ID: ALA2230270

Max Phase: Preclinical

Molecular Formula: C19H18O3

Molecular Weight: 294.35

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)C=Cc2c(O)cc(/C=C/c3ccc(O)cc3)cc2O1

Standard InChI:  InChI=1S/C19H18O3/c1-19(2)10-9-16-17(21)11-14(12-18(16)22-19)4-3-13-5-7-15(20)8-6-13/h3-12,20-21H,1-2H3/b4-3+

Standard InChI Key:  ZBHQSIOZNUAOPF-ONEGZZNKSA-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: 294.35

Molecular Weight (Monoisotopic): 294.1256

AlogP: 4.45

#Rotatable Bonds: 2

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.57

CX Basic pKa:

CX LogP: 4.61

CX LogD: 4.58

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: 2.04

References

1. 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]

2. Hošek J, Leláková V, Bobál P, Pížová H, Gazdová M, Malaník M, Jakubczyk K, Veselý O, Landa P, Temml V, Schuster D, Prachyawarakorn V, Pailee P, Ren G, Zpurný F, Oravec M, Šmejkal K..  (2019)  Prenylated Stilbenoids Affect Inflammation by Inhibiting the NF-κB/AP-1 Signaling Pathway and Cyclooxygenases and Lipoxygenase.,  82  (7): [PMID:31268709] [10.1021/acs.jnatprod.9b00081]

Source

Source(1):

• Scientific Literature