(E)-3',5'-Dimethoxy-4'-fluoro-2-hydroxystilbene

ID: ALA1817802

PubChem CID: 56678480

Max Phase: Preclinical

Molecular Formula: C16H15FO3

Molecular Weight: 274.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2ccccc2O)cc(OC)c1F

Standard InChI:  InChI=1S/C16H15FO3/c1-19-14-9-11(10-15(20-2)16(14)17)7-8-12-5-3-4-6-13(12)18/h3-10,18H,1-2H3/b8-7+

Standard InChI Key:  GYIFBFZRRPEKNB-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.6303  -18.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3484  -19.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9163  -19.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4799  -20.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1939  -20.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4799  -19.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0623  -18.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1939  -18.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9163  -20.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4862  -17.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7660  -18.8222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1939  -21.3023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0498  -17.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7763  -19.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4903  -18.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7638  -17.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7653  -20.4744    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4780  -21.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7670  -17.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7763  -20.0480    0.0000 O   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
  4 17  1  0
  2  1  2  0
 12 18  1  0
  3  1  1  0
 11 19  1  0
  4  5  1  0
 14 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817802

   2-[(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: 9.33

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: 0.13

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