ID: ALA2022666

Max Phase: Preclinical

Molecular Formula: C15H18O3

Molecular Weight: 246.31

Molecule Type: Small molecule

Representations

Synonyms (1): Boropinal
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(/C=C/C=O)ccc1OCC=C(C)C

Standard InChI:  InChI=1S/C15H18O3/c1-12(2)8-10-18-14-7-6-13(5-4-9-16)11-15(14)17-3/h4-9,11H,10H2,1-3H3/b5-4+

Standard InChI Key:  GOMATZWZDPFPIR-SNAWJCMRSA-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: 246.31

Molecular Weight (Monoisotopic): 246.1256

AlogP: 3.25

#Rotatable Bonds: 6

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.02

CX LogD: 3.02

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.44

Np Likeness Score: 1.11

References

1. Epifano F, Genovese S, James Squires E, Gray MA..  (2012)  Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.,  22  (9): [PMID:22472691] [10.1016/j.bmcl.2012.03.057]

2. Hasan M, Genovese S, Fiorito S, Epifano F, Witt-Enderby PA..  (2017)  Oxyprenylated Phenylpropanoids Bind to MT1 Melatonin Receptors and Inhibit Breast Cancer Cell Proliferation and Migration.,  80  (12): [PMID:29144746] [10.1021/acs.jnatprod.7b00853]

3. Hill K, Fiorito S, Taddeo VA, Schulze A, Leonhardt M, Epifano F, Genovese S..  (2016)  Plumbagin, Juglone, and Boropinal as Novel TRPA1 Agonists.,  79  (4): [PMID:26905390] [10.1021/acs.jnatprod.5b00396]

Source

Source(1):

• Scientific Literature