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

ID: ALA563437

PubChem CID: 11173382

Max Phase: Preclinical

Molecular Formula: C16H12F2O2

Molecular Weight: 274.27

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H12F2O2/c1-11(19)20-16-6-4-12(5-7-16)2-3-13-8-14(17)10-15(18)9-13/h2-10H,1H3/b3-2+

Standard InChI Key:  DZZTWCXKYNKNQY-NSCUHMNNSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    0.4398    3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    2.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    1.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398    1.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542    1.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542    2.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4398    3.8362    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9892    1.3612    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8687    1.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5832    1.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977    1.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121    1.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7266    1.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7266    0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121    0.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977    0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411    0.1237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411   -0.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1555   -1.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7266   -1.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  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
 17 18  1  0
  5  9  1  0
 18 19  1  0
  4  5  1  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA563437

   (e)-3,5-Difluoro-4'-acetoxy stilbene

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: 274.27

Molecular Weight (Monoisotopic): 274.0805

AlogP: 4.06

#Rotatable Bonds: 3

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.21

CX LogD: 4.21

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.48

Np Likeness Score: -0.25

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]

Source

Source(1):

• Scientific Literature