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

ID: ALA2289014

PubChem CID: 13364393

Max Phase: Preclinical

Molecular Formula: C13H16N6O7S

Molecular Weight: 400.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cnn(C)c1S(=O)(=O)NC(=O)Nc1nc(OC)cc(OC)n1

Standard InChI:  InChI=1S/C13H16N6O7S/c1-19-10(7(6-14-19)11(20)26-4)27(22,23)18-13(21)17-12-15-8(24-2)5-9(16-12)25-3/h5-6H,1-4H3,(H2,15,16,17,18,21)

Standard InChI Key:  JYOGELYHVLPIJT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   12.6906   -9.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7095   -9.8257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4963  -10.0604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9616   -9.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4598   -8.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8591   -8.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7866   -9.3844    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1984  -10.0993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0234  -10.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4352  -10.8150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4366   -9.3859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2602  -10.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6691  -11.5311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4934  -11.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9073  -10.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4911  -10.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6682  -10.1027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7793   -8.5584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4960   -8.9668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9018   -9.3847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7268   -9.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9048  -12.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4913  -12.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7709  -10.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6839   -7.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4334   -7.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0832   -7.2741    0.0000 C   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
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289014

   Methyl 5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate

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: 400.37

Molecular Weight (Monoisotopic): 400.0801

AlogP: -0.48

#Rotatable Bonds: 6

Polar Surface Area: 163.63

Molecular Species: ACID

HBA: 11

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.04

CX Basic pKa: 2.68

CX LogP: 0.63

CX LogD: -0.30

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -1.25

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