2-(N-(4-(difluoromethoxy)-6-methoxypyrimidin-2-ylcarbamoyl)sulfamoyl)-N,N-dimethylnicotinamide

ID: ALA2288494

PubChem CID: 76334708

Max Phase: Preclinical

Molecular Formula: C15H16F2N6O6S

Molecular Weight: 446.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC(F)F)nc(NC(=O)NS(=O)(=O)c2ncccc2C(=O)N(C)C)n1

Standard InChI:  InChI=1S/C15H16F2N6O6S/c1-23(2)12(24)8-5-4-6-18-11(8)30(26,27)22-15(25)21-14-19-9(28-3)7-10(20-14)29-13(16)17/h4-7,13H,1-3H3,(H2,19,20,21,22,25)

Standard InChI Key:  DAPMJWHIMIEPEF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   10.5884  -17.1535    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4056  -17.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9959  -16.4451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4635  -15.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4624  -16.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1704  -17.1554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8801  -16.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8773  -15.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1686  -15.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5834  -15.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2927  -15.9180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5803  -14.6949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5897  -17.9707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2981  -18.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2994  -19.1954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0051  -17.9685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7135  -18.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7104  -19.1927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4179  -19.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1260  -19.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1220  -18.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4140  -17.9652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8277  -17.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4188  -20.4173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9988  -15.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9979  -16.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5374  -18.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1269  -20.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1278  -21.6423    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8342  -20.4157    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  7  1  1  0
  1 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 21 23  1  0
 19 24  1  0
 11 25  1  0
 11 26  1  0
 23 27  1  0
 24 28  1  0
 28 29  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288494

   2-[[4-(difluoromethoxy)-6-methoxypyrimidin-2-yl]carbamoylsulfamoyl]-N,N-dimethylpyridine-3-carboxamide

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: 446.39

Molecular Weight (Monoisotopic): 446.0820

AlogP: 0.69

#Rotatable Bonds: 7

Polar Surface Area: 152.71

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.98

CX Basic pKa: 2.04

CX LogP: 1.71

CX LogD: 0.78

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: -1.77

References

1. MURAI S, HAGA T, SAKASHITA N, NAKAMURA Y, HONDA C, HONZAWA S, KIMURA F, TSUJII Y, NISHIYAMA R.  (1995)  Synthesis and Herbicidal Activity of Sulfonylureas; SL-950 and Its Related Compounds,  20  (4): [10.1584/jpestics.20.453]

Source

Source(1):

• Scientific Literature