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

ID: ALA2297460

Chembl Id: CHEMBL2297460

PubChem CID: 4631743

Max Phase: Preclinical

Molecular Formula: C13H10N4O3S

Molecular Weight: 302.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2C(C#N)=C(N)Oc3[nH]c(=O)[nH]c(=O)c32)s1

Standard InChI:  InChI=1S/C13H10N4O3S/c1-5-2-3-7(21-5)8-6(4-14)10(15)20-12-9(8)11(18)16-13(19)17-12/h2-3,8H,15H2,1H3,(H2,16,17,18,19)

Standard InChI Key:  BTEIFKGQNWPKHN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2297460

   7-Amino-5-(5-methylthiophen-2-yl)-2,4-dioxo-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: 302.32

Molecular Weight (Monoisotopic): 302.0474

AlogP: 0.65

#Rotatable Bonds: 1

Polar Surface Area: 124.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.37

CX Basic pKa: 1.30

CX LogP: 1.05

CX LogD: 1.01

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -1.68

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