2,6-Di-(4'-methoxy-3'-allylphenyl)-phenol

ID: ALA2018418

PubChem CID: 70681265

Max Phase: Preclinical

Molecular Formula: C29H30O3

Molecular Weight: 426.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1cc(-c2ccc(OC)c(CC=C)c2)c(O)c(-c2ccc(OC)c(CC=C)c2)c1

Standard InChI:  InChI=1S/C29H30O3/c1-6-9-20-16-25(21-12-14-27(31-4)23(18-21)10-7-2)29(30)26(17-20)22-13-15-28(32-5)24(19-22)11-8-3/h6-8,12-19,30H,1-3,9-11H2,4-5H3

Standard InChI Key:  RMLGFOIKWNFTJX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   11.2486    3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2474    2.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9622    2.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6787    2.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6758    3.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9604    3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9639    1.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2477    0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2472    0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9621   -0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6790    0.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6760    0.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9580    4.5705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6712    4.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3887    3.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1047    3.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8177    3.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3948   -0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3975   -1.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1134   -1.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5338    1.2637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5349   -0.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8204    0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1062   -0.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1051   -1.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8243   -1.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5356   -1.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3909   -1.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6762   -1.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8266   -2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1133   -2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1156   -3.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  8 21  1  0
 10 11  1  0
  5  6  2  0
 22 23  2  0
 11 12  2  0
 23 24  1  0
 12  7  1  0
 24 25  2  0
  3  7  1  0
 25 26  1  0
  6  1  1  0
 26 27  2  0
 27 22  1  0
  9 22  1  0
  6 13  1  0
 25 28  1  0
  1  2  2  0
 28 29  1  0
 13 14  1  0
 26 30  1  0
  3  4  2  0
 30 31  1  0
  5 15  1  0
 31 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2018418

   2,6-Bis(4-methoxy-3-prop-2-enylphenyl)-4-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: 426.56

Molecular Weight (Monoisotopic): 426.2195

AlogP: 6.93

#Rotatable Bonds: 10

Polar Surface Area: 38.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.98

CX Basic pKa: ┄

CX LogP: 7.94

CX LogD: 7.93

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: 0.48

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