7-Amino-5-furan-2-yl-2,4-dioxo-1,3,4,5-tetrahydro-2Hpyrano[2,3-d]pyrimidine-6-carbonitrile

ID: ALA2297455

Chembl Id: CHEMBL2297455

PubChem CID: 4631738

Max Phase: Preclinical

Molecular Formula: C12H8N4O4

Molecular Weight: 272.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2[nH]c(=O)[nH]c(=O)c2C1c1ccco1

Standard InChI:  InChI=1S/C12H8N4O4/c13-4-5-7(6-2-1-3-19-6)8-10(17)15-12(18)16-11(8)20-9(5)14/h1-3,7H,14H2,(H2,15,16,17,18)

Standard InChI Key:  WQNUZEPYEIILRB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2297455

   7-Amino-5-furan-2-yl-2,4-dioxo-1,3,4,5-tetrahydro-2h-pyrano[2,3-d]pyrimidine-6-carbonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 272.22

Molecular Weight (Monoisotopic): 272.0546

AlogP: -0.13

#Rotatable Bonds: 1

Polar Surface Area: 137.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.35

CX Basic pKa: 1.28

CX LogP: -0.52

CX LogD: -0.57

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -1.34

References

1. Paliwal PK, Jetti SR, Jain S.  (2013)  Green approach towards the facile synthesis of dihydropyrano(c)chromene and pyrano[2,3-d]pyrimidine derivatives and their biological evaluation,  22  (6): [10.1007/s00044-012-0288-3]

2. 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