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

ID: ALA2289623

PubChem CID: 76331184

Max Phase: Preclinical

Molecular Formula: C16H14ClF3N2O3S

Molecular Weight: 406.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1ccc(NS(=O)(=O)c2cccc(C(F)(F)F)c2)c(Cl)c1

Standard InChI:  InChI=1S/C16H14ClF3N2O3S/c1-22(2)15(23)10-6-7-14(13(17)8-10)21-26(24,25)12-5-3-4-11(9-12)16(18,19)20/h3-9,21H,1-2H3

Standard InChI Key:  DUGXXFHLRPGHIU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.1881  -23.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7662  -23.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625  -24.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9851  -24.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4033  -24.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2204  -24.0353    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180  -24.7492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351  -24.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8275  -25.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438  -25.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0641  -24.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621  -24.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8471  -24.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046  -23.1744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9621  -23.8224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8800  -24.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2816  -25.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2956  -24.0924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931  -22.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152  -21.8788    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0256  -22.5629    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797  -21.8661    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1127  -24.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8939  -23.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4456  -23.3505    0.0000 Cl  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
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  7 15  2  0
  7 16  2  0
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  2 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 19 24  1  0
 19 25  1  0
 14 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289623

   3-chloro-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: 406.81

Molecular Weight (Monoisotopic): 406.0366

AlogP: 3.86

#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: 8.63

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -2.40

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