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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:15:35 UTC

Update Date

2021-09-26 23:06:51 UTC

HMDB ID

HMDB0253558

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione

Description

5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Based on a literature review very few articles have been published on 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-((p-hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5h,7h)-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-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

HMDB0253558
     RDKit          3D
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7...
 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.5944    1.8404    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    0.3526    0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7346   -0.2937    0.0704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2846   -1.8606   -0.2993 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5884   -1.6825   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219   -2.5268   -0.4237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564   -2.0961   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042   -2.8944   -0.4841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024   -0.8075    0.0060 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2081   -0.3305    0.1366 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1458   -0.6352   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4727   -0.0824   -0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.3627   -1.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7984    0.1476   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0385    0.9730   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3146    1.4991    0.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9795    1.2597    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    0.7508    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    0.0718    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8246    1.2758    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348   -0.3620    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812    2.4207   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5887    2.1586    0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8309    2.0400    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -3.5070   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -1.2796   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -1.0268   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -0.0886   -1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4482    2.1085    0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2299    1.9257    1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9433    1.0119    1.3149 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  3
 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
  9 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 21  5  2  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
M  END

  Mrv1652309112114152D          

 21 23  0  0  0  0            999 V2000
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 S   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   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    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
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    2.6021    0.0000 O   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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 12  1  0  0  0  0
 13  9  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253558

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O)C=C1)C(=O)N2

> <INCHI_IDENTIFIER>
InChI=1S/C13H10N4O3S/c1-7-10-11(21-16-7)15-13(20)17(12(10)19)14-6-8-2-4-9(18)5-3-8/h2-6,18H,1H3,(H,15,20)

> <INCHI_KEY>
ALZDMJPUQGYCAX-UHFFFAOYSA-N

> <FORMULA>
C13H10N4O3S

> <MOLECULAR_WEIGHT>
302.31

> <EXACT_MASS>
302.047361372

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
29.49587748268909

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{[(4-hydroxyphenyl)methylidene]amino}-3-methyl-4H,5H,6H,7H-[1,2]thiazolo[5,4-d]pyrimidine-4,6-dione

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
2.499610492

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.316078926836067

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.620497211379398

> <JCHEM_PKA_STRONGEST_BASIC>
-0.14494073787186712

> <JCHEM_POLAR_SURFACE_AREA>
94.89

> <JCHEM_REFRACTIVITY>
78.54850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[(4-hydroxyphenyl)methylidene]amino}-3-methyl-7H-[1,2]thiazolo[5,4-d]pyrimidine-4,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253558
     RDKit          3D
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7...
 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.5944    1.8404    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    0.3526    0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7346   -0.2937    0.0704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2846   -1.8606   -0.2993 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5884   -1.6825   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219   -2.5268   -0.4237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564   -2.0961   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042   -2.8944   -0.4841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024   -0.8075    0.0060 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2081   -0.3305    0.1366 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1458   -0.6352   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4727   -0.0824   -0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.3627   -1.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7984    0.1476   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0385    0.9730   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3146    1.4991    0.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9795    1.2597    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    0.7508    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    0.0718    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8246    1.2758    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348   -0.3620    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812    2.4207   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5887    2.1586    0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8309    2.0400    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -3.5070   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -1.2796   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -1.0268   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -0.0886   -1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4482    2.1085    0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2299    1.9257    1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9433    1.0119    1.3149 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  3
 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
  9 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 21  5  2  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 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      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -1.173  -1.303   0.000  0.00  0.00           N+0
HETATM    4  S   UNK     0      -0.268  -2.549   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       3.864  -0.533   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.198  -2.843   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       5.198   0.237   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.198   1.777   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.531   2.547   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.531   4.087   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.865   4.857   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.199   4.087   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.199   2.547   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.865   1.777   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.533   4.857   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    2    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    5                                                       
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0253558
HETATM    1  C1  UNL     1      -4.594   1.840   0.599  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.582   0.353   0.240  1.00  0.00           C  
HETATM    3  N1  UNL     1      -5.735  -0.294   0.070  1.00  0.00           N  
HETATM    4  S1  UNL     1      -5.285  -1.861  -0.299  1.00  0.00           S  
HETATM    5  C3  UNL     1      -3.588  -1.682  -0.235  1.00  0.00           C  
HETATM    6  N2  UNL     1      -2.522  -2.527  -0.424  1.00  0.00           N  
HETATM    7  C4  UNL     1      -1.256  -2.096  -0.305  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.304  -2.894  -0.484  1.00  0.00           O  
HETATM    9  N3  UNL     1      -1.102  -0.808   0.006  1.00  0.00           N  
HETATM   10  N4  UNL     1       0.208  -0.331   0.137  1.00  0.00           N  
HETATM   11  C5  UNL     1       1.146  -0.635  -0.683  1.00  0.00           C  
HETATM   12  C6  UNL     1       2.473  -0.082  -0.452  1.00  0.00           C  
HETATM   13  C7  UNL     1       3.533  -0.363  -1.289  1.00  0.00           C  
HETATM   14  C8  UNL     1       4.798   0.148  -1.092  1.00  0.00           C  
HETATM   15  C9  UNL     1       5.039   0.973  -0.025  1.00  0.00           C  
HETATM   16  O2  UNL     1       6.315   1.499   0.190  1.00  0.00           O  
HETATM   17  C10 UNL     1       3.980   1.260   0.820  1.00  0.00           C  
HETATM   18  C11 UNL     1       2.736   0.751   0.617  1.00  0.00           C  
HETATM   19  C12 UNL     1      -2.095   0.072   0.204  1.00  0.00           C  
HETATM   20  O3  UNL     1      -1.825   1.276   0.496  1.00  0.00           O  
HETATM   21  C13 UNL     1      -3.435  -0.362   0.084  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.281   2.421  -0.291  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.589   2.159   0.897  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.831   2.040   1.391  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.776  -3.507  -0.662  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.016  -1.280  -1.541  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.322  -1.027  -2.140  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.615  -0.089  -1.765  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.448   2.109   0.996  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.230   1.926   1.658  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.943   1.012   1.315  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   21
CONECT    3    4
CONECT    4    5
CONECT    5    6   21   21
CONECT    6    7   25
CONECT    7    8    8    9
CONECT    9   10   19
CONECT   10   11   11
CONECT   11   12   26
CONECT   12   13   13   18
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   15   16   17
CONECT   16   29
CONECT   17   18   18   30
CONECT   18   31
CONECT   19   20   20   21
END

HMDB0253558
     RDKit          3D
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7...
 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.5944    1.8404    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5821    0.3526    0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7346   -0.2937    0.0704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2846   -1.8606   -0.2993 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5884   -1.6825   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219   -2.5268   -0.4237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564   -2.0961   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042   -2.8944   -0.4841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024   -0.8075    0.0060 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2081   -0.3305    0.1366 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1458   -0.6352   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4727   -0.0824   -0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.3627   -1.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7984    0.1476   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0385    0.9730   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3146    1.4991    0.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9795    1.2597    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    0.7508    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    0.0718    0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8246    1.2758    0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348   -0.3620    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812    2.4207   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5887    2.1586    0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8309    2.0400    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758   -3.5070   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -1.2796   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -1.0268   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -0.0886   -1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4482    2.1085    0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2299    1.9257    1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9433    1.0119    1.3149 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  3
 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
  9 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 21  5  2  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₀N₄O₃S

Average Molecular Weight

302.31

Monoisotopic Molecular Weight

302.047361372

IUPAC Name

5-{[(4-hydroxyphenyl)methylidene]amino}-3-methyl-4H,5H,6H,7H-[1,2]thiazolo[5,4-d]pyrimidine-4,6-dione

Traditional Name

5-{[(4-hydroxyphenyl)methylidene]amino}-3-methyl-7H-[1,2]thiazolo[5,4-d]pyrimidine-4,6-dione

CAS Registry Number

Not Available

SMILES

CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O)C=C1)C(=O)N2

InChI Identifier

InChI=1S/C13H10N4O3S/c1-7-10-11(21-16-7)15-13(20)17(12(10)19)14-6-8-2-4-9(18)5-3-8/h2-6,18H,1H3,(H,15,20)

InChI Key

ALZDMJPUQGYCAX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidones

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Pyrimidone
Phenol
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Thiazole
Azole
Lactam
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	1.75	ALOGPS
logP	2.5	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.62	ChemAxon
pKa (Strongest Basic)	-0.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.89 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.55 m³·mol⁻¹	ChemAxon
Polarizability	29.5 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]+	162.604	30932474
DeepCCS	[M-H]-	160.246	30932474
DeepCCS	[M-2H]-	193.228	30932474
DeepCCS	[M+Na]+	168.697	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O)C=C1)C(=O)N2	3645.6	Standard polar	33892256
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O)C=C1)C(=O)N2	3080.2	Standard non polar	33892256
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O)C=C1)C(=O)N2	3444.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione,2TMS,isomer #1	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)N2[Si](C)(C)C	3052.4	Semi standard non polar	33892256
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione,2TMS,isomer #1	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)N2[Si](C)(C)C	3146.6	Standard non polar	33892256
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione,2TMS,isomer #1	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O[Si](C)(C)C)C=C1)C(=O)N2[Si](C)(C)C	3886.4	Standard polar	33892256
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione,2TBDMS,isomer #1	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)N2[Si](C)(C)C(C)(C)C	3370.2	Semi standard non polar	33892256
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione,2TBDMS,isomer #1	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)N2[Si](C)(C)C(C)(C)C	3525.4	Standard non polar	33892256
5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione,2TBDMS,isomer #1	CC1=NSC2=C1C(=O)N(N=CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)N2[Si](C)(C)C(C)(C)C	3895.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-0930000000-3dc9497d44ae4480d40b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione 10V, Positive-QTOF	splash10-0udi-0009000000-c7b0b1083b0dcf67e620	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione 20V, Positive-QTOF	splash10-0udi-0916000000-daceab213bf13ebef8d6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione 40V, Positive-QTOF	splash10-00kf-3900000000-ec9245564ff8c6a4294c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione 10V, Negative-QTOF	splash10-0udi-0109000000-50c66742865eb1bcba96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione 20V, Negative-QTOF	splash10-001i-0900000000-49acaff5ccdca0ee5bd5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione 40V, Negative-QTOF	splash10-00r6-9610000000-b3da7ff610e028e24273	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

62927030

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137203016

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-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione (HMDB0253558)

MOL for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

3D MOL for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

3D SDF for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

3D-SDF for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

PDB for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

3D PDB for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

SMILES for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

INCHI for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

Structure for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

3D Structure for HMDB0253558 (5-((p-Hydroxybenzylidene)amino)-3-methylisothiazolo(5,4-d)pyrimidine-4,6(5H,7H)-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra