US9447087, 92

ID: ALA3951038

PubChem CID: 46926061

Max Phase: Preclinical

Molecular Formula: C26H22BrN5O2

Molecular Weight: 516.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)NCc2ccccc2)C(c2ccccc2Br)N=C(Nc2nc3ccccc3o2)N1

Standard InChI:  InChI=1S/C26H22BrN5O2/c1-16-22(24(33)28-15-17-9-3-2-4-10-17)23(18-11-5-6-12-19(18)27)31-25(29-16)32-26-30-20-13-7-8-14-21(20)34-26/h2-14,23H,15H2,1H3,(H,28,33)(H2,29,30,31,32)

Standard InChI Key:  QBCDATKPKXUQHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   -1.6572   -7.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572   -7.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2883   -8.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -8.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5428   -7.0227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -5.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497   -4.4224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    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
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2973   -5.7159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -9.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0342   -9.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7817  -10.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293  -12.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5293  -12.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817  -10.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5817  -10.9169    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4640   -9.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640   -9.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838  -10.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4685  -12.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793  -13.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4707  -14.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793  -16.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7793  -16.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5293  -14.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7793  -13.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 15 16  1  0
 16  8  2  0
  6 17  1  0
 17  2  1  0
  4 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 23 24  1  0
  3 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3951038

   2-(1,3-benzoxazol-2-ylamino)-N-benzyl-4-(2-bromophenyl)-6-methyl-1,4-dihydropyrimidine-5-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: 516.40

Molecular Weight (Monoisotopic): 515.0957

AlogP: 5.29

#Rotatable Bonds: 5

Polar Surface Area: 91.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.18

CX Basic pKa: 4.95

CX LogP: 4.81

CX LogD: 4.81

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -0.97

References

1.  (2016)  Galactokinase inhibitors for the treatment and prevention of associated diseases and disorders, 

2.  (2019)  Galactokinase inhibitors for the treatment and prevention of associated diseases and disorders, 

Source

Source(2):

• BindingDB Database
• Patent Bioactivity Data