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

ID: ALA1817801

PubChem CID: 56657905

Max Phase: Preclinical

Molecular Formula: C16H16O3

Molecular Weight: 256.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2cccc(O)c2)c(OC)c1

Standard InChI:  InChI=1S/C16H16O3/c1-18-15-9-8-13(16(11-15)19-2)7-6-12-4-3-5-14(17)10-12/h3-11,17H,1-2H3/b7-6+

Standard InChI Key:  ADUJGHGYCIOJBD-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.8643  -18.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5823  -18.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503  -19.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139  -19.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4279  -20.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139  -19.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2963  -18.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4279  -18.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503  -19.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7202  -17.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2838  -17.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0103  -18.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7243  -18.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9978  -17.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4416  -18.9912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702  -20.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8686  -21.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992  -20.2448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850  -19.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  8  1  0
  7  2  1  0
  8  3  2  0
  9  3  1  0
 10 13  2  0
 11  7  1  0
 12  7  2  0
 13 12  1  0
 14 11  2  0
  6  4  2  0
 14 10  1  0
 13 15  1  0
  2  1  2  0
  9 16  1  0
  3  1  1  0
 16 17  1  0
  4  5  1  0
  4 18  1  0
  5  9  2  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817801

   3-[(E)-2-(2,4-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: 256.30

Molecular Weight (Monoisotopic): 256.1099

AlogP: 3.58

#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: 3.69

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.29

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