methyl 2-(4-pivalamidophenylsulfonamido)benzoate

ID: ALA3398161

PubChem CID: 33009902

Max Phase: Preclinical

Molecular Formula: C19H22N2O5S

Molecular Weight: 390.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccccc1NS(=O)(=O)c1ccc(NC(=O)C(C)(C)C)cc1

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

Standard InChI Key:  OSFLKQQQDBTMGT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    1.5548    3.6021    0.0000 O   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
    1.5568    2.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0763    8.2747    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
    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
    3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 O   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
    5.1939    3.0097    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
    6.4883    5.2624    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
    3.8902    5.2570    0.0000 C   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
    7.7849    6.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7797    7.5190    0.0000 C   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
    3.6331   -3.6060    0.0000 C   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
   10.1134    8.8785    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
  2  1  2  0
  3  2  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  5 12  2  0
  5 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
  2 20  1  0
 22  4  1  0
 22 23  2  0
 21 22  1  0
 17 21  1  0
  7 20  1  0
 13 24  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3398161

   Methyl 2-[[4-(2,2-dimethylpropanoylamino)phenyl]sulfonylamino]benzoate

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: 3.26

#Rotatable Bonds: 5

Polar Surface Area: 101.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.10

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.11

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: -1.52

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