7-amino-2,4-dioxo-5-(m-tolyl)-2,3,4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carbonitrile

ID: ALA5289949

Max Phase: Preclinical

Molecular Formula: C15H12N4O3

Molecular Weight: 296.29

Names and Identifiers

Canonical SMILES:  Cc1cccc(C2C(C#N)=C(N)Oc3[nH]c(=O)[nH]c(=O)c32)c1

Standard InChI:  InChI=1S/C15H12N4O3/c1-7-3-2-4-8(5-7)10-9(6-16)12(17)22-14-11(10)13(20)18-15(21)19-14/h2-5,10H,17H2,1H3,(H2,18,19,20,21)

Standard InChI Key:  RRFDUAGXUWPVRC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -1.0714    0.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697    1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580    2.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566    1.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566    0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    2.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -0.0006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -2.0628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -2.0627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -2.0627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856   -1.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001   -2.0628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7856   -0.8256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  3  4  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  7 11  1  0
 12  4  1  0
 12 13  1  0
 13 14  3  0
 15 12  2  0
 15 16  1  0
 17 15  1  0
 18 17  1  0
 18  3  2  0
 19 18  1  0
 20 19  1  0
 20 21  2  0
 22 20  1  0
 22  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289949

   ---

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: 296.29

Molecular Weight (Monoisotopic): 296.0909

AlogP: 0.59

#Rotatable Bonds: 1

Polar Surface Area: 124.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.39

CX Basic pKa: 1.31

CX LogP: 1.01

CX LogD: 0.96

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: -1.31

References

1. Elattar KM, El-Khateeb AY, Hamed SE..  (2022)  Insights into the recent progress in the medicinal chemistry of pyranopyrimidine analogs.,  13  (5.0): [PMID:35694689] [10.1039/d2md00076h]

Source

Source(1):

• Scientific Literature