3-(4-deoxy-beta-xylo-hexopyranosyl)-4-hydroxy-6-[2-hydroxy-7-hydroxymethyl-1,1,5,9,11-pentamethyl-3,5,8-heptadecatrienyl]-2H-pyran-2-one

ID: ALA453521

Chembl Id: CHEMBL453521

PubChem CID: 54732507

Max Phase: Preclinical

Molecular Formula: C34H54O9

Molecular Weight: 606.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(C)C/C(C)=C\C(/C=C(C)/C=C/C(O)C(C)(C)c1cc(O)c([C@@H]2O[C@@H](CO)C[C@@H](O)[C@@H]2O)c(=O)o1)CO

Standard InChI:  InChI=1S/C34H54O9/c1-7-8-9-10-11-21(2)14-23(4)16-24(19-35)15-22(3)12-13-28(39)34(5,6)29-18-26(37)30(33(41)43-29)32-31(40)27(38)17-25(20-36)42-32/h12-13,15-16,18,21,24-25,27-28,31-32,35-40H,7-11,14,17,19-20H2,1-6H3/b13-12+,22-15+,23-16-/t21?,24?,25-,27-,28?,31+,32+/m1/s1

Standard InChI Key:  HEECQDWUNPZALD-PZGAHASQSA-N

Alternative Forms

1. Parent:

   

   ALA453521

   FUSAPYRONE

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: 606.80

Molecular Weight (Monoisotopic): 606.3768

AlogP: 4.58

#Rotatable Bonds: 16

Polar Surface Area: 160.82

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.10

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.36

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.09

Np Likeness Score: 2.32

References

1. Altomare C, Perrone G, Zonno MC, Evidente A, Pengue R, Fanti F, Polonelli L..  (2000)  Biological characterization of fusapyrone and deoxyfusapyrone, two bioactive secondary metabolites of Fusarium semitectum.,  63  (8): [PMID:10978211] [10.1021/np000023r]

Source

Source(1):

• Scientific Literature