(E)-Ethyl 3-(2-((E)-3,4-Dimethoxystyryl)-3-hydroxy-4-methoxyphenyl)acrylate

ID: ALA4098949

PubChem CID: 137660449

Max Phase: Preclinical

Molecular Formula: C22H24O6

Molecular Weight: 384.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C=C/c1ccc(OC)c(O)c1/C=C/c1ccc(OC)c(OC)c1

Standard InChI:  InChI=1S/C22H24O6/c1-5-28-21(23)13-9-16-8-12-19(26-3)22(24)17(16)10-6-15-7-11-18(25-2)20(14-15)27-4/h6-14,24H,5H2,1-4H3/b10-6+,13-9+

Standard InChI Key:  OTUSTZVDYUPAER-LMZONGNASA-N

Molfile:  

     RDKit          2D

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   12.5705   -6.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5789   -7.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1524   -6.9488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8510   -5.7164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2900   -8.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2983   -8.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0095   -9.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7123   -8.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9928   -7.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4275   -9.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1262   -8.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0178  -10.1865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5955   -9.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8844   -8.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7635   -9.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7719  -10.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4830  -10.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1858  -10.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0691  -10.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0774  -11.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0524   -9.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3496   -9.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1358   -5.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1274   -4.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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 15 16  2  0
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 19 25  1  0
  7 15  1  0
  3  6  1  0
 27 28  1  0
  5 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098949

   ---

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: 384.43

Molecular Weight (Monoisotopic): 384.1573

AlogP: 4.16

#Rotatable Bonds: 8

Polar Surface Area: 74.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.73

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 4.43

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: 0.48

References

1. Chen PC, Tsai WJ, Ueng YF, Tzeng TT, Chen HL, Zhu PR, Huang CH, Shiao YJ, Li WT..  (2017)  Neuroprotective and Antineuroinflammatory Effects of Hydroxyl-Functionalized Stilbenes and 2-Arylbenzo[b]furans.,  60  (9): [PMID:28459572] [10.1021/acs.jmedchem.7b00376]

Source

Source(1):

• Scientific Literature