6-(3-Cyanophenyl)-9-(beta-D-ribofuranosyl)-9H-purine 5'-monophosphate

ID: ALA3331363

Chembl Id: CHEMBL3331363

PubChem CID: 118713662

Max Phase: Preclinical

Molecular Formula: C17H16N5O7P

Molecular Weight: 433.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(-c2ncnc3c2ncn3[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c1

Standard InChI:  InChI=1S/C17H16N5O7P/c18-5-9-2-1-3-10(4-9)12-13-16(20-7-19-12)22(8-21-13)17-15(24)14(23)11(29-17)6-28-30(25,26)27/h1-4,7-8,11,14-15,17,23-24H,6H2,(H2,25,26,27)/t11-,14-,15-,17-/m1/s1

Standard InChI Key:  OCJHINRBJOWCTF-BNGXUDDSSA-N

Alternative Forms

1. Parent:

   

   ALA3331363

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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: 433.32

Molecular Weight (Monoisotopic): 433.0787

AlogP: 0.09

#Rotatable Bonds: 5

Polar Surface Area: 183.84

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.14

CX Basic pKa: 1.99

CX LogP: -1.18

CX LogD: -3.62

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: 0.34

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