((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-(3-(6-methoxynaphthalen-2-yl)phenyl)-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl dihydrogen phosphate

ID: ALA3331381

Chembl Id: CHEMBL3331381

PubChem CID: 118713678

Max Phase: Preclinical

Molecular Formula: C27H25N4O8P

Molecular Weight: 564.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2cc(-c3cccc(-c4ncnc5c4ncn5[C@@H]4O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]4O)c3)ccc2c1

Standard InChI:  InChI=1S/C27H25N4O8P/c1-37-20-8-7-17-9-16(5-6-18(17)11-20)15-3-2-4-19(10-15)22-23-26(29-13-28-22)31(14-30-23)27-25(33)24(32)21(39-27)12-38-40(34,35)36/h2-11,13-14,21,24-25,27,32-33H,12H2,1H3,(H2,34,35,36)/t21-,24-,25-,27-/m1/s1

Standard InChI Key:  HHJQAMYPGXZTHK-VBCUVWSKSA-N

Alternative Forms

1. Parent:

   

   ALA3331381

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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: 564.49

Molecular Weight (Monoisotopic): 564.1410

AlogP: 3.05

#Rotatable Bonds: 7

Polar Surface Area: 169.28

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.22

CX Basic pKa: 2.96

CX LogP: 1.43

CX LogD: -1.00

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: 0.48

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