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

ID: ALA2285702

PubChem CID: 76316537

Max Phase: Preclinical

Molecular Formula: C15H18N6O4S3

Molecular Weight: 442.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1cc(SC)nc(NC(=O)NS(=O)(=O)c2ncccc2C(=O)N(C)C)n1

Standard InChI:  InChI=1S/C15H18N6O4S3/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:  DLHIFXARXVVRAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.3396  -24.2853    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.1568  -24.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7471  -23.5770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2147  -23.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2135  -23.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9216  -24.2873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6312  -23.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6284  -23.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9198  -22.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3346  -22.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0438  -23.0499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3315  -21.8267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3409  -25.1025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0492  -25.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0505  -26.3272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7563  -25.1003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4646  -25.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4615  -26.3245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1691  -26.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8771  -26.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8732  -25.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1651  -25.0971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5788  -25.0886    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1700  -27.5491    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7500  -22.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7490  -23.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2886  -25.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8781  -27.9570    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:

   

   ALA2285702

   2-[[4,6-bis(methylsulfanyl)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: 442.55

Molecular Weight (Monoisotopic): 442.0552

AlogP: 1.53

#Rotatable Bonds: 6

Polar Surface Area: 134.25

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.98

CX Basic pKa: 2.06

CX LogP: 2.35

CX LogD: 1.42

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -1.51

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