US8716296, 52

ID: ALA3694404

PubChem CID: 59509072

Max Phase: Preclinical

Molecular Formula: C20H20N4O4S

Molecular Weight: 412.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cc(NC(=O)c2ccc(C)c(NS(C)(=O)=O)c2)ncn1

Standard InChI:  InChI=1S/C20H20N4O4S/c1-13-8-9-14(10-16(13)24-29(3,26)27)20(25)23-19-11-17(21-12-22-19)15-6-4-5-7-18(15)28-2/h4-12,24H,1-3H3,(H,21,22,23,25)

Standard InChI Key:  VDRNYWRYYIDFSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  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
   -7.5190  -10.3700    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
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  2  0
 22 25  1  0
 20 26  2  0
 26 15  1  0
 11 27  2  0
 27 28  1  0
 28 29  2  0
 29  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3694404

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

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: 412.47

Molecular Weight (Monoisotopic): 412.1205

AlogP: 3.08

#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: 9.44

CX Basic pKa: 0.99

CX LogP: 2.50

CX LogD: 2.49

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -1.67

References

1.  (2014)  Inhibitors of protein kinases, 

Source

Source(1):

• BindingDB Database