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

ID: ALA1817805

PubChem CID: 56681826

Max Phase: Preclinical

Molecular Formula: C16H16O3

Molecular Weight: 256.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2ccccc2O)c(OC)c1

Standard InChI:  InChI=1S/C16H16O3/c1-18-14-10-9-13(16(11-14)19-2)8-7-12-5-3-4-6-15(12)17/h3-11,17H,1-2H3/b8-7+

Standard InChI Key:  LFWJEBVAKIRPFZ-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   11.6283  -22.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3463  -23.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9143  -23.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4779  -24.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1919  -24.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4779  -23.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0603  -22.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1919  -22.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9143  -24.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4842  -22.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0478  -22.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7743  -23.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4883  -22.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7618  -21.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7743  -24.1733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6342  -24.6050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7632  -24.5996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6326  -25.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0489  -24.1866    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
 12 15  1  0
  2  1  2  0
  9 16  1  0
  3  1  1  0
  4 17  1  0
  4  5  1  0
 16 18  1  0
  5  9  2  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817805

   2-[(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: 9.32

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.14

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