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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:54:50 UTC

Update Date

2021-09-26 23:17:46 UTC

HMDB ID

HMDB0259924

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one

Description

XAV939 belongs to the class of organic compounds known as pyranopyridines. These are polycyclic aromatic compounds containing a pyran ring fused to a pyridine ring. Based on a literature review a significant number of articles have been published on XAV939. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,5,7,8-tetrahydro-2-[4-(trifluoromethyl)phenyl]-4h-thiopyrano[4,3-d]pyrimidin-4-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one 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

HMDB0259924
     RDKit          3D
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidi...
 32 34  0  0  0  0  0  0  0  0999 V2000
    2.2595    3.1131   -0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    1.9196   -0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5821    1.6607   -0.4893 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    0.4160   -0.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598    0.2367   -0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912    1.2810   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5833    1.1553   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.0295   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6458   -0.1399    0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2247   -0.6430   -1.0133 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9842   -0.9726    1.1859 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2550    1.0782    0.4011 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -1.0749    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683   -0.9332    0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9653   -0.5912   -0.1615 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2891   -0.3861   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628    0.8871   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2061    1.1995   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489    0.1747    0.8790 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1684   -1.3286    1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1823   -1.5588    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932    2.2330   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2494    1.9923   -0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8095   -1.9870    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3509   -1.7949    0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -1.5564   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012    1.1253   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436    2.2633    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6627   -1.3422    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8815   -2.1746    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7244   -1.8169   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5514   -2.4057    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 14  5  1  0
 21 16  1  0
  6 22  1  0
  7 23  1  0
 13 24  1  0
 14 25  1  0
 15 26  1  0
 18 27  1  0
 18 28  1  0
 20 29  1  0
 20 30  1  0
 21 31  1  0
 21 32  1  0
M  END


  Mrv0541 05041413162D          

 21 23  0  0  0  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -2.1730    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -3.6020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  1  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
 18 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20 13  2  0  0  0  0
 21  6  1  0  0  0  0
 21  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259924

> <DATABASE_NAME>
hmdb

> <SMILES>
FC(F)(F)C1=CC=C(C=C1)C1=NC(=O)C2=C(CCSC2)N1

> <INCHI_IDENTIFIER>
InChI=1S/C14H11F3N2OS/c15-14(16,17)9-3-1-8(2-4-9)12-18-11-5-6-21-7-10(11)13(20)19-12/h1-4H,5-7H2,(H,18,19,20)

> <INCHI_KEY>
KLGQSVMIPOVQAX-UHFFFAOYSA-N

> <FORMULA>
C14H11F3N2OS

> <MOLECULAR_WEIGHT>
312.31

> <EXACT_MASS>
312.054418289

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.61224255513349

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4-(trifluoromethyl)phenyl]-1H,4H,5H,7H,8H-thiopyrano[4,3-d]pyrimidin-4-one

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.2650151696666665

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.8525005398572985

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7345683641523664

> <JCHEM_POLAR_SURFACE_AREA>
41.46

> <JCHEM_REFRACTIVITY>
76.6214

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[4-(trifluoromethyl)phenyl]-1H,5H,7H,8H-thiopyrano[4,3-d]pyrimidin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259924
     RDKit          3D
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidi...
 32 34  0  0  0  0  0  0  0  0999 V2000
    2.2595    3.1131   -0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    1.9196   -0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5821    1.6607   -0.4893 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    0.4160   -0.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598    0.2367   -0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912    1.2810   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5833    1.1553   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.0295   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6458   -0.1399    0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2247   -0.6430   -1.0133 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9842   -0.9726    1.1859 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2550    1.0782    0.4011 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -1.0749    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683   -0.9332    0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9653   -0.5912   -0.1615 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2891   -0.3861   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628    0.8871   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2061    1.1995   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489    0.1747    0.8790 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1684   -1.3286    1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1823   -1.5588    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932    2.2330   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2494    1.9923   -0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8095   -1.9870    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3509   -1.7949    0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -1.5564   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012    1.1253   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436    2.2633    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6627   -1.3422    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8815   -2.1746    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7244   -1.8169   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5514   -2.4057    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 14  5  1  0
 21 16  1  0
  6 22  1  0
  7 23  1  0
 13 24  1  0
 14 25  1  0
 15 26  1  0
 18 27  1  0
 18 28  1  0
 20 29  1  0
 20 30  1  0
 21 31  1  0
 21 32  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   16  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    3    8                                                       
CONECT    2    4    8                                                       
CONECT    3    1    9                                                       
CONECT    4    2    9                                                       
CONECT    5    6   11                                                       
CONECT    6    5   21                                                       
CONECT    7   10   21                                                       
CONECT    8    1    2   12                                                  
CONECT    9    3    4   14                                                  
CONECT   10    7   11   13                                                  
CONECT   11    5   10   18                                                  
CONECT   12    8   18   19                                                  
CONECT   13   10   19   20                                                  
CONECT   14    9   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   11   12                                                       
CONECT   19   12   13                                                       
CONECT   20   13                                                            
CONECT   21    6    7                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0259924
HETATM    1  O1  UNL     1       2.260   3.113  -0.632  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.876   1.920  -0.478  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.582   1.661  -0.489  1.00  0.00           N  
HETATM    4  C2  UNL     1       0.075   0.416  -0.333  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.360   0.237  -0.270  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.191   1.281  -0.560  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.583   1.155  -0.444  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.172  -0.030  -0.032  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.646  -0.140   0.117  1.00  0.00           C  
HETATM   10  F1  UNL     1      -6.225  -0.643  -1.013  1.00  0.00           F  
HETATM   11  F2  UNL     1      -5.984  -0.973   1.186  1.00  0.00           F  
HETATM   12  F3  UNL     1      -6.255   1.078   0.401  1.00  0.00           F  
HETATM   13  C8  UNL     1      -3.335  -1.075   0.258  1.00  0.00           C  
HETATM   14  C9  UNL     1      -1.968  -0.933   0.138  1.00  0.00           C  
HETATM   15  N2  UNL     1       0.965  -0.591  -0.161  1.00  0.00           N  
HETATM   16  C10 UNL     1       2.289  -0.386  -0.143  1.00  0.00           C  
HETATM   17  C11 UNL     1       2.763   0.887  -0.302  1.00  0.00           C  
HETATM   18  C12 UNL     1       4.206   1.200  -0.283  1.00  0.00           C  
HETATM   19  S1  UNL     1       5.149   0.175   0.879  1.00  0.00           S  
HETATM   20  C13 UNL     1       4.168  -1.329   1.178  1.00  0.00           C  
HETATM   21  C14 UNL     1       3.182  -1.559   0.045  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.793   2.233  -0.885  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.249   1.992  -0.663  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.809  -1.987   0.587  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.351  -1.795   0.385  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.542  -1.556  -0.045  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.701   1.125  -1.271  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.344   2.263   0.062  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.663  -1.342   2.164  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.881  -2.175   1.172  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.724  -1.817  -0.893  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.551  -2.406   0.326  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   17
CONECT    3    4    4
CONECT    4    5   15
CONECT    5    6    6   14
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   13
CONECT    9   10   11   12
CONECT   13   14   14   24
CONECT   14   25
CONECT   15   16   26
CONECT   16   17   17   21
CONECT   17   18
CONECT   18   19   27   28
CONECT   19   20
CONECT   20   21   29   30
CONECT   21   31   32
END

HMDB0259924
     RDKit          3D
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidi...
 32 34  0  0  0  0  0  0  0  0999 V2000
    2.2595    3.1131   -0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    1.9196   -0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5821    1.6607   -0.4893 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753    0.4160   -0.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598    0.2367   -0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912    1.2810   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5833    1.1553   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -0.0295   -0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6458   -0.1399    0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2247   -0.6430   -1.0133 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9842   -0.9726    1.1859 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2550    1.0782    0.4011 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -1.0749    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683   -0.9332    0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9653   -0.5912   -0.1615 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2891   -0.3861   -0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628    0.8871   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2061    1.1995   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489    0.1747    0.8790 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1684   -1.3286    1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1823   -1.5588    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932    2.2330   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2494    1.9923   -0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8095   -1.9870    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3509   -1.7949    0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -1.5564   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012    1.1253   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436    2.2633    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6627   -1.3422    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8815   -2.1746    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7244   -1.8169   -0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5514   -2.4057    0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 14  5  1  0
 21 16  1  0
  6 22  1  0
  7 23  1  0
 13 24  1  0
 14 25  1  0
 15 26  1  0
 18 27  1  0
 18 28  1  0
 20 29  1  0
 20 30  1  0
 21 31  1  0
 21 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[4-(Trifluoromethyl)phenyl]-7,8-dihydro-5H-thiino[4,3-D]pyrimidin-4-ol	ChEBI

Chemical Formula

C₁₄H₁₁F₃N₂OS

Average Molecular Weight

312.31

Monoisotopic Molecular Weight

312.054418289

IUPAC Name

2-[4-(trifluoromethyl)phenyl]-1H,4H,5H,7H,8H-thiopyrano[4,3-d]pyrimidin-4-one

Traditional Name

2-[4-(trifluoromethyl)phenyl]-1H,5H,7H,8H-thiopyrano[4,3-d]pyrimidin-4-one

CAS Registry Number

Not Available

SMILES

FC(F)(F)C1=CC=C(C=C1)C1=NC(=O)C2=C(CCSC2)N1

InChI Identifier

InChI=1S/C14H11F3N2OS/c15-14(16,17)9-3-1-8(2-4-9)12-18-11-5-6-21-7-10(11)13(20)19-12/h1-4H,5-7H2,(H,18,19,20)

InChI Key

KLGQSVMIPOVQAX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranopyridines. These are polycyclic aromatic compounds containing a pyran ring fused to a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyranopyridines

Sub Class

Not Available

Direct Parent

Pyranopyridines

Alternative Parents

Substituents

Pyranopyridine
Trifluoromethylbenzene
Pyrimidone
Monocyclic benzene moiety
Pyridine
Pyrimidine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Azacycle
Dialkylthioether
Thioether
Alkyl fluoride
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic nitrogen compound
Alkyl halide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

(trifluoromethyl)benzenes (CHEBI:62878 )
thiopyranopyrimidine (CHEBI:62878 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.91	ALOGPS
logP	2.27	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.62 m³·mol⁻¹	ChemAxon
Polarizability	28.61 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
AllCCS	[M+H]+	166.374	32859911
AllCCS	[M+H-H2O]+	163.068	32859911
AllCCS	[M+Na]+	170.315	32859911
AllCCS	[M+NH4]+	169.435	32859911
AllCCS	[M-H]-	165.647	32859911
AllCCS	[M+Na-2H]-	164.828	32859911
AllCCS	[M+HCOO]-	164.055	32859911
DeepCCS	[M+H]+	168.47	30932474
DeepCCS	[M-H]-	166.075	30932474
DeepCCS	[M-2H]-	198.959	30932474
DeepCCS	[M+Na]+	174.432	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one	FC(F)(F)C1=CC=C(C=C1)C1=NC(=O)C2=C(CCSC2)N1	2615.3	Standard polar	33892256
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one	FC(F)(F)C1=CC=C(C=C1)C1=NC(=O)C2=C(CCSC2)N1	2404.1	Standard non polar	33892256
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one	FC(F)(F)C1=CC=C(C=C1)C1=NC(=O)C2=C(CCSC2)N1	2563.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one,1TMS,isomer #1	C[Si](C)(C)N1C(C2=CC=C(C(F)(F)F)C=C2)=NC(=O)C2=C1CCSC2	2256.0	Semi standard non polar	33892256
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one,1TMS,isomer #1	C[Si](C)(C)N1C(C2=CC=C(C(F)(F)F)C=C2)=NC(=O)C2=C1CCSC2	2374.9	Standard non polar	33892256
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one,1TMS,isomer #1	C[Si](C)(C)N1C(C2=CC=C(C(F)(F)F)C=C2)=NC(=O)C2=C1CCSC2	2815.7	Standard polar	33892256
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(C2=CC=C(C(F)(F)F)C=C2)=NC(=O)C2=C1CCSC2	2464.9	Semi standard non polar	33892256
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(C2=CC=C(C(F)(F)F)C=C2)=NC(=O)C2=C1CCSC2	2581.8	Standard non polar	33892256
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(C2=CC=C(C(F)(F)F)C=C2)=NC(=O)C2=C1CCSC2	2868.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0300-0391000000-859fb9dbb29d92c71a1b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one 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

2008880

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

62878

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 3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one (HMDB0259924)

MOL for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

3D MOL for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

3D SDF for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

3D-SDF for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

PDB for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

3D PDB for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

SMILES for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

INCHI for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

Structure for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

3D Structure for HMDB0259924 (3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra