2,4-Dichloro-N-(4-(N-(3-chlorophenyl)sulfamoyl)phenyl)benzamide

ID: ALA4869721

PubChem CID: 164620267

Max Phase: Preclinical

Molecular Formula: C19H13Cl3N2O3S

Molecular Weight: 455.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(S(=O)(=O)Nc2cccc(Cl)c2)cc1)c1ccc(Cl)cc1Cl

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

Standard InChI Key:  LGQGBWCQFFQNEU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.8087   -7.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2214   -8.0233    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6299   -7.3110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921   -9.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9830   -9.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2739   -9.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5690   -9.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5690  -10.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740  -10.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9830  -10.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6921   -8.4317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3971   -9.6575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1062   -9.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8153   -9.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5202   -9.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5202   -8.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8153   -8.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1062   -8.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9387   -8.4235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9496   -9.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6641   -9.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6772  -10.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9757  -10.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2612  -10.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2481   -9.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8599  -10.8833    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2739   -8.4317    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.3911  -10.8531    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
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  8  9  2  0
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  2 19  1  0
 20 21  1  0
 21 22  2  0
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 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
 22 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869721

   ---

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: 7.82

CX Basic pKa: ┄

CX LogP: 5.36

CX LogD: 5.24

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -2.01

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