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

ID: ALA4854273

PubChem CID: 164611803

Max Phase: Preclinical

Molecular Formula: C20H17BrN2O4S

Molecular Weight: 461.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Br)ccc1C(=O)Nc1ccc(S(=O)(=O)Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C20H17BrN2O4S/c1-27-19-13-14(21)7-12-18(19)20(24)22-15-8-10-17(11-9-15)28(25,26)23-16-5-3-2-4-6-16/h2-13,23H,1H3,(H,22,24)

Standard InChI Key:  KGBPFPNBROYEDV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   10.6111   -5.6502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0238   -6.3601    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4322   -5.6477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4945   -7.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7854   -7.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0763   -7.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3714   -7.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3714   -8.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0763   -9.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7854   -8.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4945   -6.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1995   -7.9942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9086   -7.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6177   -7.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3226   -7.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3226   -6.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6177   -6.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9086   -6.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7314   -6.7767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7234   -7.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4284   -8.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4223   -8.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7113   -9.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0063   -8.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0123   -7.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6633   -9.2194    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.0732   -6.7722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3650   -6.3645    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
 27 28  1  0
  6 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4854273

   ---

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: 461.34

Molecular Weight (Monoisotopic): 460.0092

AlogP: 4.51

#Rotatable Bonds: 6

Polar Surface Area: 84.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.94

CX Basic pKa: ┄

CX LogP: 4.16

CX LogD: 4.07

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -1.53

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