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

ID: ALA5208361

PubChem CID: 135472148

Max Phase: Preclinical

Molecular Formula: C13H11ClN4O2

Molecular Weight: 290.71

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H11ClN4O2/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:  LFOBGAWTHVZINQ-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 Cl  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:

   

   ALA5208361

   ---

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: 290.71

Molecular Weight (Monoisotopic): 290.0571

AlogP: 1.48

#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: 2.06

CX LogP: 0.74

CX LogD: 0.68

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -0.69

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