(E)-3',5'-Dimethoxy-4'-fluoro-4-hydroxystilbene

ID: ALA1817790

PubChem CID: 56681825

Max Phase: Preclinical

Molecular Formula: C16H15FO3

Molecular Weight: 274.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2ccc(O)cc2)cc(OC)c1F

Standard InChI:  InChI=1S/C16H15FO3/c1-19-14-9-12(10-15(20-2)16(14)17)4-3-11-5-7-13(18)8-6-11/h3-10,18H,1-2H3/b4-3+

Standard InChI Key:  OLMUTXKIFGHUHG-ONEGZZNKSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -2.2046   -2.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864   -3.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9185   -3.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548   -4.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6408   -4.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548   -3.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -2.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6408   -3.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9185   -4.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6513   -2.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0688   -3.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6408   -5.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849   -2.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0584   -3.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556   -2.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709   -1.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654   -1.7463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696   -4.6542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0678   -2.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568   -5.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 10 17  1  0
  2  1  2  0
  4 18  1  0
  3  1  1  0
 11 19  1  0
  4  5  1  0
 12 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817790

   4-[(E)-2-(4-fluoro-3,5-dimethoxyphenyl)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: 274.29

Molecular Weight (Monoisotopic): 274.1005

AlogP: 3.72

#Rotatable Bonds: 4

Polar Surface Area: 38.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.00

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: 0.23

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