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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:54:00 UTC

Update Date

2021-09-26 23:09:57 UTC

HMDB ID

HMDB0255295

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N4-Acetyl Sulfadoxine

Description

N4-Acetyl Sulfadoxine 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. Based on a literature review a small amount of articles have been published on N4-Acetyl Sulfadoxine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N4-acetyl sulfadoxine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N4-Acetyl Sulfadoxine 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

HMDB0255295
     RDKit          3D
N4-Acetyl Sulfadoxine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.9921    2.2683    4.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0497    2.7989    3.2596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141    2.0483    2.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012    0.8244    3.4136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6247    0.0626    3.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    0.5832    2.2479 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203    1.7976    1.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    2.3342    0.8316 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4966    1.4352    0.4299 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3009    1.0176    1.6300 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006    2.2779   -0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0414   -0.0432   -0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8447   -0.0395   -1.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5040   -1.2156   -2.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3487   -2.4135   -1.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166   -3.6280   -2.4616 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981   -3.8648   -3.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5365   -5.2318   -4.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0850   -2.9635   -4.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519   -2.3965   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -1.2451    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    2.5613    2.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    3.8094    1.4486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7590    4.1101    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828    2.9694    5.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601    2.0070    3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648    1.3289    4.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -0.9362    3.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9392    3.2914    0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623    0.8923   -2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3594   -1.1434   -3.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283   -4.4680   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528   -6.0351   -3.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5689   -5.2737   -4.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -5.3522   -5.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4348   -3.3303    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427   -1.2975    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1992    3.1479   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318    4.7851    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129    4.5269   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  2  0
  7 22  2  0
 22 23  1  0
 23 24  1  0
 22  3  1  0
 21 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
M  END


  Mrv1652309112116542D          

 24 25  0  0  0  0            999 V2000
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 N   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 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   -3.3000    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
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  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
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255295

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=NC=NC(NS(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N4O5S/c1-9(19)17-10-4-6-11(7-5-10)24(20,21)18-13-12(22-2)14(23-3)16-8-15-13/h4-8H,1-3H3,(H,17,19)(H,15,16,18)

> <INCHI_KEY>
PBSUUNCQTRDFCM-UHFFFAOYSA-N

> <FORMULA>
C14H16N4O5S

> <MOLECULAR_WEIGHT>
352.37

> <EXACT_MASS>
352.084140805

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.769135649361694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{4-[(5,6-dimethoxypyrimidin-4-yl)sulfamoyl]phenyl}acetamide

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
0.6486836360000001

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.882807724527051

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.84857735968914

> <JCHEM_PKA_STRONGEST_BASIC>
2.4277241027784493

> <JCHEM_POLAR_SURFACE_AREA>
119.51

> <JCHEM_REFRACTIVITY>
87.9709

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{4-[(5,6-dimethoxypyrimidin-4-yl)sulfamoyl]phenyl}acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255295
     RDKit          3D
N4-Acetyl Sulfadoxine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.9921    2.2683    4.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0497    2.7989    3.2596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141    2.0483    2.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012    0.8244    3.4136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6247    0.0626    3.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    0.5832    2.2479 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203    1.7976    1.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    2.3342    0.8316 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4966    1.4352    0.4299 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3009    1.0176    1.6300 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006    2.2779   -0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0414   -0.0432   -0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8447   -0.0395   -1.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5040   -1.2156   -2.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3487   -2.4135   -1.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166   -3.6280   -2.4616 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981   -3.8648   -3.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5365   -5.2318   -4.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0850   -2.9635   -4.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519   -2.3965   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -1.2451    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    2.5613    2.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    3.8094    1.4486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7590    4.1101    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828    2.9694    5.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601    2.0070    3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648    1.3289    4.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -0.9362    3.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9392    3.2914    0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623    0.8923   -2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3594   -1.1434   -3.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283   -4.4680   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528   -6.0351   -3.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5689   -5.2737   -4.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -5.3522   -5.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4348   -3.3303    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427   -1.2975    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1992    3.1479   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318    4.7851    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129    4.5269   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  2  0
  7 22  2  0
 22 23  1  0
 23 24  1  0
 22  3  1  0
 21 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  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       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.335  -1.540   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -3.850   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       5.335  -6.160   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       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       5.335  -7.700   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       3.795  -7.700   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.875  -7.700   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       5.335  -9.240   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.334 -11.550   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.667  -9.240   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   17   22                                                       
CONECT   22   21                                                            
CONECT   23   16   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0255295
HETATM    1  C1  UNL     1      -3.992   2.268   4.173  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.050   2.799   3.260  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.914   2.048   2.910  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.701   0.824   3.414  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.625   0.063   3.106  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.264   0.583   2.248  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.120   1.798   1.704  1.00  0.00           C  
HETATM    8  N3  UNL     1       1.089   2.334   0.832  1.00  0.00           N  
HETATM    9  S1  UNL     1       2.497   1.435   0.430  1.00  0.00           S  
HETATM   10  O2  UNL     1       3.301   1.018   1.630  1.00  0.00           O  
HETATM   11  O3  UNL     1       3.401   2.278  -0.423  1.00  0.00           O  
HETATM   12  C5  UNL     1       2.041  -0.043  -0.403  1.00  0.00           C  
HETATM   13  C6  UNL     1       1.845  -0.040  -1.771  1.00  0.00           C  
HETATM   14  C7  UNL     1       1.504  -1.216  -2.451  1.00  0.00           C  
HETATM   15  C8  UNL     1       1.349  -2.414  -1.814  1.00  0.00           C  
HETATM   16  N4  UNL     1       1.017  -3.628  -2.462  1.00  0.00           N  
HETATM   17  C9  UNL     1       0.898  -3.865  -3.838  1.00  0.00           C  
HETATM   18  C10 UNL     1       0.536  -5.232  -4.344  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.085  -2.963  -4.695  1.00  0.00           O  
HETATM   20  C11 UNL     1       1.552  -2.396  -0.422  1.00  0.00           C  
HETATM   21  C12 UNL     1       1.887  -1.245   0.255  1.00  0.00           C  
HETATM   22  C13 UNL     1      -0.987   2.561   2.031  1.00  0.00           C  
HETATM   23  O5  UNL     1      -1.097   3.809   1.449  1.00  0.00           O  
HETATM   24  C14 UNL     1      -1.759   4.110   0.262  1.00  0.00           C  
HETATM   25  H1  UNL     1      -4.183   2.969   5.012  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.960   2.007   3.711  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.565   1.329   4.616  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.516  -0.936   3.561  1.00  0.00           H  
HETATM   29  H5  UNL     1       0.939   3.291   0.430  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.962   0.892  -2.295  1.00  0.00           H  
HETATM   31  H7  UNL     1       1.359  -1.143  -3.535  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.828  -4.468  -1.835  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.953  -6.035  -3.711  1.00  0.00           H  
HETATM   34  H10 UNL     1      -0.569  -5.274  -4.449  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.955  -5.352  -5.379  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.435  -3.330   0.092  1.00  0.00           H  
HETATM   37  H13 UNL     1       2.043  -1.298   1.343  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.199   3.148  -0.123  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.632   4.785   0.424  1.00  0.00           H  
HETATM   40  H16 UNL     1      -1.113   4.527  -0.524  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5
CONECT    5    6    6   28
CONECT    6    7
CONECT    7    8   22   22
CONECT    8    9   29
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   13   13   21
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   20
CONECT   16   17   32
CONECT   17   18   19   19
CONECT   18   33   34   35
CONECT   20   21   21   36
CONECT   21   37
CONECT   22   23
CONECT   23   24
CONECT   24   38   39   40
END

HMDB0255295
     RDKit          3D
N4-Acetyl Sulfadoxine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.9921    2.2683    4.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0497    2.7989    3.2596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141    2.0483    2.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7012    0.8244    3.4136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6247    0.0626    3.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    0.5832    2.2479 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203    1.7976    1.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    2.3342    0.8316 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4966    1.4352    0.4299 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.3009    1.0176    1.6300 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006    2.2779   -0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0414   -0.0432   -0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8447   -0.0395   -1.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5040   -1.2156   -2.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3487   -2.4135   -1.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166   -3.6280   -2.4616 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981   -3.8648   -3.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5365   -5.2318   -4.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0850   -2.9635   -4.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519   -2.3965   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -1.2451    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    2.5613    2.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    3.8094    1.4486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7590    4.1101    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828    2.9694    5.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601    2.0070    3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648    1.3289    4.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -0.9362    3.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9392    3.2914    0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623    0.8923   -2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3594   -1.1434   -3.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283   -4.4680   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528   -6.0351   -3.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5689   -5.2737   -4.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555   -5.3522   -5.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4348   -3.3303    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427   -1.2975    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1992    3.1479   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318    4.7851    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129    4.5269   -0.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  2  0
  7 22  2  0
 22 23  1  0
 23 24  1  0
 22  3  1  0
 21 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 20 36  1  0
 21 37  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N4-Acetyl sulphadoxine	Generator
N4-Acetylsulphadoxine	HMDB
N(4)-Acetylsulfadoxine	MeSH

Chemical Formula

C₁₄H₁₆N₄O₅S

Average Molecular Weight

352.37

Monoisotopic Molecular Weight

352.084140805

IUPAC Name

N-{4-[(5,6-dimethoxypyrimidin-4-yl)sulfamoyl]phenyl}acetamide

Traditional Name

N-{4-[(5,6-dimethoxypyrimidin-4-yl)sulfamoyl]phenyl}acetamide

CAS Registry Number

Not Available

SMILES

COC1=NC=NC(NS(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC

InChI Identifier

InChI=1S/C14H16N4O5S/c1-9(19)17-10-4-6-11(7-5-10)24(20,21)18-13-12(22-2)14(23-3)16-8-15-13/h4-8H,1-3H3,(H,17,19)(H,15,16,18)

InChI Key

PBSUUNCQTRDFCM-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
Alkyl aryl ether
Pyrimidine
Organosulfonic acid amide
Imidolactam
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Heteroaromatic compound
Acetamide
Secondary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.95	ALOGPS
logP	0.65	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	5.85	ChemAxon
pKa (Strongest Basic)	2.43	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	87.97 m³·mol⁻¹	ChemAxon
Polarizability	33.77 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]+	173.211	30932474
DeepCCS	[M-H]-	170.853	30932474
DeepCCS	[M-2H]-	205.144	30932474
DeepCCS	[M+Na]+	181.087	30932474
AllCCS	[M+H]+	180.1	32859911
AllCCS	[M+H-H2O]+	177.1	32859911
AllCCS	[M+NH4]+	182.8	32859911
AllCCS	[M+Na]+	183.6	32859911
AllCCS	[M-H]-	177.2	32859911
AllCCS	[M+Na-2H]-	177.3	32859911
AllCCS	[M+HCOO]-	177.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.5974 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.4 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2243.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	228.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	133.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	160.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	82.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	356.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	540.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	101.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	883.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	355.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1232.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	279.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	373.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	336.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	190.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	54.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N4-Acetyl Sulfadoxine	COC1=NC=NC(NS(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	4198.3	Standard polar	33892256
N4-Acetyl Sulfadoxine	COC1=NC=NC(NS(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	3114.9	Standard non polar	33892256
N4-Acetyl Sulfadoxine	COC1=NC=NC(NS(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	3167.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N4-Acetyl Sulfadoxine,1TMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	3064.0	Semi standard non polar	33892256
N4-Acetyl Sulfadoxine,1TMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	2918.2	Standard non polar	33892256
N4-Acetyl Sulfadoxine,1TMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	4616.4	Standard polar	33892256
N4-Acetyl Sulfadoxine,1TMS,isomer #2	COC1=NC=NC(NS(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)=C1OC	2908.8	Semi standard non polar	33892256
N4-Acetyl Sulfadoxine,1TMS,isomer #2	COC1=NC=NC(NS(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)=C1OC	2859.8	Standard non polar	33892256
N4-Acetyl Sulfadoxine,1TMS,isomer #2	COC1=NC=NC(NS(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)=C1OC	4595.8	Standard polar	33892256
N4-Acetyl Sulfadoxine,2TMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)=C1OC	2783.3	Semi standard non polar	33892256
N4-Acetyl Sulfadoxine,2TMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)=C1OC	2962.5	Standard non polar	33892256
N4-Acetyl Sulfadoxine,2TMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C)C=C2)=C1OC	4077.4	Standard polar	33892256
N4-Acetyl Sulfadoxine,1TBDMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	3363.4	Semi standard non polar	33892256
N4-Acetyl Sulfadoxine,1TBDMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	3148.0	Standard non polar	33892256
N4-Acetyl Sulfadoxine,1TBDMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(NC(C)=O)C=C2)=C1OC	4545.6	Standard polar	33892256
N4-Acetyl Sulfadoxine,1TBDMS,isomer #2	COC1=NC=NC(NS(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)=C1OC	3134.3	Semi standard non polar	33892256
N4-Acetyl Sulfadoxine,1TBDMS,isomer #2	COC1=NC=NC(NS(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)=C1OC	3088.5	Standard non polar	33892256
N4-Acetyl Sulfadoxine,1TBDMS,isomer #2	COC1=NC=NC(NS(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)=C1OC	4536.6	Standard polar	33892256
N4-Acetyl Sulfadoxine,2TBDMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)=C1OC	3224.1	Semi standard non polar	33892256
N4-Acetyl Sulfadoxine,2TBDMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)=C1OC	3433.5	Standard non polar	33892256
N4-Acetyl Sulfadoxine,2TBDMS,isomer #1	COC1=NC=NC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C2)=C1OC	4052.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N4-Acetyl Sulfadoxine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0buc-1819000000-f2e76964f4b74f69b146	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N4-Acetyl Sulfadoxine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

141265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160773

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 N4-Acetyl Sulfadoxine (HMDB0255295)

MOL for HMDB0255295 (N4-Acetyl Sulfadoxine)

3D MOL for HMDB0255295 (N4-Acetyl Sulfadoxine)

3D SDF for HMDB0255295 (N4-Acetyl Sulfadoxine)

3D-SDF for HMDB0255295 (N4-Acetyl Sulfadoxine)

PDB for HMDB0255295 (N4-Acetyl Sulfadoxine)

3D PDB for HMDB0255295 (N4-Acetyl Sulfadoxine)

SMILES for HMDB0255295 (N4-Acetyl Sulfadoxine)

INCHI for HMDB0255295 (N4-Acetyl Sulfadoxine)

Structure for HMDB0255295 (N4-Acetyl Sulfadoxine)

3D Structure for HMDB0255295 (N4-Acetyl Sulfadoxine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra