N-(4-(N-Benzoylsulfamoyl)phenyl)-2,4-dichlorobenzamide

ID: ALA4857734

PubChem CID: 164617533

Max Phase: Preclinical

Molecular Formula: C20H14Cl2N2O4S

Molecular Weight: 449.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NS(=O)(=O)c1ccc(NC(=O)c2ccc(Cl)cc2Cl)cc1)c1ccccc1

Standard InChI:  InChI=1S/C20H14Cl2N2O4S/c21-14-6-11-17(18(22)12-14)20(26)23-15-7-9-16(10-8-15)29(27,28)24-19(25)13-4-2-1-3-5-13/h1-12H,(H,23,26)(H,24,25)

Standard InChI Key:  LGGOIGYZPIHYDT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.5846   -5.7368    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.9931   -5.0245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553   -6.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3462   -7.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6371   -6.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9322   -7.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9322   -8.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6371   -8.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3462   -8.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553   -6.1452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7603   -7.3710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694   -6.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1785   -7.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8834   -6.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8834   -6.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1785   -5.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694   -6.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3019   -6.1370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -8.5968    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6371   -6.1452    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.0035   -5.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7276   -6.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4404   -7.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1430   -6.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1283   -6.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4150   -5.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9915   -4.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  1  0
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  6  7  2  0
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  2 19  1  0
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 12 13  1  0
  8 20  1  0
  6 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 22 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857734

   ---

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: 449.32

Molecular Weight (Monoisotopic): 448.0051

AlogP: 4.36

#Rotatable Bonds: 5

Polar Surface Area: 92.34

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.30

CX Basic pKa: ┄

CX LogP: 4.72

CX LogD: 3.78

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -1.61

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