(E)-5,5'-(ethene-1,2-diyl)bis(benzene-1,2,3-triol)

ID: ALA1819531

Chembl Id: CHEMBL1819531

Cas Number: 637776-83-1

PubChem CID: 10221222

Max Phase: Preclinical

Molecular Formula: C14H12O6

Molecular Weight: 276.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(/C=C/c2cc(O)c(O)c(O)c2)cc(O)c1O

Standard InChI:  InChI=1S/C14H12O6/c15-9-3-7(4-10(16)13(9)19)1-2-8-5-11(17)14(20)12(18)6-8/h1-6,15-20H/b2-1+

Standard InChI Key:  ZUIXFZJBOJTTET-OWOJBTEDSA-N

Alternative Forms

1. Parent:

   

   ALA1819531

   5,5'-(1E)-1,2-Ethenediylbis-1,2,3-benzenetriol

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: 276.24

Molecular Weight (Monoisotopic): 276.0634

AlogP: 2.09

#Rotatable Bonds: 2

Polar Surface Area: 121.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.10

CX Basic pKa: ┄

CX LogP: 2.49

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.37

Np Likeness Score: 0.66

References

1. Das J, Pany S, Majhi A..  (2011)  Chemical modifications of resveratrol for improved protein kinase C alpha activity.,  19  (18): [PMID:21880495] [10.1016/j.bmc.2011.08.008]

2. Rayne S, Goss CD, Forest K, Friesen KJ.  (2010)  Quantitative structureactivity relationships for estimating the aryl hydrocarbon receptor binding affinities of resveratrol derivatives and the antioxidant activities of hydroxystilbenes,  19  (8): [10.1007/s00044-009-9236-2]

3. Mattio LM, Catinella G, Pinto A, Dallavalle S..  (2020)  Natural and nature-inspired stilbenoids as antiviral agents.,  202  [PMID:32652408] [10.1016/j.ejmech.2020.112541]

Source

Source(1):

• Scientific Literature