4-(3-(2-fluorophenyl)-5,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl)benzenesulfonamide

ID: ALA3970855

PubChem CID: 18385866

Max Phase: Preclinical

Molecular Formula: C18H16FNO4S

Molecular Weight: 361.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)OC(c2ccc(S(N)(=O)=O)cc2)=C(c2ccccc2F)C1=O

Standard InChI:  InChI=1S/C18H16FNO4S/c1-18(2)17(21)15(13-5-3-4-6-14(13)19)16(24-18)11-7-9-12(10-8-11)25(20,22)23/h3-10H,1-2H3,(H2,20,22,23)

Standard InChI Key:  BTUAYXMLISLDMZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   25.6484   -8.7788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4357   -9.5795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.2354   -9.3634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1965  -14.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7877  -13.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3746  -14.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1229  -13.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4602  -13.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2043  -12.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3794  -12.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2449  -13.2901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8954  -11.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2322  -10.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7469  -10.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9249  -10.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5905  -11.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0777  -11.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6850  -11.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5074  -11.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9913  -10.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6540  -10.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8280  -10.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3478  -10.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6171   -9.6712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8439  -12.4172    0.0000 F   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
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3970855

   4-[3-(2-Fluorophenyl)-5,5-dimethyl-4-oxofuran-2-yl]benzenesulfonamide

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: 361.39

Molecular Weight (Monoisotopic): 361.0784

AlogP: 2.72

#Rotatable Bonds: 3

Polar Surface Area: 86.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.08

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.91

Np Likeness Score: -0.39

References

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

Source

Source(1):

• Patent Bioactivity Data