US8716296, 53

ID: ALA3694405

PubChem CID: 59509130

Max Phase: Preclinical

Molecular Formula: C19H18N4O4S

Molecular Weight: 398.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cc(NC(=O)c2cccc(NS(C)(=O)=O)c2)ncn1

Standard InChI:  InChI=1S/C19H18N4O4S/c1-27-17-9-4-3-8-15(17)16-11-18(21-12-20-16)22-19(24)13-6-5-7-14(10-13)23-28(2,25)26/h3-12,23H,1-2H3,(H,20,21,22,24)

Standard InChI Key:  SCLYEXMAVIVPDQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    3.6387   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    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
   -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
    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925   -6.0081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879   -7.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467   -8.1054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8849   -8.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8826   -9.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1804  -10.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4807   -9.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4831   -8.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7825   -7.5173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7828   -6.0165    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8218   -5.4160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7435   -5.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7825   -4.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1853   -7.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    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  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  2  0
 21 24  1  0
 19 25  2  0
 25 15  1  0
 11 26  2  0
 26 27  1  0
 27 28  2  0
 28  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3694405

   3-(methanesulfonamido)-N-[6-(2-methoxyphenyl)pyrimidin-4-yl]benzamide

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: 398.44

Molecular Weight (Monoisotopic): 398.1049

AlogP: 2.78

#Rotatable Bonds: 6

Polar Surface Area: 110.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.08

CX Basic pKa: 0.99

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.58

References

1.  (2014)  Inhibitors of protein kinases, 

Source

Source(1):

• BindingDB Database