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

ID: ALA2288492

PubChem CID: 76331118

Max Phase: Preclinical

Molecular Formula: C15H14F4N6O6S

Molecular Weight: 482.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1cccnc1S(=O)(=O)NC(=O)Nc1nc(OC(F)F)cc(OC(F)F)n1

Standard InChI:  InChI=1S/C15H14F4N6O6S/c1-25(2)11(26)7-4-3-5-20-10(7)32(28,29)24-15(27)23-14-21-8(30-12(16)17)6-9(22-14)31-13(18)19/h3-6,12-13H,1-2H3,(H2,21,22,23,24,27)

Standard InChI Key:  YHCVXSLPIDPVKU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
    2.9737  -24.6403    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7909  -24.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3812  -23.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8488  -23.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8476  -24.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5557  -24.6422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654  -24.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2625  -23.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539  -23.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9687  -22.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779  -23.4048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9656  -22.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750  -25.4575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6833  -25.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846  -26.6821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3904  -25.4552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987  -25.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0957  -26.6795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8032  -27.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5112  -26.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073  -25.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7992  -25.4520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2129  -25.4435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8041  -27.9041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841  -22.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3831  -23.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9227  -25.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5122  -28.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9269  -26.6657    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.6283  -25.4363    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5131  -29.1291    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2195  -27.9025    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
 27 29  1  0
 27 30  1  0
 28 31  1  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288492

   2-[[4,6-bis(difluoromethoxy)pyrimidin-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: 482.37

Molecular Weight (Monoisotopic): 482.0632

AlogP: 1.29

#Rotatable Bonds: 8

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: 1.39

CX LogP: 2.63

CX LogD: 1.70

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: -1.59

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