ID: ALA476678

Max Phase: Preclinical

Molecular Formula: C15H14O2

Molecular Weight: 226.28

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc(/C=C/c2ccc(O)cc2)c1

Standard InChI:  InChI=1S/C15H14O2/c1-17-15-4-2-3-13(11-15)6-5-12-7-9-14(16)10-8-12/h2-11,16H,1H3/b6-5+

Standard InChI Key:  ZVJLZUWCAUTTBS-AATRIKPKSA-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

Properties

Molecular Weight: 226.28

Molecular Weight (Monoisotopic): 226.0994

AlogP: 3.57

#Rotatable Bonds: 3

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.00

CX Basic pKa:

CX LogP: 3.85

CX LogD: 3.84

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.81

Np Likeness Score: 0.22

References

1. Lorimer SD, Perry NB, Tangney RS..  (1993)  An antifungal bibenzyl from the New Zealand liverwort, Plagiochila stephensoniana. Bioactivity-directed isolation, synthesis, and analysis.,  56  (9): [PMID:8254344] [10.1021/np50099a002]

2. Sobolev VS, Khan SI, Tabanca N, Wedge DE, Manly SP, Cutler SJ, Coy MR, Becnel JJ, Neff SA, Gloer JB..  (2011)  Biological activity of peanut (Arachis hypogaea) phytoalexins and selected natural and synthetic Stilbenoids.,  59  (5): [PMID:21314127] [10.1021/jf104742n]

3. Martí-Centelles R, Falomir E, Murga J, Carda M, Marco JA..  (2015)  Inhibitory effect of cytotoxic stilbenes related to resveratrol on the expression of the VEGF, hTERT and c-Myc genes.,  103  [PMID:26402726] [10.1016/j.ejmech.2015.09.014]

4. Nalli M, Ortar G, Moriello AS, Morera E, Di Marzo V, De Petrocellis L..  (2016)  TRPA1 channels as targets for resveratrol and related stilbenoids.,  26  (3): [PMID:26750258] [10.1016/j.bmcl.2015.12.065]

Source

Source(1):

• Scientific Literature