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

ID: ALA3272852

Chembl Id: CHEMBL3272852

PubChem CID: 90677748

Max Phase: Preclinical

Molecular Formula: C33H56ClN3O6

Molecular Weight: 589.82

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H55N3O6.ClH/c1-3-5-7-9-11-13-15-17-19-21-28(37)39-25-26-30(31-32(40-26)36-24-23-27(34)35-33(36)42-31)41-29(38)22-20-18-16-14-12-10-8-6-4-2;/h23-24,26,30-32,34H,3-22,25H2,1-2H3;1H/t26-,30-,31+,32-;/m1./s1

Standard InChI Key:  MEJLZGCIMWDKCV-ZGITVANDSA-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: 589.82

Molecular Weight (Monoisotopic): 589.4091

AlogP: 7.32

#Rotatable Bonds: 23

Polar Surface Area: 112.73

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.25

CX LogP: 9.10

CX LogD: 9.10

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: 0.68

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