US9320734, 415

ID: ALA3912759

PubChem CID: 3268165

Max Phase: Preclinical

Molecular Formula: C17H19N5O7S2

Molecular Weight: 469.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(NS(=O)(=O)c2ccc(NS(=O)(=O)c3c(C)noc3C)cc2)nc(OC)n1

Standard InChI:  InChI=1S/C17H19N5O7S2/c1-10-16(11(2)29-20-10)31(25,26)21-12-5-7-13(8-6-12)30(23,24)22-14-9-15(27-3)19-17(18-14)28-4/h5-9,21H,1-4H3,(H,18,19,22)

Standard InChI Key:  SSDWSTAYENJABB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.7494    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421    3.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020    2.5494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    5.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6107    7.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    8.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    9.7510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   10.5023    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    9.9026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0134    9.3023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   12.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   12.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   12.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   14.2894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   14.2894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1996   12.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3386   12.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126    7.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095    6.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 23 24  1  0
 13 25  1  0
 25 26  2  0
 26 10  1  0
  5 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  2  0
 31  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3912759

   N-[4-[(2,6-dimethoxypyrimidin-4-yl)sulfamoyl]phenyl]-3,5-dimethyl-1,2-oxazole-4-sulfonamide

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: 469.50

Molecular Weight (Monoisotopic): 469.0726

AlogP: 1.70

#Rotatable Bonds: 8

Polar Surface Area: 162.61

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.92

CX Basic pKa: 1.09

CX LogP: 1.27

CX LogD: -0.30

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -1.96

References

1.  (2016)  Small molecule inhibitors of the pleckstrin homology domain and methods for using same, 

2.  (2017)  Inhibitors of grb2-associated binding protein 1 (gab1) and methods of treating cancer using the same, 

Source

Source(2):

• BindingDB Database
• Patent Bioactivity Data