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

ID: ALA2018419

PubChem CID: 60150391

Max Phase: Preclinical

Molecular Formula: C19H20O2

Molecular Weight: 280.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1cc(-c2ccc(OC)c(CC=C)c2)ccc1O

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

Standard InChI Key:  QJDJRJTTYZJPND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -3.7723  -11.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7734  -12.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586  -13.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3422  -12.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450  -11.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0604  -11.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569  -13.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7731  -14.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7737  -15.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588  -15.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3418  -15.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3448  -14.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629  -10.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3496  -10.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6321  -11.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161  -11.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2032  -11.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6260  -15.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6233  -16.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9075  -16.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0579  -16.3250    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
 10 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2018419

   4-(4-Methoxy-3-prop-2-enylphenyl)-2-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: 9.25

CX Basic pKa: ┄

CX LogP: 5.36

CX LogD: 5.35

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: 0.57

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