4-((2R,3R,4S,5S)-3,4-diacetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-6-ethyl-5,7-dioxo-4,5,6,7-tetrahydro-[1,2,5]oxadiazolo[3,4-d]pyrimidine 1-oxide

ID: ALA3357929

Chembl Id: CHEMBL3357929

PubChem CID: 118722528

Max Phase: Preclinical

Molecular Formula: C17H20N4O11

Molecular Weight: 456.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c(=O)c2c(no[n+]2[O-])n([C@@H]2O[C@@H](COC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)c1=O

Standard InChI:  InChI=1S/C17H20N4O11/c1-5-19-15(25)11-14(18-32-21(11)27)20(17(19)26)16-13(30-9(4)24)12(29-8(3)23)10(31-16)6-28-7(2)22/h10,12-13,16H,5-6H2,1-4H3/t10-,12-,13+,16+/m0/s1

Standard InChI Key:  DBQVZLZRGMHHOL-CNXAATOLSA-N

Alternative Forms

1. Parent:

   

   ALA3357929

   ---

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: 456.36

Molecular Weight (Monoisotopic): 456.1129

AlogP: -1.87

#Rotatable Bonds: 6

Polar Surface Area: 185.10

Molecular Species: NEUTRAL

HBA: 14

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -2.42

CX LogD: -2.42

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: 0.42

References

1. Xu X, Wang J, Yao Q..  (2015)  Synthesis and quantitative structure-activity relationship (QSAR) analysis of some novel oxadiazolo[3,4-d]pyrimidine nucleosides derivatives as antiviral agents.,  25  (2): [PMID:25515560] [10.1016/j.bmcl.2014.11.065]

Source

Source(1):

• Scientific Literature