3-(3,5-difluorophenyl)-2-(4-(methylsulfonyl)phenyl)-1-oxaspiro[4.4]non-2-en-4-one

ID: ALA3986333

PubChem CID: 18385985

Max Phase: Preclinical

Molecular Formula: C21H18F2O4S

Molecular Weight: 404.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(C2=C(c3cc(F)cc(F)c3)C(=O)C3(CCCC3)O2)cc1

Standard InChI:  InChI=1S/C21H18F2O4S/c1-28(25,26)17-6-4-13(5-7-17)19-18(14-10-15(22)12-16(23)11-14)20(24)21(27-19)8-2-3-9-21/h4-7,10-12H,2-3,8-9H2,1H3

Standard InChI Key:  RSGRKGMCRNCVJN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.8831  -13.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1374  -13.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4745  -12.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8157  -13.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1643   -7.9998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1261   -8.8199    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.8554   -8.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8138  -12.2280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1373  -12.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8798  -11.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.9152  -12.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5803  -10.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9096  -10.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4259   -9.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6128   -9.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.7716  -10.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.1665  -10.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6418  -10.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3040   -9.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4862   -9.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0145  -10.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3154   -8.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4551  -10.2786    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.1457   -8.6336    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 11 20  1  0
 17  7  1  0
  7 26  1  0
 22 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986333

   3-(3,5-Difluorophenyl)-2-(4-methylsulfonylphenyl)-1-oxaspiro[4.4]non-2-en-4-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: 404.43

Molecular Weight (Monoisotopic): 404.0894

AlogP: 4.15

#Rotatable Bonds: 3

Polar Surface Area: 60.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.77

Np Likeness Score: -0.38

References

1.  (2002)  4,5-diaryl-3(2H)-furanone derivatives as cyclooxygenase-2 inhibitors, 

Source

Source(1):

• Patent Bioactivity Data