methyl 3-chloro-4-(3,4-dichlorophenylsulfonamido)benzoate

ID: ALA2289621

PubChem CID: 76334761

Max Phase: Preclinical

Molecular Formula: C14H10Cl3NO4S

Molecular Weight: 394.66

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H10Cl3NO4S/c1-22-14(19)8-2-5-13(12(17)6-8)18-23(20,21)9-3-4-10(15)11(16)7-9/h2-7,18H,1H3

Standard InChI Key:  XBIZZHOSFUXUMA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   20.4232  -19.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6038  -19.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1819  -19.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5782  -20.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4008  -20.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8190  -19.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6361  -19.8957    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0337  -20.6096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8508  -20.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2432  -21.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0595  -21.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4798  -20.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0778  -19.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2628  -19.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4203  -19.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3778  -19.6828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2957  -20.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6973  -21.3681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7113  -19.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5284  -19.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3648  -19.8396    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.8613  -19.2109    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.2088  -18.4390    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA2289621

   Methyl 3-chloro-4-[(3,4-dichlorophenyl)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: 394.66

Molecular Weight (Monoisotopic): 392.9396

AlogP: 4.23

#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: 8.57

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -1.84

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