2-Amino-5-(3-bromophenyl)-5,8-dihydropyrido[2,3-d]pyrimidine-4,7(3H,6H)-dione

ID: ALA5200386

PubChem CID: 135472242

Max Phase: Preclinical

Molecular Formula: C13H11BrN4O2

Molecular Weight: 335.16

Names and Identifiers

Canonical SMILES:  Nc1nc2c(c(=O)[nH]1)C(c1cccc(Br)c1)CC(=O)N2

Standard InChI:  InChI=1S/C13H11BrN4O2/c14-7-3-1-2-6(4-7)8-5-9(19)16-11-10(8)12(20)18-13(15)17-11/h1-4,8H,5H2,(H4,15,16,17,18,19,20)

Standard InChI Key:  ATZSWNIZHAJEHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.0000   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -2.0610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0010    1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155    2.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    1.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317    0.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -2.0610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.4136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -2.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -2.0609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    2.0609    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  2  0
  6  5  1  0
  7  2  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
  7 12  1  0
 12 11  2  0
  6 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  1  0
  1 16  1  0
 16 17  2  0
  4 18  2  0
 14 19  1  0
  9 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5200386

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 335.16

Molecular Weight (Monoisotopic): 334.0065

AlogP: 1.59

#Rotatable Bonds: 1

Polar Surface Area: 100.87

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.13

CX Basic pKa: 1.91

CX LogP: 0.91

CX LogD: 0.84

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -0.56

References

1. Takasaki I, Watanabe A, Okada T, Kanayama D, Nagashima R, Shudo M, Shimodaira A, Nunomura K, Lin B, Watanabe Y, Gouda H, Miyata A, Kurihara T, Toyooka N..  (2022)  Design and synthesis of pyrido[2,3-d]pyrimidine derivatives for a novel PAC1 receptor antagonist.,  231  [PMID:35124531] [10.1016/j.ejmech.2022.114160]

Source

Source(1):

• Scientific Literature