3'-C-ethynyl-N9-beta-D-ribofuranosyl-2-amino-6-chloropurine

ID: ALA3785220

Chembl Id: CHEMBL3785220

PubChem CID: 127031004

Max Phase: Preclinical

Molecular Formula: C12H12ClN5O4

Molecular Weight: 325.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H12ClN5O4/c1-2-12(21)5(3-19)22-10(7(12)20)18-4-15-6-8(13)16-11(14)17-9(6)18/h1,4-5,7,10,19-21H,3H2,(H2,14,16,17)/t5-,7+,10-,12-/m1/s1

Standard InChI Key:  XXFZJGLMXYGQKU-OEBFKYMWSA-N

Alternative Forms

1. Parent:

   

   ALA3785220

   ---

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: 325.71

Molecular Weight (Monoisotopic): 325.0578

AlogP: -1.32

#Rotatable Bonds: 2

Polar Surface Area: 139.54

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.19

CX Basic pKa: 2.22

CX LogP: -1.03

CX LogD: -1.03

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.39

Np Likeness Score: 0.64

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