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

ID: ALA3272861

Chembl Id: CHEMBL3272861

PubChem CID: 90677764

Max Phase: Preclinical

Molecular Formula: C21H24ClN3O6

Molecular Weight: 413.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H23N3O6.ClH/c1-3-5-7-9-16(25)27-13-14-18(29-17(26)10-8-6-4-2)19-20(28-14)24-12-11-15(22)23-21(24)30-19;/h3-12,14,18-20,22H,13H2,1-2H3;1H/b5-3+,6-4+,9-7+,10-8+,22-15?;/t14-,18-,19+,20-;/m1./s1

Standard InChI Key:  HJICOGPEFGOPRV-OKOQRBPSSA-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: 413.43

Molecular Weight (Monoisotopic): 413.1587

AlogP: 1.74

#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: 3.50

CX LogD: 3.50

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: 1.22

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