7-amino-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carbonitrile

ID: ALA5289494

Max Phase: Preclinical

Molecular Formula: C14H10N4O3

Molecular Weight: 282.26

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2[nH]c(=O)[nH]c(=O)c2C1c1ccccc1

Standard InChI:  InChI=1S/C14H10N4O3/c15-6-8-9(7-4-2-1-3-5-7)10-12(19)17-14(20)18-13(10)21-11(8)16/h1-5,9H,16H2,(H2,17,18,19,20)

Standard InChI Key:  AWRKKZHOOOURIQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.0756    0.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0756    1.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585    2.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3564    1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3564    0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5026    0.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727   -1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876   -2.0628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -2.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -2.0629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -2.0628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7877   -0.8242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    0.4140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  8  7  1  0
  9  8  1  0
  9 10  3  0
 11  8  2  0
 11 12  1  0
 13 11  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 16 17  2  0
 18 16  1  0
 18 19  1  0
 19 20  2  0
 21 19  1  0
 21  7  1  0
 14 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289494

   ---

Molecule Features

Natural Product: Yes

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: 282.26

Molecular Weight (Monoisotopic): 282.0753

AlogP: 0.28

#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: 0.49

CX LogD: 0.45

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.14

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