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

ID: ALA3785697

Chembl Id: CHEMBL3785697

PubChem CID: 127032157

Max Phase: Preclinical

Molecular Formula: C12H14N6O4

Molecular Weight: 306.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H14N6O4/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,(H4,13,14,16,17)/t5-,7+,10-,12-/m1/s1

Standard InChI Key:  XGFZSBAIRNLDMT-OEBFKYMWSA-N

Alternative Forms

1. Parent:

   

   ALA3785697

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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: 306.28

Molecular Weight (Monoisotopic): 306.1077

AlogP: -2.39

#Rotatable Bonds: 2

Polar Surface Area: 165.56

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.19

CX Basic pKa: 6.80

CX LogP: -2.09

CX LogD: -2.10

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.38

Np Likeness Score: 0.86

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