(2R,3R,3aS,9aR)-3-(acetyloxy)-2-[(acetyloxy)methyl]-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5][1,3]oxazolo[3,2-a]pyrimidin-6-iminium chloride

ID: ALA3272845

Chembl Id: CHEMBL3272845

PubChem CID: 90677735

Max Phase: Preclinical

Molecular Formula: C13H16ClN3O6

Molecular Weight: 309.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H]2[C@@H](Oc3nc(=N)ccn32)[C@@H]1OC(C)=O.Cl

Standard InChI:  InChI=1S/C13H15N3O6.ClH/c1-6(17)19-5-8-10(20-7(2)18)11-12(21-8)16-4-3-9(14)15-13(16)22-11;/h3-4,8,10-12,14H,5H2,1-2H3;1H/t8-,10-,11+,12-;/m1./s1

Standard InChI Key:  CVEWCDUCXKNEGE-IMGIXIGZSA-N

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: 309.28

Molecular Weight (Monoisotopic): 309.0961

AlogP: -0.48

#Rotatable Bonds: 3

Polar Surface Area: 112.73

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.25

CX LogP: -0.31

CX LogD: -0.31

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: 1.42

References

1. Hamamura EK, Prystasz M, Verheyden JP, Moffatt JG..  (1976)  Reactions of 2-acyloxyisobutyryl halides with nucleosides. 7. Synthesis and biological evaluation of some 2,2'-anhydro-1(3',5'-di-O-acyl-beta-D-arabinofuranosyl)cytosine hydrochlorides.,  19  (5): [PMID:178872] [10.1021/jm00227a017]

Source

Source(1):

• Scientific Literature