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

ID: ALA3331366

Chembl Id: CHEMBL3331366

PubChem CID: 118713664

Max Phase: Preclinical

Molecular Formula: C16H17N4O7P

Molecular Weight: 408.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OC[C@H]1O[C@@H](n2cnc3c(-c4ccccc4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H17N4O7P/c21-13-10(6-26-28(23,24)25)27-16(14(13)22)20-8-19-12-11(17-7-18-15(12)20)9-4-2-1-3-5-9/h1-5,7-8,10,13-14,16,21-22H,6H2,(H2,23,24,25)/t10-,13-,14-,16-/m1/s1

Standard InChI Key:  LSNYQUUKDWGDSC-DSPGLSBSSA-N

Alternative Forms

1. Parent:

   

   ALA3331366

   ---

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: 408.31

Molecular Weight (Monoisotopic): 408.0835

AlogP: 0.22

#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: 1.16

CX Basic pKa: 2.05

CX LogP: -1.07

CX LogD: -3.48

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: 0.81

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