2-(N-(4-methoxy-6-(methylthio)pyrimidin-2-ylcarbamoyl)sulfamoyl)-N,N-dimethylnicotinamide

ID: ALA2288493

PubChem CID: 76309297

Max Phase: Preclinical

Molecular Formula: C15H18N6O5S2

Molecular Weight: 426.48

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H18N6O5S2/c1-21(2)13(22)9-6-5-7-16-12(9)28(24,25)20-15(23)19-14-17-10(26-3)8-11(18-14)27-4/h5-8H,1-4H3,(H2,17,18,19,20,23)

Standard InChI Key:  USLRNBBDXHQBMR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   19.4042  -17.7767    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.2214  -17.7754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8117  -17.0683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2793  -16.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2781  -17.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9862  -17.7786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6958  -17.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6930  -16.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9844  -16.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3992  -16.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1084  -16.5412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3961  -15.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4055  -18.5939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1138  -19.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1151  -19.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8209  -18.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5292  -18.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5262  -19.8159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2337  -20.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9417  -19.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9378  -18.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2297  -18.5884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6434  -18.5799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2346  -21.0405    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.8146  -16.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8136  -16.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3532  -18.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9427  -21.4483    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA2288493

   2-[(4-methoxy-6-methylsulfanylpyrimidin-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: 426.48

Molecular Weight (Monoisotopic): 426.0780

AlogP: 0.81

#Rotatable Bonds: 6

Polar Surface Area: 143.48

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.98

CX Basic pKa: 3.02

CX LogP: 1.48

CX LogD: 0.63

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.68

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