Eurostoside

ID: ALA1080020

Chembl Id: CHEMBL1080020

PubChem CID: 20839507

Max Phase: Preclinical

Molecular Formula: C24H28O11

Molecular Weight: 492.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Eurostoside | Eurostoside|CHEMBL1080020|AKOS040734226|NCGC00384573-01|NCGC00384573-01_C24H28O11_2-Propenoic acid, 3-(4-hydroxyphenyl)-, [(1S,4aR,5S,7aS)-1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-5-hydroxycyclopenta[c]pyran-7-yl]methyl ester, (2E)-

Canonical SMILES:  O=C(/C=C/c1ccc(O)cc1)OCC1=C[C@@H](O)[C@@H]2C=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]12

Standard InChI:  InChI=1S/C24H28O11/c25-10-17-20(29)21(30)22(31)24(34-17)35-23-19-13(9-16(27)15(19)7-8-32-23)11-33-18(28)6-3-12-1-4-14(26)5-2-12/h1-9,15-17,19-27,29-31H,10-11H2/b6-3+/t15-,16+,17+,19+,20+,21-,22+,23-,24-/m0/s1

Standard InChI Key:  DQTBTFHCLVMGBP-WXUDOLSOSA-N

Alternative Forms

1. Parent:

   

   ALA1080020

   EUROSTOSIDE

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: 492.48

Molecular Weight (Monoisotopic): 492.1632

AlogP: -0.83

#Rotatable Bonds: 7

Polar Surface Area: 175.37

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.40

CX Basic pKa: ┄

CX LogP: -0.45

CX LogD: -0.46

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.16

Np Likeness Score: 2.31

References

1. Zhang H, Rothwangl K, Mesecar AD, Sabahi A, Rong L, Fong HH..  (2009)  Lamiridosins, hepatitis C virus entry inhibitors from Lamium album.,  72  (12): [PMID:19904996] [10.1021/np900549e]

Source

Source(1):

• Scientific Literature