3-(3,4-Dimethoxyphenyl)-5-(4-methoxyphenyl)-6-carbethoxy-2-cyclohexen-1-one

ID: ALA2272752

PubChem CID: 4002258

Max Phase: Preclinical

Molecular Formula: C24H26O6

Molecular Weight: 410.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1C(=O)C=C(c2ccc(OC)c(OC)c2)CC1c1ccc(OC)cc1

Standard InChI:  InChI=1S/C24H26O6/c1-5-30-24(26)23-19(15-6-9-18(27-2)10-7-15)12-17(13-20(23)25)16-8-11-21(28-3)22(14-16)29-4/h6-11,13-14,19,23H,5,12H2,1-4H3

Standard InChI Key:  UDDBGFGIXKNNJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   32.8000   -3.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8000   -2.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5154   -1.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0888   -2.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0888   -1.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3735   -2.6908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   31.3735   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6581   -4.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.6573   -3.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3727   -3.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3727   -4.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6573   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9461   -4.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0839   -5.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7993   -4.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0839   -3.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7993   -3.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0
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  1  7  2  0
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  8 10  1  0
  6  8  1  0
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 17 18  1  0
 13 18  2  0
 19 20  1  0
 16 19  1  0
  5 13  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 27 28  1  0
 24 27  1  0
 29 30  1  0
 23 29  1  0
  3 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272752

   Ethyl 4-(3,4-dimethoxyphenyl)-6-(4-methoxyphenyl)-2-oxocyclohex-3-ene-1-carboxylate

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: 410.47

Molecular Weight (Monoisotopic): 410.1729

AlogP: 4.03

#Rotatable Bonds: 7

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.53

CX Basic pKa: ┄

CX LogP: 4.19

CX LogD: 4.19

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: 0.06

References

1. Shakil NA, Singh MK, Sathiyendiran M, Kumar J, Padaria JC..  (2013)  Microwave synthesis, characterization and bio-efficacy evaluation of novel chalcone based 6-carbethoxy-2-cyclohexen-1-one and 2H-indazol-3-ol derivatives.,  59  [PMID:23229055] [10.1016/j.ejmech.2012.10.038]

Source

Source(1):

• Scientific Literature