(E)-4-(N-(2-(1-(Hydroxyimino)ethyl)phenyl)sulfamoyl)phenyl pivalate

ID: ALA3398148

PubChem CID: 118202507

Max Phase: Preclinical

Molecular Formula: C19H22N2O5S

Molecular Weight: 390.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N/O)c1ccccc1NS(=O)(=O)c1ccc(OC(=O)C(C)(C)C)cc1

Standard InChI:  InChI=1S/C19H22N2O5S/c1-13(20-23)16-7-5-6-8-17(16)21-27(24,25)15-11-9-14(10-12-15)26-18(22)19(2,3)4/h5-12,21,23H,1-4H3/b20-13-

Standard InChI Key:  MSIGLHAWDSGRGI-MOSHPQCFSA-N

Molfile:  

     RDKit          2D

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    2.5951   -3.0039    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
    3.8916   -4.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9336   -3.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316   -4.3586    0.0000 C   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
    2.5973   -1.5031    0.0000 O   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
   -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
   -2.5988    1.5004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6378    0.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5998    3.0012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    3.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9027    5.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2032    5.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5007    5.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977    3.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1971    2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6060    6.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6113    7.5083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645    5.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522    8.1053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  1  6  2  0
  1  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
 14 15  2  0
 14 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 23 24  2  0
 23 25  1  0
 18 23  1  0
 16 17  1  0
 11 14  1  0
  7  8  1  0
 14 26  2  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3398148

   [4-[[2-[(Z)-N-hydroxy-C-methylcarbonimidoyl]phenyl]sulfamoyl]phenyl] 2,2-dimethylpropanoate

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: 390.46

Molecular Weight (Monoisotopic): 390.1249

AlogP: 3.64

#Rotatable Bonds: 5

Polar Surface Area: 105.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.52

CX Basic pKa: 1.39

CX LogP: 3.43

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.27

Np Likeness Score: -1.12

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