(5-(4-(Allyloxy)-3-methoxyphenyl)-2-amino-5,8-dihydro-3H,6H-pyrido[2,3-d]pyrimidine-4,7-dione

ID: ALA5208587

Cas Number: 878437-15-1

PubChem CID: 135511602

Product Number: P286844, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H18N4O4

Molecular Weight: 342.36

Names and Identifiers

Canonical SMILES:  C=CCOc1ccc(C2CC(=O)Nc3nc(N)[nH]c(=O)c32)cc1OC

Standard InChI:  InChI=1S/C17H18N4O4/c1-3-6-25-11-5-4-9(7-12(11)24-2)10-8-13(22)19-15-14(10)16(23)21-17(18)20-15/h3-5,7,10H,1,6,8H2,2H3,(H4,18,19,20,21,22,23)

Standard InChI Key:  DCSWTWUTSKSXOV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.3561   -2.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -1.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -2.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -2.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -3.2982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3561   -2.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -0.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -0.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3550    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3593    0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708    0.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0756   -0.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706   -3.2982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -2.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -2.0606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706   -1.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706   -0.8234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7870   -3.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4993   -3.2980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3593    1.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0736    2.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0736    2.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7879    3.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    0.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4993    0.4149    0.0000 C   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
 10 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 11 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208587

   PA 8

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: 342.36

Molecular Weight (Monoisotopic): 342.1328

AlogP: 1.40

#Rotatable Bonds: 5

Polar Surface Area: 119.33

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.98

CX Basic pKa: 1.99

CX LogP: 0.56

CX LogD: 0.47

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -0.20

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