2,4-Dichloro-N-(4-(N-(o-tolyl)sulfamoyl)phenyl)benzamide

ID: ALA4866235

PubChem CID: 1304207

Max Phase: Preclinical

Molecular Formula: C20H16Cl2N2O3S

Molecular Weight: 435.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1NS(=O)(=O)c1ccc(NC(=O)c2ccc(Cl)cc2Cl)cc1

Standard InChI:  InChI=1S/C20H16Cl2N2O3S/c1-13-4-2-3-5-19(13)24-28(26,27)16-9-7-15(8-10-16)23-20(25)17-11-6-14(21)12-18(17)22/h2-12,24H,1H3,(H,23,25)

Standard InChI Key:  REGILILZAAWJEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.2751  -13.0090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6878  -13.7189    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0962  -13.0065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585  -14.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4494  -15.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7403  -14.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354  -15.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0354  -16.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7403  -16.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4494  -16.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585  -14.1273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8635  -15.3531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5726  -14.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2816  -15.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9866  -14.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9866  -14.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2816  -13.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5726  -14.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4050  -14.1190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4160  -14.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1305  -15.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1436  -16.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4421  -16.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7276  -16.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7145  -15.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263  -16.5789    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7403  -14.1273    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8319  -14.9136    0.0000 C   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
 15 16  1  0
 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
 21 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4866235

   2,4-dichloro-N-[4-[(2-methylphenyl)sulfamoyl]phenyl]benzamide

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: 5.35

#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: 7.99

CX Basic pKa: ┄

CX LogP: 5.27

CX LogD: 5.19

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -2.12

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