(E)-2',5'-Dimethoxy-3-hydroxystilbene

ID: ALA1817799

PubChem CID: 56675181

Max Phase: Preclinical

Molecular Formula: C16H16O3

Molecular Weight: 256.30

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  JRMKEECLYANMQR-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   12.2211  -15.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9393  -15.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5071  -15.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0708  -16.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7848  -16.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0708  -15.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6532  -15.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7848  -15.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5071  -16.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0770  -14.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6407  -14.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3672  -15.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0812  -15.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3547  -13.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3562  -15.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6419  -15.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7985  -15.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2271  -16.7972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2255  -17.6295    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
  6 15  1  0
  2  1  2  0
 15 16  1  0
  3  1  1  0
 13 17  1  0
  4  5  1  0
  9 18  1  0
  5  9  2  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1817799

   3-[(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: 8.92

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.24

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