7-Amino-2,4-dioxo-5-(1H-pyrrol-2-yl)-1,3,4,5-tetrahydro-2H-pyrano[2,3-d]pyrimidine-6-carbonitrile

ID: ALA2297457

Chembl Id: CHEMBL2297457

PubChem CID: 4632045

Max Phase: Preclinical

Molecular Formula: C12H9N5O3

Molecular Weight: 271.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2[nH]c(=O)[nH]c(=O)c2C1c1ccc[nH]1

Standard InChI:  InChI=1S/C12H9N5O3/c13-4-5-7(6-2-1-3-15-6)8-10(18)16-12(19)17-11(8)20-9(5)14/h1-3,7,15H,14H2,(H2,16,17,18,19)

Standard InChI Key:  JDFXKPWIDOEFHR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2297457

   7-amino-2,4-dioxo-5-(1H-pyrrol-2-yl)-1,5-dihydropyrano[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: 271.24

Molecular Weight (Monoisotopic): 271.0705

AlogP: -0.39

#Rotatable Bonds: 1

Polar Surface Area: 140.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.37

CX Basic pKa: 1.29

CX LogP: -0.58

CX LogD: -0.63

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.56

Np Likeness Score: -1.22

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