5-(N-(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid

ID: ALA2289013

Cas Number: 98389-04-9

PubChem CID: 93525

Product Number: P493588, Order Now?

Max Phase: Preclinical

Molecular Formula: C12H14N6O7S

Molecular Weight: 386.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(NC(=O)NS(=O)(=O)c2c(C(=O)O)cnn2C)n1

Standard InChI:  InChI=1S/C12H14N6O7S/c1-18-9(6(5-13-18)10(19)20)26(22,23)17-12(21)16-11-14-7(24-2)4-8(15-11)25-3/h4-5H,1-3H3,(H,19,20)(H2,14,15,16,17,21)

Standard InChI Key:  VXMNDQDDWDDKOQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    2.7531   -9.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718  -10.4839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587  -10.7186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0240  -10.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222   -9.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9214   -8.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8489  -10.0426    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2608  -10.7575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0858  -10.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4976  -11.4732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4989  -10.0441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3226  -11.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7315  -12.1892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5557  -12.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9697  -11.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5534  -10.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7305  -10.7609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8416   -9.2166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5583   -9.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9640  -10.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7890  -10.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9672  -12.9054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5536  -13.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8333  -11.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463   -8.6543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958   -7.9628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  1  2  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  7 18  2  0
  7 19  2  0
 16 20  1  0
 20 21  1  0
 14 22  1  0
 22 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289013

   Pyrazosulfuron

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 386.35

Molecular Weight (Monoisotopic): 386.0645

AlogP: -0.56

#Rotatable Bonds: 6

Polar Surface Area: 174.63

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.31

CX Basic pKa: 2.57

CX LogP: -0.11

CX LogD: -4.08

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.24

References

1. YAMAMOTO S, SATO T, IWASAWA Y, SUZUKI F, IKAI T, SUZUKI K, NAWAMAKI T.  (1990)  Selective Herbicidal Activities of Ethyl 5-(4, 6-Dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4-carboxylate and Its Related Compounds,  15  (4): [10.1584/jpestics.15.531]

Source

Source(1):

• Scientific Literature