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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:39:02 UTC

Update Date

2021-09-26 22:52:16 UTC

HMDB ID

HMDB0244494

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N(4)-Acetylsulfadiazine

Description

N(4)-acetylsulfadiazine belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. N(4)-acetylsulfadiazine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on N(4)-acetylsulfadiazine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N(4)-acetylsulfadiazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N(4)-Acetylsulfadiazine 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

HMDB0244494
     RDKit          3D
N(4)-Acetylsulfadiazine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -5.6486   -1.2717   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5092   -0.5482   -0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7764    0.3918    0.6659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -0.8446   -0.6867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1509   -0.2224   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.9588    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0553   -0.3618    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1920    0.9856    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6439    1.7426    1.4854 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.2731    3.1479    1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    0.9829    2.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    1.7693    0.3781 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291    0.5980   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5413    0.6485   -1.0323 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1435   -0.4315   -1.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005   -1.6834   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -1.7398   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0852   -0.6383    0.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593    1.7079    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036    1.1231   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8343   -0.8288   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4330   -2.3382   -1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5980   -1.1236   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4336    1.3269    0.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -2.0294    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715   -0.9604    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3209    2.6825    0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9692   -0.3176   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832   -2.5427   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -2.7502   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    2.7718    0.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6242    1.7127   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  2  0
 20  5  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 19 31  1  0
 20 32  1  0
M  END

  Mrv1652306031607162D          

 20 21  0  0  0  0            999 V2000
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    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
    0.7145    1.2375    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
    1.4289    0.8250    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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  2  2  0  0  0  0
  8  2  1  0  0  0  0
  9  1  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  4  0  0  0
 16 12  1  0  0  0  0
 17  9  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  2  0  0  0  0
 20 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244494

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N4O3S/c1-9(17)15-10-3-5-11(6-4-10)20(18,19)16-12-13-7-2-8-14-12/h2-8H,1H3,(H,15,17)(H,13,14,16)

> <INCHI_KEY>
NJIZUWGMNCUKGU-UHFFFAOYSA-N

> <FORMULA>
C12H12N4O3S

> <MOLECULAR_WEIGHT>
292.31

> <EXACT_MASS>
292.063011436

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.83520917864451

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{4-[(pyrimidin-2-yl)sulfamoyl]phenyl}ethanimidic acid

> <ALOGPS_LOGP>
0.67

> <JCHEM_LOGP>
1.1813537996666663

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.941311916128242

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.609833047163706

> <JCHEM_PKA_STRONGEST_BASIC>
0.5557093705404526

> <JCHEM_POLAR_SURFACE_AREA>
104.53999999999999

> <JCHEM_REFRACTIVITY>
75.11859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{4-[(pyrimidin-2-yl)sulfamoyl]phenyl}ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244494
     RDKit          3D
N(4)-Acetylsulfadiazine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -5.6486   -1.2717   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5092   -0.5482   -0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7764    0.3918    0.6659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -0.8446   -0.6867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1509   -0.2224   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.9588    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0553   -0.3618    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1920    0.9856    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6439    1.7426    1.4854 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.2731    3.1479    1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    0.9829    2.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    1.7693    0.3781 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291    0.5980   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5413    0.6485   -1.0323 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1435   -0.4315   -1.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005   -1.6834   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -1.7398   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0852   -0.6383    0.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593    1.7079    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036    1.1231   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8343   -0.8288   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4330   -2.3382   -1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5980   -1.1236   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4336    1.3269    0.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -2.0294    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715   -0.9604    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3209    2.6825    0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9692   -0.3176   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832   -2.5427   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -2.7502   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    2.7718    0.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6242    1.7127   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  2  0
 20  5  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 19 31  1  0
 20 32  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -6.160   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.668  -3.850   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       4.001  -3.850   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       5.335  -1.540   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.231  -2.104   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.771   0.564   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0       4.001  -0.770   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2    7    8                                                       
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7    2   13                                                       
CONECT    8    2   14                                                       
CONECT    9    1   15   17                                                  
CONECT   10    3    4   15                                                  
CONECT   11    5    6   20                                                  
CONECT   12   13   14   16                                                  
CONECT   13    7   12                                                       
CONECT   14    8   12                                                       
CONECT   15    9   10                                                       
CONECT   16   12   20                                                       
CONECT   17    9                                                            
CONECT   18   20                                                            
CONECT   19   20                                                            
CONECT   20   11   16   18   19                                             
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0244494
HETATM    1  C1  UNL     1      -5.649  -1.272  -0.908  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.509  -0.548  -0.290  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.776   0.392   0.666  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.331  -0.845  -0.687  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.151  -0.222  -0.173  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.211  -0.959   0.516  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.055  -0.362   1.022  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.192   0.986   0.854  1.00  0.00           C  
HETATM    9  S1  UNL     1       1.644   1.743   1.485  1.00  0.00           S  
HETATM   10  O2  UNL     1       1.273   3.148   1.877  1.00  0.00           O  
HETATM   11  O3  UNL     1       2.033   0.983   2.721  1.00  0.00           O  
HETATM   12  N2  UNL     1       2.930   1.769   0.378  1.00  0.00           N  
HETATM   13  C7  UNL     1       3.529   0.598  -0.161  1.00  0.00           C  
HETATM   14  N3  UNL     1       4.541   0.648  -1.032  1.00  0.00           N  
HETATM   15  C8  UNL     1       5.143  -0.432  -1.571  1.00  0.00           C  
HETATM   16  C9  UNL     1       4.700  -1.683  -1.211  1.00  0.00           C  
HETATM   17  C10 UNL     1       3.659  -1.740  -0.314  1.00  0.00           C  
HETATM   18  N4  UNL     1       3.085  -0.638   0.200  1.00  0.00           N  
HETATM   19  C11 UNL     1      -0.759   1.708   0.162  1.00  0.00           C  
HETATM   20  C12 UNL     1      -1.904   1.123  -0.340  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.834  -0.829  -1.927  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.433  -2.338  -1.064  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.598  -1.124  -0.356  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.434   1.327   0.655  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.386  -2.029   0.661  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.671  -0.960   1.563  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.321   2.683   0.058  1.00  0.00           H  
HETATM   28  H8  UNL     1       5.969  -0.318  -2.281  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.183  -2.543  -1.643  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.324  -2.750  -0.044  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.545   2.772   0.040  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.624   1.713  -0.874  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    4
CONECT    3   24
CONECT    4    5
CONECT    5    6    6   20
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   19
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   13   27
CONECT   13   14   14   18
CONECT   14   15
CONECT   15   16   16   28
CONECT   16   17   29
CONECT   17   18   18   30
CONECT   19   20   20   31
CONECT   20   32
END

HMDB0244494
     RDKit          3D
N(4)-Acetylsulfadiazine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -5.6486   -1.2717   -0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5092   -0.5482   -0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7764    0.3918    0.6659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310   -0.8446   -0.6867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1509   -0.2224   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.9588    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0553   -0.3618    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1920    0.9856    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6439    1.7426    1.4854 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.2731    3.1479    1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    0.9829    2.7208 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    1.7693    0.3781 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291    0.5980   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5413    0.6485   -1.0323 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1435   -0.4315   -1.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005   -1.6834   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -1.7398   -0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0852   -0.6383    0.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593    1.7079    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036    1.1231   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8343   -0.8288   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4330   -2.3382   -1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5980   -1.1236   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4336    1.3269    0.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -2.0294    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715   -0.9604    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3209    2.6825    0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9692   -0.3176   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832   -2.5427   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243   -2.7502   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    2.7718    0.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6242    1.7127   -0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  2  0
 20  5  1  0
 18 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  6 25  1  0
  7 26  1  0
 12 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 19 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Acetylamino-N-pyrimidin-2-yl-benzenesulfonamide	ChEBI
4-Acetylamino-N-pyrimidin-2-yl-benzenesulphonamide	Generator
N(4)-Acetylsulphadiazine	Generator
N(4)-Acetylsulfadiazine	MeSH

Chemical Formula

C₁₂H₁₂N₄O₃S

Average Molecular Weight

292.31

Monoisotopic Molecular Weight

292.063011436

IUPAC Name

N-{4-[(pyrimidin-2-yl)sulfamoyl]phenyl}ethanimidic acid

Traditional Name

N-{4-[(pyrimidin-2-yl)sulfamoyl]phenyl}ethanimidic acid

CAS Registry Number

Not Available

SMILES

CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1

InChI Identifier

InChI=1S/C12H12N4O3S/c1-9(17)15-10-3-5-11(6-4-10)20(18,19)16-12-13-7-2-8-14-12/h2-8H,1H3,(H,15,17)(H,13,14,16)

InChI Key

NJIZUWGMNCUKGU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Acetanilide
Benzenesulfonamide
N-acetylarylamine
Benzenesulfonyl group
Anilide
N-arylamide
Pyrimidine
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Acetamide
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

sulfonamide (CHEBI:83458 )
pyrimidines (CHEBI:83458 )
acetamides (CHEBI:83458 )

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	0.67	ALOGPS
logP	1.18	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.61	ChemAxon
pKa (Strongest Basic)	0.56	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	104.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.12 m³·mol⁻¹	ChemAxon
Polarizability	27.84 Å³	ChemAxon
Number of Rings	2	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]+	165.394	30932474
DeepCCS	[M-H]-	163.032	30932474
DeepCCS	[M-2H]-	195.918	30932474
DeepCCS	[M+Na]+	171.483	30932474
AllCCS	[M+H]+	166.4	32859911
AllCCS	[M+H-H2O]+	162.9	32859911
AllCCS	[M+NH4]+	169.6	32859911
AllCCS	[M+Na]+	170.5	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	163.3	32859911
AllCCS	[M+HCOO]-	163.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N(4)-Acetylsulfadiazine	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1	3882.6	Standard polar	33892256
N(4)-Acetylsulfadiazine	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1	2873.6	Standard non polar	33892256
N(4)-Acetylsulfadiazine	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1	2640.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N(4)-Acetylsulfadiazine,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2443.7	Semi standard non polar	33892256
N(4)-Acetylsulfadiazine,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2577.4	Standard non polar	33892256
N(4)-Acetylsulfadiazine,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	3708.1	Standard polar	33892256
N(4)-Acetylsulfadiazine,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	2835.4	Semi standard non polar	33892256
N(4)-Acetylsulfadiazine,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3036.0	Standard non polar	33892256
N(4)-Acetylsulfadiazine,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC=CC=N2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3716.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfadiazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9470000000-ffe3388b56c5b23c5e88	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfadiazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfadiazine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfadiazine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfadiazine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfadiazine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 35V, Negative-QTOF	splash10-004i-0390000000-e78ade2eabc0f76c76b1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 20V, Positive-QTOF	splash10-0007-0950000000-2954807312abd471eea4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 10V, Positive-QTOF	splash10-0006-0090000000-94e9d08f2bf28b4c8c47	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 15V, Negative-QTOF	splash10-0006-0090000000-6d797d5f26844fb37190	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 35V, Positive-QTOF	splash10-000j-0910000000-5b51b36921b17c62535c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 30V, Positive-QTOF	splash10-001i-0900000000-b66e36804f14b6dc6d55	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 40V, Positive-QTOF	splash10-001r-0900000000-ddfe8254775ee34e654a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 90V, Positive-QTOF	splash10-014i-9300000000-839af2b0ed293eec1eee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 30V, Negative-QTOF	splash10-0059-0590000000-f8a6060bf678a7d5a23e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 30V, Negative-QTOF	splash10-005c-0290000000-e0046994a7e879242012	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 45V, Negative-QTOF	splash10-0059-1890000000-fbf9d4bdb929eb3da12d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 45V, Negative-QTOF	splash10-003r-1980000000-e474b6210e14ccbf9df1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 75V, Negative-QTOF	splash10-000x-9510000000-4c7f27f2f1db1827c7a6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 75V, Negative-QTOF	splash10-000x-9600000000-18b561ed762c11546b8c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 50V, Positive-QTOF	splash10-001r-0900000000-f7350aea24a49a2e9259	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 60V, Negative-QTOF	splash10-001i-1900000000-cdb859dd90c8fe534f4b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 60V, Negative-QTOF	splash10-001i-3920000000-dfbbdba0a22955e5d7ab	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 15V, Positive-QTOF	splash10-0006-0090000000-06d44ed6d261cab73f3c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 90V, Positive-QTOF	splash10-014i-9300000000-b11723b46af26f466468	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 10V, Positive-QTOF	splash10-0007-0190000000-940af6a81b30602dbc9d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 20V, Positive-QTOF	splash10-0002-1490000000-356e1852a5169c82d01c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 40V, Positive-QTOF	splash10-02u0-9410000000-6d1e4d8ba6dd91214625	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 10V, Negative-QTOF	splash10-0006-0090000000-28ffbe79336159d4b730	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 20V, Negative-QTOF	splash10-000e-2190000000-e7cdcf20a9881b90c514	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfadiazine 40V, Negative-QTOF	splash10-0006-9200000000-ef56ce0a430c9ff0d0af	2019-02-23	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

58478

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

83458

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 N(4)-Acetylsulfadiazine (HMDB0244494)

MOL for HMDB0244494 (N(4)-Acetylsulfadiazine)

3D MOL for HMDB0244494 (N(4)-Acetylsulfadiazine)

3D SDF for HMDB0244494 (N(4)-Acetylsulfadiazine)

3D-SDF for HMDB0244494 (N(4)-Acetylsulfadiazine)

PDB for HMDB0244494 (N(4)-Acetylsulfadiazine)

3D PDB for HMDB0244494 (N(4)-Acetylsulfadiazine)

SMILES for HMDB0244494 (N(4)-Acetylsulfadiazine)

INCHI for HMDB0244494 (N(4)-Acetylsulfadiazine)

Structure for HMDB0244494 (N(4)-Acetylsulfadiazine)

3D Structure for HMDB0244494 (N(4)-Acetylsulfadiazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra