(2R,3R,3aS,9aR)-3-Butyryloxy-2-butyryloxymethyl-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-ylidene-ammonium chloride

ID: ALA3272846

Chembl Id: CHEMBL3272846

PubChem CID: 90677736

Max Phase: Preclinical

Molecular Formula: C17H24ClN3O6

Molecular Weight: 365.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H23N3O6.ClH/c1-3-5-12(21)23-9-10-14(25-13(22)6-4-2)15-16(24-10)20-8-7-11(18)19-17(20)26-15;/h7-8,10,14-16,18H,3-6,9H2,1-2H3;1H/t10-,14-,15+,16-;/m1./s1

Standard InChI Key:  UBKBSUVXWWCTCY-ZQXBTVBDSA-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: 365.39

Molecular Weight (Monoisotopic): 365.1587

AlogP: 1.08

#Rotatable Bonds: 7

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: 1.98

CX LogD: 1.98

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: 1.01

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