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

ID: ALA3787291

Chembl Id: CHEMBL3787291

PubChem CID: 127032155

Max Phase: Preclinical

Molecular Formula: C17H20ClN5O4

Molecular Weight: 393.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#C[C@@]1(O)[C@@H](CO)O[C@@H](n2cnc3c(NC4CCCC4)nc(Cl)nc32)[C@@H]1O

Standard InChI:  InChI=1S/C17H20ClN5O4/c1-2-17(26)10(7-24)27-15(12(17)25)23-8-19-11-13(20-9-5-3-4-6-9)21-16(18)22-14(11)23/h1,8-10,12,15,24-26H,3-7H2,(H,20,21,22)/t10-,12+,15-,17-/m1/s1

Standard InChI Key:  XFTVZANYPVVBQK-SADCGLOJSA-N

Alternative Forms

1. Parent:

   

   ALA3787291

   ---

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: 393.83

Molecular Weight (Monoisotopic): 393.1204

AlogP: 0.45

#Rotatable Bonds: 4

Polar Surface Area: 125.55

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.19

CX Basic pKa: 1.97

CX LogP: 0.63

CX LogD: 0.63

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.44

Np Likeness Score: 0.35

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