3,3'-Diallyl-2'-hydroxy-4-methoxy-1,1'-biphenyl

ID: ALA2018420

PubChem CID: 70691787

Max Phase: Preclinical

Molecular Formula: C19H20O2

Molecular Weight: 280.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1cc(-c2cccc(CC=C)c2O)ccc1OC

Standard InChI:  InChI=1S/C19H20O2/c1-4-7-14-9-6-10-17(19(14)20)15-11-12-18(21-3)16(13-15)8-5-2/h4-6,9-13,20H,1-2,7-8H2,3H3

Standard InChI Key:  XQXUEODOWIGMGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    2.4069  -10.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057  -11.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206  -11.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370  -11.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8341  -10.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188   -9.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222  -12.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4060  -12.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055  -13.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204  -14.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8373  -13.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8344  -12.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1163   -9.0914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -8.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5471   -9.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2631  -10.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760   -9.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5532  -14.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5559  -14.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2717  -15.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5478  -12.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  6  1  1  0
  6 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
  5 15  1  0
  7  8  2  0
 15 16  1  0
 16 17  2  0
  8  9  1  0
 11 18  1  0
  4  5  1  0
 18 19  1  0
  9 10  2  0
 19 20  2  0
  2  3  1  0
 12 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2018420

   2-(4-Methoxy-3-prop-2-enylphenyl)-6-prop-2-enylphenol

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: 280.37

Molecular Weight (Monoisotopic): 280.1463

AlogP: 4.52

#Rotatable Bonds: 6

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: 5.36

CX LogD: 5.35

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: 0.49

References

1. Lin JM, Prakasha Gowda AS, Sharma AK, Amin S..  (2012)  In vitro growth inhibition of human cancer cells by novel honokiol analogs.,  20  (10): [PMID:22533983] [10.1016/j.bmc.2012.03.062]

2. 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]

Source

Source(1):

• Scientific Literature