(E)-1-(beta-cellobiosyl)-4-(2-napthyl)but-3-en-2-one

ID: ALA565071

PubChem CID: 45272310

Max Phase: Preclinical

Molecular Formula: C26H32O11

Molecular Weight: 520.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc2ccccc2c1)C[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C26H32O11/c27-11-18-21(31)22(32)24(34)26(36-18)37-25-19(12-28)35-17(20(30)23(25)33)10-16(29)8-6-13-5-7-14-3-1-2-4-15(14)9-13/h1-9,17-28,30-34H,10-12H2/b8-6+/t17-,18+,19+,20-,21+,22-,23+,24+,25+,26-/m0/s1

Standard InChI Key:  GOMSLUFQDBATST-SJQYXZEFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA565071

   (E)-1-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-4-naphthalen-2-ylbut-3-en-2-one

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: 520.53

Molecular Weight (Monoisotopic): 520.1945

AlogP: -1.52

#Rotatable Bonds: 8

Polar Surface Area: 186.37

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.11

CX Basic pKa: ┄

CX LogP: -0.89

CX LogD: -0.89

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.20

Np Likeness Score: 1.41

References

1. Bisht SS, Fatima S, Tamrakar AK, Rahuja N, Jaiswal N, Srivastava AK, Tripathi RP..  (2009)  Synthetic studies in butenonyl C-glycosides: Preparation of polyfunctional alkanonyl glycosides and their enzyme inhibitory activity.,  19  (10): [PMID:19362832] [10.1016/j.bmcl.2009.03.136]

Source

Source(1):

• Scientific Literature