2-amino-9-((2R,3R,4R,5R)-5-ethynyl-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one

ID: ALA3425973

Chembl Id: CHEMBL3425973

PubChem CID: 136236455

Max Phase: Preclinical

Molecular Formula: C12H12FN5O4

Molecular Weight: 309.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#C[C@]1(CO)O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](F)[C@@H]1O

Standard InChI:  InChI=1S/C12H12FN5O4/c1-2-12(3-19)7(20)5(13)10(22-12)18-4-15-6-8(18)16-11(14)17-9(6)21/h1,4-5,7,10,19-20H,3H2,(H3,14,16,17,21)/t5-,7+,10-,12-/m1/s1

Standard InChI Key:  JHPZKIMGGYZSDZ-OEBFKYMWSA-N

Alternative Forms

1. Parent:

   

   ALA3425973

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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: 309.26

Molecular Weight (Monoisotopic): 309.0873

AlogP: -1.71

#Rotatable Bonds: 2

Polar Surface Area: 139.28

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.15

CX Basic pKa: 0.44

CX LogP: -1.66

CX LogD: -1.66

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.48

Np Likeness Score: 0.67

References

1. Clarke MO, Mackman R, Byun D, Hui H, Barauskas O, Birkus G, Chun BK, Doerffler E, Feng J, Karki K, Lee G, Perron M, Siegel D, Swaminathan S, Lee W..  (2015)  Discovery of β-D-2'-deoxy-2'-α-fluoro-4'-α-cyano-5-aza-7,9-dideaza adenosine as a potent nucleoside inhibitor of respiratory syncytial virus with excellent selectivity over mitochondrial RNA and DNA polymerases.,  25  (12): [PMID:25978965] [10.1016/j.bmcl.2015.04.073]

Source

Source(1):

• Scientific Literature