6-(2-Naphthyl)-9-(beta-D-ribofuranosyl)-9H-purine 5'-monophosphate

ID: ALA3331362

Chembl Id: CHEMBL3331362

PubChem CID: 73386714

Max Phase: Preclinical

Molecular Formula: C20H19N4O7P

Molecular Weight: 458.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OC[C@H]1O[C@@H](n2cnc3c(-c4ccc5ccccc5c4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C20H19N4O7P/c25-17-14(8-30-32(27,28)29)31-20(18(17)26)24-10-23-16-15(21-9-22-19(16)24)13-6-5-11-3-1-2-4-12(11)7-13/h1-7,9-10,14,17-18,20,25-26H,8H2,(H2,27,28,29)/t14-,17-,18-,20-/m1/s1

Standard InChI Key:  LQGRESLLVHYRLI-VXXKDZQQSA-N

Alternative Forms

1. Parent:

   

   ALA3331362

   6-(Naphthalen-2-Yl)-9-(5-O-Phosphono-Beta-D-Ribofuranosyl)-9h-Purine

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: 458.37

Molecular Weight (Monoisotopic): 458.0991

AlogP: 1.37

#Rotatable Bonds: 5

Polar Surface Area: 160.05

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.15

CX Basic pKa: 2.03

CX LogP: -0.06

CX LogD: -2.49

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: 0.68

References

1. Amiable C, Paoletti J, Haouz A, Padilla A, Labesse G, Kaminski PA, Pochet S..  (2014)  6-(Hetero)Arylpurine nucleotides as inhibitors of the oncogenic target DNPH1: synthesis, structural studies and cytotoxic activities.,  85  [PMID:25108359] [10.1016/j.ejmech.2014.07.110]

Source

Source(1):

• Scientific Literature