3-methyl-7-((4-methylbenzyl)oxy)-2,3-dihydronaphtho[1,2-b]furan-4,5-dione

ID: ALA5271534

Max Phase: Preclinical

Molecular Formula: C21H18O4

Molecular Weight: 334.37

Names and Identifiers

Canonical SMILES:  Cc1ccc(COc2ccc3c(c2)C(=O)C(=O)C2=C3OCC2C)cc1

Standard InChI:  InChI=1S/C21H18O4/c1-12-3-5-14(6-4-12)11-24-15-7-8-16-17(9-15)19(22)20(23)18-13(2)10-25-21(16)18/h3-9,13H,10-11H2,1-2H3

Standard InChI Key:  QHCDDZKNRKNPHU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.3524   -1.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1232   -0.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5360    0.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3587    0.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715   -0.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3623   -1.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7715    1.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5970    1.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098    0.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5970   -0.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8316    0.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125   -0.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1523   -0.9628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097    1.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3589    1.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4151    0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4151   -1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
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  7  8  1  0
  8  9  1  0
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  9 14  1  0
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 12 18  1  0
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 19 24  1  0
  6 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5271534

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 334.37

Molecular Weight (Monoisotopic): 334.1205

AlogP: 3.72

#Rotatable Bonds: 3

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: 0.85

References

1. Dong J, Cheng XD, Zhang WD, Qin JJ..  (2021)  Recent Update on Development of Small-Molecule STAT3 Inhibitors for Cancer Therapy: From Phosphorylation Inhibition to Protein Degradation.,  64  (13.0): [PMID:34170703] [10.1021/acs.jmedchem.1c00629]

Source

Source(1):

• Scientific Literature