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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:26:57 UTC

Update Date

2021-09-26 22:51:55 UTC

HMDB ID

HMDB0244280

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N(4)-Acetylsulfamethazine

Description

N(4)-Acetylsulfamethazine, also known as na-SMT CPD, 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)-Acetylsulfamethazine 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)-Acetylsulfamethazine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N(4)-acetylsulfamethazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N(4)-Acetylsulfamethazine 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

HMDB0244280
     RDKit          3D
N(4)-Acetylsulfamethazine
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.1556   -0.4281    1.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685   -0.1995    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4295    0.3380   -0.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -0.4905    1.1891 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123   -0.2717    0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514   -1.0722   -0.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6205   -0.8355   -1.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.2199   -1.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5556    0.5270   -2.7384 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.0779    0.2423   -4.1165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463    1.9944   -2.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230   -0.3857   -2.2964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -0.2307   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511    0.6594   -0.1279 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.8070    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    1.8175    2.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0073    0.0199    1.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -0.8971    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5784   -1.7591    0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6896   -0.9906   -0.7866 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    1.0210   -0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324    0.7694    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8524   -1.1443    2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0484   -0.7379    1.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3590    0.5588    2.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1552    1.3137   -0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.8928   -0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5053   -1.4771   -2.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.1007   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208    2.4620    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0503    1.3183    2.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    2.4052    1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.1468    2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9662   -2.0758   -0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2158   -2.6736    1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3501   -1.2214    1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2641    1.8526   -0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    1.4114    1.2866 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  8 21  1  0
 21 22  2  0
 22  5  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  6 27  1  0
  7 28  1  0
 12 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 37  1  0
 22 38  1  0
M  END


  Mrv1652306031607192D          

 22 23  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    4.9500    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    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
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  1  1  0  0  0  0
  9  8  2  0  0  0  0
 10  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  2  0  0  0  0
 16 10  2  0  0  0  0
 16 14  1  0  0  0  0
 17 11  2  0  0  0  0
 17 12  1  4  0  0  0
 18 14  1  0  0  0  0
 19 11  1  0  0  0  0
 22 13  1  0  0  0  0
 22 18  1  0  0  0  0
 22 20  2  0  0  0  0
 22 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244280

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N4O3S/c1-9-8-10(2)16-14(15-9)18-22(20,21)13-6-4-12(5-7-13)17-11(3)19/h4-8H,1-3H3,(H,17,19)(H,15,16,18)

> <INCHI_KEY>
LJKAKWDUZRJNPJ-UHFFFAOYSA-N

> <FORMULA>
C14H16N4O3S

> <MOLECULAR_WEIGHT>
320.37

> <EXACT_MASS>
320.094311565

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.51067339369136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}ethanimidic acid

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
1.4440941376666663

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.944640538491784

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.616334074714166

> <JCHEM_PKA_STRONGEST_BASIC>
0.5569801891357394

> <JCHEM_POLAR_SURFACE_AREA>
104.53999999999999

> <JCHEM_REFRACTIVITY>
84.3016

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244280
     RDKit          3D
N(4)-Acetylsulfamethazine
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.1556   -0.4281    1.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685   -0.1995    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4295    0.3380   -0.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -0.4905    1.1891 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123   -0.2717    0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514   -1.0722   -0.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6205   -0.8355   -1.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.2199   -1.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5556    0.5270   -2.7384 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.0779    0.2423   -4.1165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463    1.9944   -2.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230   -0.3857   -2.2964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -0.2307   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511    0.6594   -0.1279 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.8070    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    1.8175    2.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0073    0.0199    1.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -0.8971    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5784   -1.7591    0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6896   -0.9906   -0.7866 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    1.0210   -0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324    0.7694    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8524   -1.1443    2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0484   -0.7379    1.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3590    0.5588    2.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1552    1.3137   -0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.8928   -0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5053   -1.4771   -2.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.1007   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208    2.4620    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0503    1.3183    2.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    2.4052    1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.1468    2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9662   -2.0758   -0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2158   -2.6736    1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3501   -1.2214    1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2641    1.8526   -0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    1.4114    1.2866 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  8 21  1  0
 21 22  2  0
 22  5  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  6 27  1  0
  7 28  1  0
 12 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 37  1  0
 22 38  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   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       6.668   6.930   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       8.002  -3.080   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       8.002   4.620   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.462   3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.542   3.080   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0       8.002   3.080   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4    6   12                                                       
CONECT    5    7   12                                                       
CONECT    6    4   13                                                       
CONECT    7    5   13                                                       
CONECT    8    9   10                                                       
CONECT    9    1    8   15                                                  
CONECT   10    2    8   16                                                  
CONECT   11    3   17   19                                                  
CONECT   12    4    5   17                                                  
CONECT   13    6    7   22                                                  
CONECT   14   15   16   18                                                  
CONECT   15    9   14                                                       
CONECT   16   10   14                                                       
CONECT   17   11   12                                                       
CONECT   18   14   22                                                       
CONECT   19   11                                                            
CONECT   20   22                                                            
CONECT   21   22                                                            
CONECT   22   13   18   20   21                                             
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0244280
HETATM    1  C1  UNL     1       6.156  -0.428   1.897  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.068  -0.200   0.910  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.430   0.338  -0.318  1.00  0.00           O  
HETATM    4  N1  UNL     1       3.842  -0.490   1.189  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.812  -0.272   0.249  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.651  -1.072  -0.852  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.621  -0.836  -1.773  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.745   0.220  -1.579  1.00  0.00           C  
HETATM    9  S1  UNL     1      -0.556   0.527  -2.738  1.00  0.00           S  
HETATM   10  O2  UNL     1      -0.078   0.242  -4.116  1.00  0.00           O  
HETATM   11  O3  UNL     1      -0.946   1.994  -2.671  1.00  0.00           O  
HETATM   12  N2  UNL     1      -1.923  -0.386  -2.296  1.00  0.00           N  
HETATM   13  C7  UNL     1      -2.614  -0.231  -1.067  1.00  0.00           C  
HETATM   14  N3  UNL     1      -2.251   0.659  -0.128  1.00  0.00           N  
HETATM   15  C8  UNL     1      -2.906   0.807   1.038  1.00  0.00           C  
HETATM   16  C9  UNL     1      -2.460   1.817   2.057  1.00  0.00           C  
HETATM   17  C10 UNL     1      -4.007   0.020   1.311  1.00  0.00           C  
HETATM   18  C11 UNL     1      -4.389  -0.897   0.355  1.00  0.00           C  
HETATM   19  C12 UNL     1      -5.578  -1.759   0.629  1.00  0.00           C  
HETATM   20  N4  UNL     1      -3.690  -0.991  -0.787  1.00  0.00           N  
HETATM   21  C13 UNL     1       0.911   1.021  -0.471  1.00  0.00           C  
HETATM   22  C14 UNL     1       1.932   0.769   0.422  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.852  -1.144   2.688  1.00  0.00           H  
HETATM   24  H2  UNL     1       7.048  -0.738   1.344  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.359   0.559   2.403  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.155   1.314  -0.466  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.348  -1.893  -0.985  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.505  -1.477  -2.640  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.265  -1.101  -2.980  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.321   2.462   2.329  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.050   1.318   2.965  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.660   2.405   1.607  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.520   0.147   2.243  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.966  -2.076  -0.369  1.00  0.00           H  
HETATM   35  H13 UNL     1      -5.216  -2.674   1.128  1.00  0.00           H  
HETATM   36  H14 UNL     1      -6.350  -1.221   1.191  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.264   1.853  -0.272  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.046   1.411   1.287  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    4
CONECT    3   26
CONECT    4    5
CONECT    5    6    6   22
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   21
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   13   29
CONECT   13   14   14   20
CONECT   14   15
CONECT   15   16   17   17
CONECT   16   30   31   32
CONECT   17   18   33
CONECT   18   19   20   20
CONECT   19   34   35   36
CONECT   21   22   22   37
CONECT   22   38
END

HMDB0244280
     RDKit          3D
N(4)-Acetylsulfamethazine
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.1556   -0.4281    1.8972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685   -0.1995    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4295    0.3380   -0.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8424   -0.4905    1.1891 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8123   -0.2717    0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514   -1.0722   -0.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6205   -0.8355   -1.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445    0.2199   -1.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5556    0.5270   -2.7384 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.0779    0.2423   -4.1165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463    1.9944   -2.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230   -0.3857   -2.2964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6141   -0.2307   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511    0.6594   -0.1279 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.8070    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    1.8175    2.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0073    0.0199    1.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3894   -0.8971    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5784   -1.7591    0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6896   -0.9906   -0.7866 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    1.0210   -0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324    0.7694    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8524   -1.1443    2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0484   -0.7379    1.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3590    0.5588    2.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1552    1.3137   -0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.8928   -0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5053   -1.4771   -2.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -1.1007   -2.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208    2.4620    2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0503    1.3183    2.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    2.4052    1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.1468    2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9662   -2.0758   -0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2158   -2.6736    1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3501   -1.2214    1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2641    1.8526   -0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    1.4114    1.2866 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  8 21  1  0
 21 22  2  0
 22  5  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  6 27  1  0
  7 28  1  0
 12 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Acetylamino-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulfonamide	ChEBI
4-Acetylamino-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulphonamide	Generator
N(4)-Acetylsulphamethazine	Generator
NA-SMT CPD	HMDB
N4-Acetylsulfamethazine	HMDB
N-{4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}ethanimidate	HMDB
N-{4-[(4,6-dimethylpyrimidin-2-yl)sulphamoyl]phenyl}ethanimidate	HMDB
N-{4-[(4,6-dimethylpyrimidin-2-yl)sulphamoyl]phenyl}ethanimidic acid	HMDB

Chemical Formula

C₁₄H₁₆N₄O₃S

Average Molecular Weight

320.37

Monoisotopic Molecular Weight

320.094311565

IUPAC Name

N-{4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}ethanimidic acid

Traditional Name

N-{4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl}ethanimidic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H16N4O3S/c1-9-8-10(2)16-14(15-9)18-22(20,21)13-6-4-12(5-7-13)17-11(3)19/h4-8H,1-3H3,(H,17,19)(H,15,16,18)

InChI Key

LJKAKWDUZRJNPJ-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

Benzenesulfonamide
Benzenesulfonyl group
Pyrimidine
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Heteroaromatic compound
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

sulfonamide (CHEBI:83457 )
pyrimidines (CHEBI:83457 )
acetamides (CHEBI:83457 )

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	1.66	ALOGPS
logP	1.44	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.62	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	84.3 m³·mol⁻¹	ChemAxon
Polarizability	32.51 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]+	175.077	30932474
DeepCCS	[M-H]-	172.719	30932474
DeepCCS	[M-2H]-	206.505	30932474
DeepCCS	[M+Na]+	181.732	30932474
AllCCS	[M+H]+	174.2	32859911
AllCCS	[M+H-H2O]+	171.0	32859911
AllCCS	[M+NH4]+	177.2	32859911
AllCCS	[M+Na]+	178.0	32859911
AllCCS	[M-H]-	172.4	32859911
AllCCS	[M+Na-2H]-	172.5	32859911
AllCCS	[M+HCOO]-	172.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N(4)-Acetylsulfamethazine	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NC(C)=CC(C)=N1	3929.2	Standard polar	33892256
N(4)-Acetylsulfamethazine	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NC(C)=CC(C)=N1	2990.2	Standard non polar	33892256
N(4)-Acetylsulfamethazine	CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NC(C)=CC(C)=N1	2737.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N(4)-Acetylsulfamethazine,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC(C)=CC(C)=N2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2544.0	Semi standard non polar	33892256
N(4)-Acetylsulfamethazine,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC(C)=CC(C)=N2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	2758.8	Standard non polar	33892256
N(4)-Acetylsulfamethazine,2TMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC(C)=CC(C)=N2)[Si](C)(C)C)C=C1)O[Si](C)(C)C	3846.2	Standard polar	33892256
N(4)-Acetylsulfamethazine,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC(C)=CC(C)=N2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3012.5	Semi standard non polar	33892256
N(4)-Acetylsulfamethazine,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC(C)=CC(C)=N2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3218.2	Standard non polar	33892256
N(4)-Acetylsulfamethazine,2TBDMS,isomer #1	CC(=NC1=CC=C(S(=O)(=O)N(C2=NC(C)=CC(C)=N2)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	3846.9	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)-Acetylsulfamethazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-3941000000-7fbe3e4ef9248f4b811e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfamethazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(4)-Acetylsulfamethazine 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)-Acetylsulfamethazine 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)-Acetylsulfamethazine 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)-Acetylsulfamethazine 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)-Acetylsulfamethazine 45V, Negative-QTOF	splash10-001i-0900000000-369fdd63415c9fe25e5b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 10V, Positive-QTOF	splash10-00di-0009000000-8ec7d17247df6b7250dc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 75V, Negative-QTOF	splash10-0ab9-1900000000-279080f1bc537115cfa5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 20V, Positive-QTOF	splash10-00di-0329000000-c4e125ad7bea93fb3bf3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 90V, Negative-QTOF	splash10-0a4i-2900000000-68359579478ad27f8d50	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 60V, Negative-QTOF	splash10-05ai-0900000000-b058dea65a1894aa7c17	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 60V, Negative-QTOF	splash10-053r-0900000000-8fe2c091221cc0d86f54	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 40V, Positive-QTOF	splash10-0089-0940000000-5b9f222a5906cefc997e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 30V, Negative-QTOF	splash10-0159-0719000000-b53b67baa72200de3391	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 15V, Negative-QTOF	splash10-014i-0009000000-f97e822fdf553e9ef5b5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 45V, Negative-QTOF	splash10-001i-0900000000-925cdf307198c2a13c23	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 30V, Positive-QTOF	splash10-0fl0-0940000000-8177a79dbf94d6835ce7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 35V, Positive-QTOF	splash10-000i-0910000000-995a2165889bb0381083	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 15V, Negative-QTOF	splash10-014i-0009000000-24bb108c13c2fbd26bda	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 35V, Negative-QTOF	splash10-001i-0910000000-cad8bc6ae82be5e8718e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 50V, Positive-QTOF	splash10-0230-0940000000-9c328a707622218db303	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 30V, Negative-QTOF	splash10-00lr-0918000000-fd5235777919f18e19ac	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 40V, Positive-QTOF	splash10-0089-0940000000-1e1560d489797d03c6e4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 45V, Positive-QTOF	splash10-05gr-0910000000-4c4ad5bc8309c8681af0	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 10V, Positive-QTOF	splash10-00fr-0298000000-191a126fd2141a0bb7ce	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 20V, Positive-QTOF	splash10-05di-0961000000-6ccef861643ec4b39bdc	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 40V, Positive-QTOF	splash10-02u0-9800000000-0f8ebf4ad473aa2855c7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 10V, Negative-QTOF	splash10-014i-0019000000-05395c121d12886aecb1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 20V, Negative-QTOF	splash10-00or-1297000000-eb412a59217481296804	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(4)-Acetylsulfamethazine 40V, Negative-QTOF	splash10-00di-2900000000-5c40bcfb226452a50a86	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

60219

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

66855

PDB ID

Not Available

ChEBI ID

83457

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)-Acetylsulfamethazine (HMDB0244280)

MOL for HMDB0244280 (N(4)-Acetylsulfamethazine)

3D MOL for HMDB0244280 (N(4)-Acetylsulfamethazine)

3D SDF for HMDB0244280 (N(4)-Acetylsulfamethazine)

3D-SDF for HMDB0244280 (N(4)-Acetylsulfamethazine)

PDB for HMDB0244280 (N(4)-Acetylsulfamethazine)

3D PDB for HMDB0244280 (N(4)-Acetylsulfamethazine)

SMILES for HMDB0244280 (N(4)-Acetylsulfamethazine)

INCHI for HMDB0244280 (N(4)-Acetylsulfamethazine)

Structure for HMDB0244280 (N(4)-Acetylsulfamethazine)

3D Structure for HMDB0244280 (N(4)-Acetylsulfamethazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra