2,2-dimethyl-5-(4-(methylsulfonyl)phenyl)-4-m-tolylfuran-3(2H)-one

ID: ALA3975911

PubChem CID: 18386006

Max Phase: Preclinical

Molecular Formula: C20H20O4S

Molecular Weight: 356.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C2=C(c3ccc(S(C)(=O)=O)cc3)OC(C)(C)C2=O)c1

Standard InChI:  InChI=1S/C20H20O4S/c1-13-6-5-7-15(12-13)17-18(24-20(2,3)19(17)21)14-8-10-16(11-9-14)25(4,22)23/h5-12H,1-4H3

Standard InChI Key:  FAKOKFQFCDOHKL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   25.1465  -24.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9338  -24.8336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.7335  -24.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6944  -29.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2858  -28.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8726  -29.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6210  -28.2860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9582  -28.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7022  -27.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8774  -27.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7428  -28.5440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3934  -26.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.4230  -25.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0886  -26.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5758  -26.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1152  -24.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1830  -26.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0052  -26.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4891  -26.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1519  -25.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3259  -25.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8458  -26.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3104  -26.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  9 10  2  0
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  8 11  2  0
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 15 16  1  0
 16 17  2  0
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 10 12  1  0
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  2 18  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3975911

   2,2-Dimethyl-4-(3-methylphenyl)-5-(4-methylsulfonylphenyl)furan-3-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: 356.44

Molecular Weight (Monoisotopic): 356.1082

AlogP: 3.64

#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: 3.55

CX LogD: 3.55

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: -0.25

References

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

Source

Source(1):

• Patent Bioactivity Data