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

ID: ALA3331367

Chembl Id: CHEMBL3331367

PubChem CID: 118205153

Max Phase: Preclinical

Molecular Formula: C18H19N4O9P

Molecular Weight: 466.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(-c2ncnc3c2ncn3[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c1

Standard InChI:  InChI=1S/C18H19N4O9P/c1-29-18(25)10-4-2-3-9(5-10)12-13-16(20-7-19-12)22(8-21-13)17-15(24)14(23)11(31-17)6-30-32(26,27)28/h2-5,7-8,11,14-15,17,23-24H,6H2,1H3,(H2,26,27,28)/t11-,14-,15-,17-/m1/s1

Standard InChI Key:  CEQXWQVTIXWEFA-BNGXUDDSSA-N

Alternative Forms

1. Parent:

   

   ALA3331367

   methyl 3-[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]purin-6-yl]benzoate

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: 466.34

Molecular Weight (Monoisotopic): 466.0890

AlogP: 0.01

#Rotatable Bonds: 6

Polar Surface Area: 186.35

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.14

CX Basic pKa: 1.99

CX LogP: -1.03

CX LogD: -3.47

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: 0.56

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