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

ID: ALA1817795

PubChem CID: 56671757

Max Phase: Preclinical

Molecular Formula: C16H16O3

Molecular Weight: 256.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2ccc(O)cc2)c(OC)c1

Standard InChI:  InChI=1S/C16H16O3/c1-18-15-10-7-13(16(11-15)19-2)6-3-12-4-8-14(17)9-5-12/h3-11,17H,1-2H3/b6-3+

Standard InChI Key:  VZAXUXOQERNXMP-ZZXKWVIFSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   11.5364   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2545   -7.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8224   -7.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3861   -8.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1001   -8.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3861   -7.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9685   -7.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1001   -7.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8224   -8.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3923   -6.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9560   -6.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6825   -7.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3965   -7.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6700   -5.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1062   -5.8704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5424   -8.7848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5408   -9.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6713   -8.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -8.3664    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 13  2  0
 11  7  1  0
 12  7  2  0
 13 12  1  0
 14 11  2  0
 15 10  1  0
  6  4  2  0
 14 10  1  0
  9 16  1  0
  2  1  2  0
 16 17  1  0
  3  1  1  0
  4 18  1  0
  4  5  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817795

   4-[(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: 8.99

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.32

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