N,N-dimethyl-4-(3-(trifluoromethyl)phenylsulfonamido)benzamide

ID: ALA2289622

PubChem CID: 24580821

Max Phase: Preclinical

Molecular Formula: C16H15F3N2O3S

Molecular Weight: 372.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1ccc(NS(=O)(=O)c2cccc(C(F)(F)F)c2)cc1

Standard InChI:  InChI=1S/C16H15F3N2O3S/c1-21(2)15(22)11-6-8-13(9-7-11)20-25(23,24)14-5-3-4-12(10-14)16(17,18)19/h3-10,20H,1-2H3

Standard InChI Key:  BFEBKEQDOFJHQB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   30.3492  -19.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5298  -19.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1079  -20.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5042  -21.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3268  -21.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7450  -20.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5621  -20.4446    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.9597  -21.1585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7768  -21.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1692  -21.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9855  -21.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4058  -21.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0038  -20.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1887  -20.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3463  -19.5837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3038  -20.2317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2217  -21.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6233  -21.9171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6372  -20.5017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1348  -18.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5569  -18.2881    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.3178  -18.9722    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.7214  -18.2754    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.4544  -20.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2356  -19.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  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
 13 14  2  0
 14  9  1  0
  7 15  2  0
  7 16  2  0
 12 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 19 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289622

   N,N-dimethyl-4-[[3-(trifluoromethyl)phenyl]sulfonylamino]benzamide

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: 372.37

Molecular Weight (Monoisotopic): 372.0755

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.54

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.90

Np Likeness Score: -2.13

References

1. SHIMOTORI H, YANAGIDA H, ENOMOTO Y, IGARASHI K, YOSHINARI M, UMEMOTO M.  (1996)  Evaluation of Benzenesulfonanilide Derivatives for the Control of Crucifers Clubroot,  21  (1): [10.1584/jpestics.21.31]

Source

Source(1):

• Scientific Literature