3',5-Diallyl-2,2'-dihydroxy-1,1'-biphenyl

ID: ALA2018421

PubChem CID: 11858017

Max Phase: Preclinical

Molecular Formula: C18H18O2

Molecular Weight: 266.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(O)c(-c2cccc(CC=C)c2O)c1

Standard InChI:  InChI=1S/C18H18O2/c1-3-6-13-10-11-17(19)16(12-13)15-9-5-8-14(7-4-2)18(15)20/h3-5,8-12,19-20H,1-2,6-7H2

Standard InChI Key:  HWDQUNMZIBIWOG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   11.5277  -10.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5266  -11.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2414  -11.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9578  -11.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9550  -10.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2396   -9.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2431  -12.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5269  -12.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5263  -13.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2412  -13.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9582  -13.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9552  -12.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6679   -9.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3839  -10.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0968   -9.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6740  -13.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6767  -14.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3925  -15.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6686  -12.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8118  -11.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  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
  5 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 14 15  2  0
  7  8  2  0
 11 16  1  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
  4  5  1  0
 12 19  1  0
  9 10  2  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2018421

   3',5-Di-(2-propenyl)-1,1'-biphenyl-2,2'-diol

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: 266.34

Molecular Weight (Monoisotopic): 266.1307

AlogP: 4.22

#Rotatable Bonds: 5

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.60

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 5.18

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: 0.88

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