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

ID: ALA3972337

PubChem CID: 18385960

Max Phase: Preclinical

Molecular Formula: C18H14ClF2NO4S

Molecular Weight: 413.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)OC(c2ccc(S(N)(=O)=O)c(Cl)c2)=C(c2cc(F)cc(F)c2)C1=O

Standard InChI:  InChI=1S/C18H14ClF2NO4S/c1-18(2)17(23)15(10-5-11(20)8-12(21)6-10)16(26-18)9-3-4-14(13(19)7-9)27(22,24)25/h3-8H,1-2H3,(H2,22,24,25)

Standard InChI Key:  IZMPQYNNFCONDJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   23.5789  -13.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1744  -12.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7654  -13.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8642   -8.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8260   -8.8529    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5553   -8.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5138  -12.2610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8372  -12.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5797  -11.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7634  -11.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6151  -12.5051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2802  -10.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6095  -10.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1258   -9.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3127   -9.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9857  -10.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4715  -10.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0521  -10.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8664  -10.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3417  -10.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0039   -9.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1861   -9.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7144  -10.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0153   -8.9446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4538   -8.6718    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.1550  -10.3116    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.8456   -8.6666    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
  6  5  2  0
  7  2  1  0
  2  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  5  1  0
  5 24  1  0
 14 25  1  0
 20 26  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3972337

   2-Chloro-4-[3-(3,5-difluorophenyl)-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: 413.83

Molecular Weight (Monoisotopic): 413.0300

AlogP: 3.51

#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: 9.01

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.83

Np Likeness Score: -0.44

References

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

Source

Source(1):

• Patent Bioactivity Data