3'-C-ethynyl-N9-beta-D-ribofuranosyl-2-chloro-6-methoxypurine

ID: ALA3786058

Chembl Id: CHEMBL3786058

PubChem CID: 127032154

Max Phase: Preclinical

Molecular Formula: C13H13ClN4O5

Molecular Weight: 340.72

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H13ClN4O5/c1-3-13(21)6(4-19)23-11(8(13)20)18-5-15-7-9(18)16-12(14)17-10(7)22-2/h1,5-6,8,11,19-21H,4H2,2H3/t6-,8+,11-,13-/m1/s1

Standard InChI Key:  ZVHCBDQGGSPELE-HUHPYQOSSA-N

Alternative Forms

1. Parent:

   

   ALA3786058

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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: 340.72

Molecular Weight (Monoisotopic): 340.0574

AlogP: -0.90

#Rotatable Bonds: 3

Polar Surface Area: 122.75

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.19

CX Basic pKa: 0.05

CX LogP: -0.36

CX LogD: -0.36

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.49

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