methyl 3-chloro-4-(4-chloro-3-(trifluoromethyl)phenylsulfonamido)benzoate

ID: ALA2289620

PubChem CID: 76316601

Max Phase: Preclinical

Molecular Formula: C15H10Cl2F3NO4S

Molecular Weight: 428.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(NS(=O)(=O)c2ccc(Cl)c(C(F)(F)F)c2)c(Cl)c1

Standard InChI:  InChI=1S/C15H10Cl2F3NO4S/c1-25-14(22)8-2-5-13(12(17)6-8)21-26(23,24)9-3-4-11(16)10(7-9)15(18,19)20/h2-7,21H,1H3

Standard InChI Key:  BKXHFXGXQBZUNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   10.7655  -18.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9461  -18.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5242  -19.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9205  -19.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7431  -19.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -19.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9784  -19.2394    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3760  -19.9534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1931  -19.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5855  -20.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4018  -20.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8221  -19.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4201  -19.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6050  -19.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7626  -18.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7201  -19.0265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6380  -20.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0396  -20.7119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0535  -19.2966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8707  -19.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7071  -19.1833    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.2036  -18.5547    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5511  -17.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9732  -17.0830    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7341  -17.7671    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1377  -17.0702    0.0000 F   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
 19 20  1  0
  3 21  1  0
 14 22  1  0
  2 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289620

   Methyl 3-chloro-4-[[4-chloro-3-(trifluoromethyl)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: 428.21

Molecular Weight (Monoisotopic): 426.9660

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 72.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.58

CX Basic pKa: ┄

CX LogP: 4.55

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -1.87

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