2-Bromo-4-chloro-N-(4-(N-phenylsulfamoyl)phenyl)benzamide

ID: ALA4865504

PubChem CID: 164624083

Max Phase: Preclinical

Molecular Formula: C19H14BrClN2O3S

Molecular Weight: 465.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(S(=O)(=O)Nc2ccccc2)cc1)c1ccc(Cl)cc1Br

Standard InChI:  InChI=1S/C19H14BrClN2O3S/c20-18-12-13(21)6-11-17(18)19(24)22-14-7-9-16(10-8-14)27(25,26)23-15-4-2-1-3-5-15/h1-12,23H,(H,22,24)

Standard InChI Key:  AROXJWNWANVMKG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   10.6730   -5.6502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0857   -6.3601    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4942   -5.6477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564   -7.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8473   -7.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1382   -7.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4333   -7.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4333   -8.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1382   -9.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8473   -8.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564   -6.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2614   -7.9942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9705   -7.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6796   -7.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3845   -7.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3845   -6.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6796   -6.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9705   -6.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7933   -6.7767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7853   -7.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4903   -8.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4843   -8.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7732   -9.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0682   -8.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0742   -7.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7242   -9.2200    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1372   -6.7684    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA4865504

   ---

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: 465.76

Molecular Weight (Monoisotopic): 463.9597

AlogP: 5.16

#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: 7.94

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -1.87

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