2-Hydroxyphenethyl (E)-3-(3,4-bis(allyloxy)phenyl)acrylate

ID: ALA4539519

PubChem CID: 155549916

Max Phase: Preclinical

Molecular Formula: C23H24O5

Molecular Weight: 380.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCOc1ccc(/C=C/C(=O)OCCc2ccccc2O)cc1OCC=C

Standard InChI:  InChI=1S/C23H24O5/c1-3-14-26-21-11-9-18(17-22(21)27-15-4-2)10-12-23(25)28-16-13-19-7-5-6-8-20(19)24/h3-12,17,24H,1-2,13-16H2/b12-10+

Standard InChI Key:  QTIXRJMPCXRUBS-ZRDIBKRKSA-N

Molfile:  

 
     RDKit          2D

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    4.5580  -21.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2661  -21.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757  -21.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9729  -20.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643  -19.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8066  -21.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1008  -22.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5149  -21.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2220  -21.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9303  -21.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9274  -22.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6349  -22.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6310  -21.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6257  -20.3384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500  -21.5748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8514  -19.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438  -20.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4359  -19.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7283  -20.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493  -22.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413  -22.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407  -23.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  1 22  1  0
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 26 27  1  0
 27 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539519

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 380.44

Molecular Weight (Monoisotopic): 380.1624

AlogP: 4.32

#Rotatable Bonds: 11

Polar Surface Area: 64.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.35

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.36

Np Likeness Score: 0.24

References

1. Gießel JM, Loesche A, Csuk R, Serbian I..  (2019)  Caffeic acid phenethyl ester (CAPE)-derivatives act as selective inhibitors of acetylcholinesterase.,  177  [PMID:31158743] [10.1016/j.ejmech.2019.05.059]

Source

Source(1):

• Scientific Literature