(E)-4-Hydroxy-3',4',5'-trifluorostilbene

ID: ALA1817791

PubChem CID: 53379506

Max Phase: Preclinical

Molecular Formula: C14H9F3O

Molecular Weight: 250.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H9F3O/c15-12-7-10(8-13(16)14(12)17)2-1-9-3-5-11(18)6-4-9/h1-8,18H/b2-1+

Standard InChI Key:  PYEBACISHQWCQY-OWOJBTEDSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    4.5928   -3.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3110   -3.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788   -3.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426   -4.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565   -4.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426   -3.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0250   -3.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565   -3.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788   -4.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4487   -2.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124   -2.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7389   -3.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4529   -3.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7264   -1.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1627   -1.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7279   -3.0952    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7279   -4.7460    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1544   -5.5723    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  9  2  0
  6  8  1  0
  7  2  1  0
  8  3  2  0
  9  3  1  0
 10 13  2  0
 11  7  1  0
 12  7  2  0
 13 12  1  0
 14 11  2  0
 15 10  1  0
  6  4  2  0
 14 10  1  0
  6 16  1  0
  2  1  2  0
  4 17  1  0
  3  1  1  0
  5 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817791

   4-[(E)-2-(3,4,5-trifluorophenyl)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: 250.22

Molecular Weight (Monoisotopic): 250.0605

AlogP: 3.98

#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: 4.44

CX LogD: 4.43

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.63

Np Likeness Score: -0.13

References

1. Albert S, Horbach R, Deising HB, Siewert B, Csuk R..  (2011)  Synthesis and antimicrobial activity of (E) stilbene derivatives.,  19  (17): [PMID:21803587] [10.1016/j.bmc.2011.07.015]

2. Csuk R, Albert S, Siewert B, Schwarz S..  (2012)  Synthesis and biological evaluation of novel (E) stilbene-based antitumor agents.,  54  [PMID:22749392] [10.1016/j.ejmech.2012.06.015]

Source

Source(1):

• Scientific Literature