(rac)-5-Methoxy-2-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-inden-1-one

ID: ALA3785594

PubChem CID: 58027362

Max Phase: Preclinical

Molecular Formula: C23H20O3

Molecular Weight: 344.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2C(=O)c3ccc(OC)cc3C2c2ccccc2)cc1

Standard InChI:  InChI=1S/C23H20O3/c1-25-17-10-8-16(9-11-17)22-21(15-6-4-3-5-7-15)20-14-18(26-2)12-13-19(20)23(22)24/h3-14,21-22H,1-2H3

Standard InChI Key:  RFAZNDRBXSBRNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -2.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0896    0.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    3.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114    5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6621    2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9234    1.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0791   -0.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2418   -1.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7453   -1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2218    4.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2965    5.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251    2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5761   -0.2862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1020   -1.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
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  7 10  2  0
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  9 12  1  0
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  1 23  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3785594

   5-Methoxy-2-(4-methoxyphenyl)-3-phenyl-2,3-dihydroinden-1-one

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: 344.41

Molecular Weight (Monoisotopic): 344.1412

AlogP: 4.82

#Rotatable Bonds: 4

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.68

Np Likeness Score: 0.33

References

1. Tang ML, Zhong C, Liu ZY, Peng P, Liu XH, Sun X..  (2016)  Discovery of novel sesquistilbene indanone analogues as potent anti-inflammatory agents.,  113  [PMID:26922229] [10.1016/j.ejmech.2016.02.021]

2. Tang ML, Zhong C, Liu ZY, Peng P, Liu XH, Sun X..  (2016)  Discovery of novel sesquistilbene indanone analogues as potent anti-inflammatory agents.,  113  [PMID:26922229] [10.1016/j.ejmech.2016.02.021]

3. Tang ML, Zhong C, Liu ZY, Peng P, Liu XH, Sun X..  (2016)  Discovery of novel sesquistilbene indanone analogues as potent anti-inflammatory agents.,  113  [PMID:26922229] [10.1016/j.ejmech.2016.02.021]

Source

Source(1):

• Scientific Literature