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

ID: ALA2288495

PubChem CID: 14346886

Max Phase: Preclinical

Molecular Formula: C14H15ClN6O5S

Molecular Weight: 414.83

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H15ClN6O5S/c1-21(2)12(22)8-5-4-6-16-11(8)27(24,25)20-14(23)19-13-17-9(15)7-10(18-13)26-3/h4-7H,1-3H3,(H2,17,18,19,20,23)

Standard InChI Key:  ASYSNEJDLNCKRP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    3.0067  -17.6818    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8239  -17.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4142  -16.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818  -16.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8807  -17.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887  -17.6837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984  -17.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2955  -16.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869  -16.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017  -16.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109  -16.4463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9986  -15.2232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080  -18.4990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7164  -18.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7176  -19.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4234  -18.4967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1318  -18.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1287  -19.7210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8362  -20.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5442  -19.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5403  -18.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8322  -18.4935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2459  -18.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8371  -20.9456    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4171  -16.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4161  -16.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9557  -18.8900    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
M  END

Alternative Forms

1. Parent:

   

   ALA2288495

   2-[(4-chloro-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: 414.83

Molecular Weight (Monoisotopic): 414.0513

AlogP: 0.75

#Rotatable Bonds: 5

Polar Surface Area: 143.48

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.98

CX Basic pKa: 0.88

CX LogP: 1.17

CX LogD: 0.24

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.68

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