3'-C-ethynyl-N9-beta-D-ribofuranosyl-2-chloro-6-N-(3-chlorobenzylamino)-purine

ID: ALA3786405

Chembl Id: CHEMBL3786405

PubChem CID: 127032156

Max Phase: Preclinical

Molecular Formula: C19H17Cl2N5O4

Molecular Weight: 450.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#C[C@@]1(O)[C@@H](CO)O[C@@H](n2cnc3c(NCc4cccc(Cl)c4)nc(Cl)nc32)[C@@H]1O

Standard InChI:  InChI=1S/C19H17Cl2N5O4/c1-2-19(29)12(8-27)30-17(14(19)28)26-9-23-13-15(24-18(21)25-16(13)26)22-7-10-4-3-5-11(20)6-10/h1,3-6,9,12,14,17,27-29H,7-8H2,(H,22,24,25)/t12-,14+,17-,19-/m1/s1

Standard InChI Key:  MIDNAHSJXLNKMX-MEQBGZRUSA-N

Alternative Forms

1. Parent:

   

   ALA3786405

   ---

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: 450.28

Molecular Weight (Monoisotopic): 449.0658

AlogP: 1.36

#Rotatable Bonds: 5

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: 1.96

CX LogP: 1.60

CX LogD: 1.60

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.34

Np Likeness Score: -0.05

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