4-(N-(2-Acetylphenyl)sulfamoyl)phenyl 2-methylpropane-2-sulfinate

ID: ALA3398162

PubChem CID: 118727257

Max Phase: Preclinical

Molecular Formula: C18H22N2O4S2

Molecular Weight: 394.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccccc1NS(=O)(=O)c1ccc(N[S+]([O-])C(C)(C)C)cc1

Standard InChI:  InChI=1S/C18H22N2O4S2/c1-13(21)16-7-5-6-8-17(16)20-26(23,24)15-11-9-14(10-12-15)19-25(22)18(2,3)4/h5-12,19-20H,1-4H3

Standard InChI Key:  BUTDAKFMSUKQHY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    9.0763    8.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7797    7.5190    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7382    8.1150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7849    6.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0721    9.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1178    7.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1134    8.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4883    5.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4914    3.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1877    6.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1939    3.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    5.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548    3.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5568    2.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  2  4  1  0
  1  5  1  0
  6  1  1  0
  1  7  1  0
  8  4  1  0
  9  8  2  0
  8 10  1  0
 11  9  1  0
 10 12  2  0
 13 11  2  0
 13 12  1  0
 14 13  1  0
 14 15  2  0
 16 14  2  0
 14 17  1  0
 18 17  1  0
 19 18  2  0
 18 20  1  0
 21 19  1  0
 19 22  1  0
 20 23  2  0
 21 24  2  0
 21 25  1  0
 26 22  2  0
 23 26  1  0
M  CHG  2   2   1   3  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3398162

   ---

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: 394.52

Molecular Weight (Monoisotopic): 394.1021

AlogP: 3.56

#Rotatable Bonds: 6

Polar Surface Area: 98.33

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.75

CX Basic pKa: ┄

CX LogP: 1.56

CX LogD: -0.07

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.20

References

1. Hwang TL, Wang WH, Wang TY, Yu HP, Hsieh PW..  (2015)  Synthesis and pharmacological characterization of 2-aminobenzaldehyde oxime analogs as dual inhibitors of neutrophil elastase and proteinase 3.,  23  (5): [PMID:25650311] [10.1016/j.bmc.2014.12.056]

Source

Source(1):

• Scientific Literature