCS	[M+Na]+	179.568	30932474
AllCCS	[M+H]+	169.9	32859911
AllCCS	[M+H-H2O]+	166.6	32859911
AllCCS	[M+NH4]+	173.0	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	168.7	32859911
AllCCS	[M+Na-2H]-	167.6	32859911
AllCCS	[M+HCOO]-	166.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	15.059 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.15 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2393.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	506.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	199.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	275.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	369.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	674.3 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	779.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	90.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1506.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	594.1 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	1571.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	442.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	481.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	304.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	310.8 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	20.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione	CC1=CC=C(C=C1)N1SC(=O)N(CC2=CC=C(F)C=C2)C1=O	3818.9	Standard polar	33892256
4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione	CC1=CC=C(C=C1)N1SC(=O)N(CC2=CC=C(F)C=C2)C1=O	2521.4	Standard non polar	33892256
4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione	CC1=CC=C(C=C1)N1SC(=O)N(CC2=CC=C(F)C=C2)C1=O	2606.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ap0-1910000000-9d16c0db7c4669cc3511	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione 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 - 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione 10V, Positive-QTOF	splash10-014i-0009000000-fc0850a9f93b72f975b5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione 20V, Positive-QTOF	splash10-0a4i-0901000000-1f44d55c87350de266d5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione 40V, Positive-QTOF	splash10-059i-2900000000-cd6edc4686b4081c9efd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione 10V, Negative-QTOF	splash10-014i-0009000000-44a11dbed1bae8e084bf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione 20V, Negative-QTOF	splash10-00kr-0913000000-2b1095337e344367bb5a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione 40V, Negative-QTOF	splash10-00di-4900000000-fafa9e27ab6eca6c4567	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

2014889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2733079

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 4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione (HMDB0249721)

MOL for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

3D MOL for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

3D SDF for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

3D-SDF for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

PDB for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

3D PDB for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

SMILES for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

INCHI for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

Structure for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

3D Structure for HMDB0249721 (4-(4-Fluorobenzyl)-2-p-tolyl-1,2,4-thiadiazolidine-3,5-dione)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra