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

ID: ALA1817792

PubChem CID: 56675180

Max Phase: Preclinical

Molecular Formula: C14H11FO3

Molecular Weight: 246.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H11FO3/c15-14-12(17)7-10(8-13(14)18)2-1-9-3-5-11(16)6-4-9/h1-8,16-18H/b2-1+

Standard InChI Key:  AJJFEAFGFYLUFV-OWOJBTEDSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   11.9748   -3.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6930   -3.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2608   -3.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8245   -4.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5385   -4.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8245   -3.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4069   -3.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5385   -3.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2608   -4.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8307   -2.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1105   -3.1691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5385   -5.6492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3944   -2.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1209   -3.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8349   -3.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1084   -1.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5447   -1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1097   -4.8212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  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
 17 10  1  0
  6  4  2  0
 16 10  1  0
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817792

   2-fluoro-5-[(E)-2-(4-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: 7.64

CX Basic pKa: ┄

CX LogP: 3.55

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: 0.31

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