(2R,3R,3aS,9aR)-3-((Z)-Octadec-9-enoyloxy)-2-((Z)-octadec-9-enoyloxymethyl)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-ylidene-ammonium chloride

ID: ALA3272863

Chembl Id: CHEMBL3272863

PubChem CID: 90677768

Max Phase: Preclinical

Molecular Formula: C45H76ClN3O6

Molecular Weight: 754.11

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C45H75N3O6.ClH/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(49)51-37-38-42(43-44(52-38)48-36-35-39(46)47-45(48)54-43)53-41(50)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,35-36,38,42-44,46H,3-16,21-34,37H2,1-2H3;1H/b19-17-,20-18-,46-39?;/t38-,42-,43+,44-;/m1./s1

Standard InChI Key:  POMRKTFMCQRNIZ-GKFRSQICSA-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: 754.11

Molecular Weight (Monoisotopic): 753.5656

AlogP: 11.55

#Rotatable Bonds: 33

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: 13.71

CX LogD: 13.71

Aromatic Rings: 1

Heavy Atoms: 54

QED Weighted: 0.04

Np Likeness Score: 0.72

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