4-[[6-amino-8-hydroxy-2-(2-methoxyethoxy)purin-9-yl]methyl]-N-[(3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]benzamide

ID: ALA4641702

PubChem CID: 156016447

Max Phase: Preclinical

Molecular Formula: C28H38N6O14

Molecular Weight: 682.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCOc1nc(N)c2nc(O)n(Cc3ccc(C(=O)NC4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)cc3)c2n1

Standard InChI:  InChI=1S/C28H38N6O14/c1-44-6-7-45-27-31-22(29)15-23(32-27)34(28(43)30-15)8-11-2-4-12(5-3-11)24(42)33-25-19(40)18(39)21(14(10-36)46-25)48-26-20(41)17(38)16(37)13(9-35)47-26/h2-5,13-14,16-21,25-26,35-41H,6-10H2,1H3,(H,30,43)(H,33,42)(H2,29,31,32)/t13-,14-,16+,17+,18-,19-,20-,21-,25?,26+/m1/s1

Standard InChI Key:  JBAXVFHKCUHXIC-NVHWJPCESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4641702

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 682.64

Molecular Weight (Monoisotopic): 682.2446

AlogP: -4.46

#Rotatable Bonds: 12

Polar Surface Area: 306.71

Molecular Species: NEUTRAL

HBA: 19

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.39

CX Basic pKa: 3.37

CX LogP: -2.84

CX LogD: -2.84

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.08

Np Likeness Score: 0.39

References

1. Baba A, Wakao M, Shinchi H, Chan M, Hayashi T, Yao S, Cottam HB, Carson DA, Suda Y..  (2020)  Synthesis and immunostimulatory activity of sugar-conjugated TLR7 ligands.,  30  (3): [PMID:31864800] [10.1016/j.bmcl.2019.126840]

Source

Source(1):

• Scientific Literature