US9242982, 1i

ID: ALA3979496

PubChem CID: 77846498

Max Phase: Preclinical

Molecular Formula: C16H14BrN3O3

Molecular Weight: 376.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)c2cc(Cc3ccccc3Br)c(=O)[nH]c2n(C)c1=O

Standard InChI:  InChI=1S/C16H14BrN3O3/c1-19-13-11(15(22)20(2)16(19)23)8-10(14(21)18-13)7-9-5-3-4-6-12(9)17/h3-6,8H,7H2,1-2H3,(H,18,21)

Standard InChI Key:  TVATZXQYBGYNLS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    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
    2.3383    1.3500    0.0000 O   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
    0.0000    2.7000    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
   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1932   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8915   -3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8863   -5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1828   -6.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4844   -5.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896   -3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5309   -3.1621    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9364    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 N   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   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 10 19  1  0
 19 20  2  0
 19 21  1  0
 21  7  1  0
  8 22  1  0
 22  2  1  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979496

   6-[(2-bromophenyl)methyl]-1,3-dimethyl-8H-pyrido[2,3-d]pyrimidine-2,4,7-trione

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: 376.21

Molecular Weight (Monoisotopic): 375.0219

AlogP: 1.28

#Rotatable Bonds: 2

Polar Surface Area: 76.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.88

CX Basic pKa: ┄

CX LogP: 1.84

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: -0.73

References

1.  (2016)  Pyridopyrimidine based derivatives as potential phosphodiesterase 3 (PDE3) inhibitors and a process for the preparation thereof, 

Source

Source(1):

• BindingDB Database