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

ID: ALA1817793

PubChem CID: 5386533

Max Phase: Preclinical

Molecular Formula: C16H16O3

Molecular Weight: 256.30

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  BNRNMDDZOVLOBQ-ZZXKWVIFSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.5511   -7.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8330   -7.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2651   -7.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7014   -8.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -8.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7014   -7.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190   -7.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -7.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2651   -8.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3048   -6.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154   -7.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1315   -6.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4050   -7.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3089   -7.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -6.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0188   -6.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4144   -6.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452   -8.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5468   -9.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  9  2  0
  6  8  1  0
  7  2  1  0
  8  3  2  0
  9  3  1  0
 10 14  2  0
 11  6  1  0
 12  7  1  0
 13  7  2  0
 14 13  1  0
 15 12  2  0
 16 10  1  0
  6  4  2  0
 15 10  1  0
 11 17  1  0
  2  1  2  0
  9 18  1  0
  3  1  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817793

   4-[(E)-2-(2,5-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: 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: 0.27

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