(E)-2-Methoxy-6-(3,4,5-trimethoxybenzylidene)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one

ID: ALA4523070

PubChem CID: 155543858

Max Phase: Preclinical

Molecular Formula: C22H24O5

Molecular Weight: 368.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CCC/C(=C\c1cc(OC)c(OC)c(OC)c1)C2=O

Standard InChI:  InChI=1S/C22H24O5/c1-24-17-8-9-18-15(13-17)6-5-7-16(21(18)23)10-14-11-19(25-2)22(27-4)20(12-14)26-3/h8-13H,5-7H2,1-4H3/b16-10+

Standard InChI Key:  UQRIAFPBMWYSFN-MHWRWJLKSA-N

Molfile:  

 
     RDKit          2D

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    2.9773  -19.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853  -20.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6836  -18.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914  -19.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3922  -19.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0382  -18.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0396  -20.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8435  -18.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8458  -20.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2007  -19.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8529  -17.8288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693  -20.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619  -19.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513  -18.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1597  -18.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4580  -19.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2655  -19.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7742  -18.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4696  -17.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6629  -17.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9752  -17.1155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7840  -17.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5828  -18.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8844  -19.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5658  -19.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0576  -20.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  2 13  1  0
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  9 15  2  0
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 17 18  1  0
 18 19  2  0
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 21 16  1  0
 20 22  1  0
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 19 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4523070

   ---

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: 368.43

Molecular Weight (Monoisotopic): 368.1624

AlogP: 4.32

#Rotatable Bonds: 5

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -0.05

References

1. Maguire CJ, Carlson GJ, Ford JW, Strecker TE, Hamel E, Trawick ML, Pinney KG..  (2019)  Synthesis and biological evaluation of structurally diverse α-conformationally restricted chalcones and related analogues.,  10  (8): [PMID:31534659] [10.1039/C9MD00127A]

Source

Source(1):

• Scientific Literature