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

ID: ALA3984726

PubChem CID: 18385844

Max Phase: Preclinical

Molecular Formula: C18H15Cl2NO4S

Molecular Weight: 412.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)OC(c2ccc(S(N)(=O)=O)cc2)=C(c2ccc(Cl)c(Cl)c2)C1=O

Standard InChI:  InChI=1S/C18H15Cl2NO4S/c1-18(2)17(22)15(11-5-8-13(19)14(20)9-11)16(25-18)10-3-6-12(7-4-10)26(21,23)24/h3-9H,1-2H3,(H2,21,23,24)

Standard InChI Key:  HWESXODAHPQBPN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    1.7975   -0.8132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5848   -1.6140    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3847   -1.3978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457   -6.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9370   -5.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5237   -6.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2721   -5.0666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6095   -5.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3535   -4.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286   -4.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3942   -5.3246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445   -3.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3814   -2.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962   -2.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741   -2.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7396   -3.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2269   -3.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8342   -3.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6566   -3.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1404   -3.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8031   -2.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773   -2.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4970   -2.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7662   -1.7057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9619   -3.1145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2864   -1.6051    0.0000 Cl  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
 20 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3984726

   4-[3-(3,4-Dichlorophenyl)-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: 412.29

Molecular Weight (Monoisotopic): 411.0099

AlogP: 3.89

#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: 10.09

CX Basic pKa: ┄

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.83

Np Likeness Score: -0.32

References

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

Source

Source(1):

• Patent Bioactivity Data