3'-C-ethynyl-N9-beta-D-ribofuranosyl-2,6-dimethoxypurine

ID: ALA3785685

Chembl Id: CHEMBL3785685

PubChem CID: 127032143

Max Phase: Preclinical

Molecular Formula: C14H16N4O6

Molecular Weight: 336.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#C[C@@]1(O)[C@@H](CO)O[C@@H](n2cnc3c(OC)nc(OC)nc32)[C@@H]1O

Standard InChI:  InChI=1S/C14H16N4O6/c1-4-14(21)7(5-19)24-12(9(14)20)18-6-15-8-10(18)16-13(23-3)17-11(8)22-2/h1,6-7,9,12,19-21H,5H2,2-3H3/t7-,9+,12-,14-/m1/s1

Standard InChI Key:  RMLKYCFSCMKGNJ-MEUNMDNISA-N

Alternative Forms

1. Parent:

   

   ALA3785685

   ---

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: 336.30

Molecular Weight (Monoisotopic): 336.1070

AlogP: -1.54

#Rotatable Bonds: 4

Polar Surface Area: 131.98

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.19

CX Basic pKa: 0.01

CX LogP: -0.75

CX LogD: -0.75

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: 0.63

References

1. Hulpia F, Balzarini J, Schols D, Andrei G, Snoeck R, Van Calenbergh S..  (2016)  Exploring the purine core of 3'-C-ethynyladenosine (EAdo) in search of novel nucleoside therapeutics.,  26  (8): [PMID:26965865] [10.1016/j.bmcl.2016.03.005]

Source

Source(1):

• Scientific Literature