methyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)phenylsulfonamide)benzoate

ID: ALA3398160

PubChem CID: 118727256

Max Phase: Preclinical

Molecular Formula: C19H18F3NO6S

Molecular Weight: 445.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H18F3NO6S/c1-18(2,19(20,21)22)17(25)29-12-8-10-13(11-9-12)30(26,27)23-15-7-5-4-6-14(15)16(24)28-3/h4-11,23H,1-3H3

Standard InChI Key:  VFYZSCJFFKGKCS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 31  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
   10.1178    7.6787    0.0000 C   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
    9.0811    7.0747    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 O   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
    9.0711    9.7756    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
   10.1078   10.3798    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0663   10.9755    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0296   10.3716    0.0000 F   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  8  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
  7 14  2  0
  7 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
  2 22  1  0
 24  5  1  0
  5 25  1  0
 24 26  2  0
 23 24  1  0
 19 23  1  0
  9 22  1  0
 15 27  1  0
 25 28  1  0
 25 29  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3398160

   ---

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: 445.42

Molecular Weight (Monoisotopic): 445.0807

AlogP: 3.77

#Rotatable Bonds: 6

Polar Surface Area: 98.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.15

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 3.87

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -1.08

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