Ketcher 08011621282D 1   1.00000     0.00000     0

 27 28  0     0  0            999 V2000
   22.9205  -26.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9205  -27.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0547  -28.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1889  -26.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1889  -27.6496    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.6521  -26.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7863  -28.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6520  -27.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0546  -25.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1888  -24.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3231  -26.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3231  -25.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4574  -26.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5917  -26.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4574  -24.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5917  -25.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1887  -23.6508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6890  -28.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1892  -27.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5177  -26.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3834  -26.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5176  -28.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3833  -27.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5179  -25.1506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2491  -28.1498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3909  -24.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2461  -29.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0     0  0
  5  3  1  0     0  0
  5  4  1  0     0  0
  2  1  2  0     0  0
  7  2  1  0     0  0
  8  7  1  0     0  0
 10  9  1  0     0  0
 11  4  1  0     0  0
 12 10  1  0     0  0
 13 11  1  0     0  0
 12 11  2  0     0  0
 14 13  2  0     0  0
 15 12  1  0     0  0
 16 14  1  0     0  0
 16 15  2  0     0  0
 10 17  2  0     0  0
 18  5  2  0     0  0
 19  5  2  0     0  0
 20  6  1  0     0  0
  8  6  2  0     0  0
 21 20  2  0     0  0
 22  8  1  0     0  0
 23 21  1  0     0  0
 23 22  2  0     0  0
 20 24  1  0     0  0
 23 25  1  0     0  0
 24 26  1  0     0  0
 25 27  1  0     0  0
M  END
> <ID>
CHEBI:132880

> <NAME>
bensulfuron

> <DEFINITION>
An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens has been replaced by an (o-carboxybenzyl)sulfonyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4,6-dimethoxypyrimidin-2-yl group. An acetolactate synthase inhibitor, it is used (particularly as its methyl ester, bensulfuron-methyl) as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice.

> <STAR>
3

> <SYNONYM>
alpha-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-o-toluic acid; 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoic acid

> <IUPAC_NAME>
2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}methyl)benzoic acid

> <FORMULA>
C15H16N4O7S

> <MASS>
396.377

> <MONOISOTOPIC_MASS>
396.07397

> <CHARGE>
0

> <SMILES>
O=C(NS(CC=1C=CC=CC1C(O)=O)(=O)=O)NC2=NC(=CC(=N2)OC)OC

> <INCHI>
InChI=1S/C15H16N4O7S/c1-25-11-7-12(26-2)17-14(16-11)18-15(22)19-27(23,24)8-9-5-3-4-6-10(9)13(20)21/h3-7H,8H2,1-2H3,(H,20,21)(H2,16,17,18,19,22)

> <INCHIKEY>
PPWBRCCBKOWDNB-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
99283-01-9

> <REAXYS_REGISTRY_NUMBER>
8397287

> <CHEMIDPLUS>
99283-01-9

> <PUBMED_CITATION>
24406793

$$$$