4-(4-tert-butylphenyl)-2,2-dimethyl-5-(4-(methylsulfonyl)phenyl)furan-3(2H)-one

ID: ALA3976673

PubChem CID: 18385637

Max Phase: Preclinical

Molecular Formula: C23H26O4S

Molecular Weight: 398.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)OC(c2ccc(S(C)(=O)=O)cc2)=C(c2ccc(C(C)(C)C)cc2)C1=O

Standard InChI:  InChI=1S/C23H26O4S/c1-22(2,3)17-11-7-15(8-12-17)19-20(27-23(4,5)21(19)24)16-9-13-18(14-10-16)28(6,25)26/h7-14H,1-6H3

Standard InChI Key:  YEOFGRCGUIPWRA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.5003   -1.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2877   -1.8042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0868   -1.5883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0462   -6.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6378   -5.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2249   -6.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9735   -5.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3097   -5.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0540   -4.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2299   -4.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0937   -5.5115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7462   -3.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0828   -3.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5980   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7767   -2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4424   -3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9293   -3.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5342   -3.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3559   -3.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8393   -3.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5023   -2.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6772   -2.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1973   -3.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4699   -1.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9851   -1.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8059   -1.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6470   -1.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3920   -1.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  1  0
  6  5  1  0
  7  5  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10  7  1  0
  8 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  9 18  1  0
 15  2  1  0
  2 24  1  0
 21 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3976673

   4-(4-Tert-butylphenyl)-2,2-dimethyl-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: 398.52

Molecular Weight (Monoisotopic): 398.1552

AlogP: 4.63

#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: 4.58

CX LogD: 4.58

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -0.19

References

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

Source

Source(1):

• Patent Bioactivity Data