2-(2,4-Dichlorophenyl)-N-(4-(N-phenylsulfamoyl)phenyl)acetamide

ID: ALA4847143

PubChem CID: 18205005

Max Phase: Preclinical

Molecular Formula: C20H16Cl2N2O3S

Molecular Weight: 435.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(Cl)cc1Cl)Nc1ccc(S(=O)(=O)Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C20H16Cl2N2O3S/c21-15-7-6-14(19(22)13-15)12-20(25)23-16-8-10-18(11-9-16)28(26,27)24-17-4-2-1-3-5-17/h1-11,13,24H,12H2,(H,23,25)

Standard InChI Key:  UOTKLTIZCNVGLS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   10.5286   -6.0258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9413   -6.7356    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3497   -6.0233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4058   -7.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4058   -7.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6967   -8.3709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1107   -8.3709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8198   -7.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5289   -8.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2339   -7.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2339   -7.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5289   -6.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8198   -7.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6493   -7.1410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6533   -7.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3633   -8.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3672   -9.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6611   -9.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9511   -9.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9472   -8.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6967   -6.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6967   -5.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9876   -5.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2826   -5.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2826   -6.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9876   -7.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5736   -5.5107    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4058   -5.5107    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
  4  6  2  0
  4  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
  2 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 14 15  1  0
 11  2  1  0
  7  8  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 24 27  1  0
 22 28  1  0
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4847143

   2-(2,4-dichlorophenyl)-N-[4-(phenylsulfamoyl)phenyl]acetamide

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: 435.33

Molecular Weight (Monoisotopic): 434.0259

AlogP: 4.98

#Rotatable Bonds: 6

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.95

CX Basic pKa: ┄

CX LogP: 4.74

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -1.92

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