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

ID: ALA1817796

PubChem CID: 56678479

Max Phase: Preclinical

Molecular Formula: C16H15FO3

Molecular Weight: 274.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2cccc(O)c2)cc(OC)c1F

Standard InChI:  InChI=1S/C16H15FO3/c1-19-14-9-12(10-15(20-2)16(14)17)7-6-11-4-3-5-13(18)8-11/h3-10,18H,1-2H3/b7-6+

Standard InChI Key:  YAIAXNDICZGMMH-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.7806  -10.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4987  -11.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0666  -11.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6302  -12.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3442  -12.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6302  -11.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2126  -10.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3442  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0666  -12.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6365  -10.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9163  -10.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3442  -13.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2001  -10.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9266  -11.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6406  -10.9559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9141   -9.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9156  -12.6207    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3579  -11.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6283  -13.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9173  -10.1434    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
  4 17  1  0
  2  1  2  0
 15 18  1  0
  3  1  1  0
 12 19  1  0
  4  5  1  0
 11 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817796

   3-[(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: 8.92

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: 0.20

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