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

ID: ALA3272858

Chembl Id: CHEMBL3272858

PubChem CID: 90677758

Max Phase: Preclinical

Molecular Formula: C16H22ClN3O6

Molecular Weight: 351.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1[C@@H]2Oc3nc(=N)ccn3[C@@H]2O[C@@H]1COC(=O)C(C)(C)C.Cl

Standard InChI:  InChI=1S/C16H21N3O6.ClH/c1-8(20)23-11-9(7-22-14(21)16(2,3)4)24-13-12(11)25-15-18-10(17)5-6-19(13)15;/h5-6,9,11-13,17H,7H2,1-4H3;1H/t9-,11-,12+,13-;/m1./s1

Standard InChI Key:  QEQWAQMLGKNPFK-HHBTZVFLSA-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: 351.36

Molecular Weight (Monoisotopic): 351.1430

AlogP: 0.54

#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: 1.49

CX LogD: 1.49

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: 1.15

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