2,4-Dichloro-N-(4-(N-(4-chlorophenyl)sulfamoyl)phenyl)benzamide

ID: ALA4860521

PubChem CID: 125933531

Max Phase: Preclinical

Molecular Formula: C19H13Cl3N2O3S

Molecular Weight: 455.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(S(=O)(=O)Nc2ccc(Cl)cc2)cc1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C19H13Cl3N2O3S/c20-12-1-4-15(5-2-12)24-28(26,27)16-8-6-14(7-9-16)23-19(25)17-10-3-13(21)11-18(17)22/h1-11,24H,(H,23,25)

Standard InChI Key:  WAGPNQZRBOWQIM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.0097   -1.6261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4225   -2.3360    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8309   -1.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8932   -3.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841   -3.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4750   -3.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -3.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -4.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4750   -5.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841   -4.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8932   -2.7444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5981   -3.9702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3072   -3.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0163   -3.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7213   -3.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7213   -2.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0163   -2.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3072   -2.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1397   -2.7361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1506   -3.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8651   -3.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8782   -4.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1767   -5.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4622   -4.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4492   -3.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0609   -5.1960    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4750   -2.7444    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.1888   -6.0046    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
  4 11  2  0
  4 12  1  0
 13 14  1  0
 14 15  2  0
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 16 17  2  0
 17 18  1  0
 13 18  2  0
  2 19  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 19 20  1  0
 16  2  1  0
 12 13  1  0
  8 26  1  0
  6 27  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860521

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 455.75

Molecular Weight (Monoisotopic): 453.9712

AlogP: 5.70

#Rotatable Bonds: 5

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.92

CX Basic pKa: ┄

CX LogP: 5.36

CX LogD: 5.26

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.84

References

1. Pillaiyar T, Rosato F, Wozniak M, Blavier J, Charles M, Laschet C, Kronenberger T, Müller CE, Hanson J..  (2021)  Structure-activity relationships of agonists for the orphan G protein-coupled receptor GPR27.,  225  [PMID:34454125] [10.1016/j.ejmech.2021.113777]

Source

Source(1):

• Scientific Literature