ethyl 5-(N-(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl)-1,3-dimethyl-1H-pyrazole-4-carboxylate

ID: ALA2289016

PubChem CID: 13453974

Max Phase: Preclinical

Molecular Formula: C15H20N6O7S

Molecular Weight: 428.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)nn(C)c1S(=O)(=O)NC(=O)Nc1nc(OC)cc(OC)n1

Standard InChI:  InChI=1S/C15H20N6O7S/c1-6-28-13(22)11-8(2)19-21(3)12(11)29(24,25)20-15(23)18-14-16-9(26-4)7-10(17-14)27-5/h7H,6H2,1-5H3,(H2,16,17,18,20,23)

Standard InChI Key:  DOMUIFJSLSRVGI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   12.9657  -16.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9845  -17.1258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7713  -17.3605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2366  -16.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7348  -16.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1341  -15.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0616  -16.6845    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.4734  -17.3994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2984  -17.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7102  -18.1150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7116  -16.6861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5352  -18.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9441  -18.8311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7684  -18.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1824  -18.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7661  -17.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9432  -17.4028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0543  -15.8585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7710  -16.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1768  -16.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0018  -16.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1798  -19.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7663  -20.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0459  -18.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9589  -15.2961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7084  -14.6047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2866  -15.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3581  -14.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1830  -14.5588    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
  1 27  1  0
 25 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289016

   Ethyl 5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1,3-dimethylpyrazole-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: 428.43

Molecular Weight (Monoisotopic): 428.1114

AlogP: 0.22

#Rotatable Bonds: 7

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: 2.69

CX LogP: 1.11

CX LogD: 0.18

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: -1.35

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