(E)-3,5-Difluoro-4'-hydroxystilbene

ID: ALA558252

PubChem CID: 11264749

Max Phase: Preclinical

Molecular Formula: C14H10F2O

Molecular Weight: 232.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(/C=C/c2cc(F)cc(F)c2)cc1

Standard InChI:  InChI=1S/C14H10F2O/c15-12-7-11(8-13(16)9-12)2-1-10-3-5-14(17)6-4-10/h1-9,17H/b2-1+

Standard InChI Key:  WPKUVKLNUGQNFZ-OWOJBTEDSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -3.1415    0.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8560   -0.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8560   -1.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1415   -1.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4270   -1.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4270   -0.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1415    0.9693    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705   -1.5057    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7126   -1.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -1.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -1.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308   -1.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453   -1.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1453   -2.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308   -2.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -2.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8598   -2.7432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  9  1  0
  4  5  1  0
  9 10  2  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  1  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
 16 11  1  0
  3  8  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA558252

   4-[(E)-2-(3,5-difluorophenyl)ethenyl]phenol

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: 232.23

Molecular Weight (Monoisotopic): 232.0700

AlogP: 3.84

#Rotatable Bonds: 2

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.00

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.28

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.78

Np Likeness Score: -0.13

References

1. Moran BW, Anderson FP, Devery A, Cloonan S, Butler WE, Varughese S, Draper SM, Kenny PT..  (2009)  Synthesis, structural characterisation and biological evaluation of fluorinated analogues of resveratrol.,  17  (13): [PMID:19481462] [10.1016/j.bmc.2009.05.007]

2. Liang JH, Yang L, Wu S, Liu SS, Cushman M, Tian J, Li NM, Yang QH, Zhang HA, Qiu YJ, Xiang L, Ma CX, Li XM, Qing H..  (2017)  Discovery of efficient stimulators for adult hippocampal neurogenesis based on scaffolds in dragon's blood.,  136  [PMID:28525839] [10.1016/j.ejmech.2017.05.025]

Source

Source(1):

• Scientific Literature