4-(2,6-difluorophenyl)-5-(3-fluoro-4-(methylsulfonyl)phenyl)-2,2-dimethylfuran-3(2H)-one

ID: ALA3981573

PubChem CID: 18385676

Max Phase: Preclinical

Molecular Formula: C19H15F3O4S

Molecular Weight: 396.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)OC(c2ccc(S(C)(=O)=O)c(F)c2)=C(c2c(F)cccc2F)C1=O

Standard InChI:  InChI=1S/C19H15F3O4S/c1-19(2)18(23)16(15-11(20)5-4-6-12(15)21)17(26-19)10-7-8-14(13(22)9-10)27(3,24)25/h4-9H,1-3H3

Standard InChI Key:  OUBIHSDQGOZVGR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.2263  -28.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8173  -29.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9161  -23.8318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779  -24.6519    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6072  -24.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5657  -28.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8891  -28.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6316  -27.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8153  -27.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6670  -28.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3321  -26.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6614  -25.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1777  -25.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646  -25.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0376  -26.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234  -26.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1040  -26.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9183  -26.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3936  -26.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0558  -25.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2380  -25.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7663  -25.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672  -24.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5057  -24.4709    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554  -27.4390    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528  -25.7961    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  2  0
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  7  2  1  0
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  9 10  2  0
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 10 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
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  9 18  1  0
 15  5  1  0
  5 24  1  0
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 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981573

   4-(2,6-Difluorophenyl)-5-(3-fluoro-4-methylsulfonylphenyl)-2,2-dimethylfuran-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: 396.39

Molecular Weight (Monoisotopic): 396.0643

AlogP: 3.75

#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: 3.46

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -0.37

References

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

Source

Source(1):

• Patent Bioactivity Data