3,5'-diallyl-2'-ethoxybiphenyl-4-ol

ID: ALA1829020

Chembl Id: CHEMBL1829020

PubChem CID: 54592209

Max Phase: Preclinical

Molecular Formula: C20H22O2

Molecular Weight: 294.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(OCC)c(-c2ccc(O)c(CC=C)c2)c1

Standard InChI:  InChI=1S/C20H22O2/c1-4-7-15-9-12-20(22-6-3)18(13-15)16-10-11-19(21)17(14-16)8-5-2/h4-5,9-14,21H,1-2,6-8H2,3H3

Standard InChI Key:  WSNYCJWIVUTQGA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1829020

   Magreth-16a

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: 294.39

Molecular Weight (Monoisotopic): 294.1620

AlogP: 4.91

#Rotatable Bonds: 7

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.06

CX Basic pKa: ┄

CX LogP: 5.71

CX LogD: 5.70

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: 0.39

References

1. Taferner B, Schuehly W, Huefner A, Baburin I, Wiesner K, Ecker GF, Hering S..  (2011)  Modulation of GABAA-receptors by honokiol and derivatives: subtype selectivity and structure-activity relationship.,  54  (15): [PMID:21699169] [10.1021/jm200186n]

2. Ma L, Chen J, Wang X, Liang X, Luo Y, Zhu W, Wang T, Peng M, Li S, Jie S, Peng A, Wei Y, Chen L..  (2011)  Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship.,  54  (19): [PMID:21853991] [10.1021/jm200830u]

3. Lin D, Yan Z, Chen A, Ye J, Hu A, Liu J, Peng J, Wu X..  (2019)  Anti-proliferative activity and structure-activity relationship of honokiol derivatives.,  27  (16): [PMID:31278004] [10.1016/j.bmc.2019.06.042]

4. Zhu M, Li B, Ma H, Huang X, Wang H, Dai Y, Li Y, Li HM, Wu CZ..  (2020)  Synthesis and in vitro antitumor evaluation of honokiol derivatives.,  30  (2): [PMID:31831382] [10.1016/j.bmcl.2019.126849]

Source

Source(1):

• Scientific Literature