(E)-4'-Fluoro-3,3',5'-trihydroxystilbene

ID: ALA1817798

PubChem CID: 56661419

Max Phase: Preclinical

Molecular Formula: C14H11FO3

Molecular Weight: 246.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cccc(/C=C/c2cc(O)c(F)c(O)c2)c1

Standard InChI:  InChI=1S/C14H11FO3/c15-14-12(17)7-10(8-13(14)18)5-4-9-2-1-3-11(16)6-9/h1-8,16-18H/b5-4+

Standard InChI Key:  JFJPGQJVTRZAAU-SNAWJCMRSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    4.5219  -14.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2400  -15.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8079  -15.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716  -16.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0856  -16.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716  -15.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9540  -14.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0856  -14.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8079  -16.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3778  -13.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576  -14.7889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0856  -17.2690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9415  -13.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6680  -15.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3820  -14.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555  -13.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6568  -16.4411    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0992  -15.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  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 15  2  0
 11  6  1  0
 12  5  1  0
 13  7  1  0
 14  7  2  0
 15 14  1  0
 16 13  2  0
  6  4  2  0
 16 10  1  0
  4 17  1  0
  2  1  2  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817798

   2-fluoro-5-[(E)-2-(3-hydroxyphenyl)ethenyl]benzene-1,3-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: 246.24

Molecular Weight (Monoisotopic): 246.0692

AlogP: 3.11

#Rotatable Bonds: 2

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.63

CX Basic pKa: ┄

CX LogP: 3.55

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: 0.28

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]

Source

Source(1):

• Scientific Literature