4-bromo-2-chloro-N-[4-(sulfamoylmethyl)phenyl]benzenesulfonamide

ID: ALA3098849

PubChem CID: 25335375

Max Phase: Preclinical

Molecular Formula: C13H12BrClN2O4S2

Molecular Weight: 439.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)Cc1ccc(NS(=O)(=O)c2ccc(Br)cc2Cl)cc1

Standard InChI:  InChI=1S/C13H12BrClN2O4S2/c14-10-3-6-13(12(15)7-10)23(20,21)17-11-4-1-9(2-5-11)8-22(16,18)19/h1-7,17H,8H2,(H2,16,18,19)

Standard InChI Key:  MQDUECUFOWTTSE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    8.6870   -1.5371    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2782   -2.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1032   -2.2494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052   -2.3769    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8150   -1.6608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9900   -1.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2651   -2.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640   -3.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9788   -4.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6952   -3.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6923   -2.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9769   -2.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -1.5580    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5492   -4.0349    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.1211   -2.7867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8341   -2.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5485   -2.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2608   -2.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2582   -1.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5372   -1.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8277   -1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9705   -1.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3993   -1.1210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  5  4  2  0
  4  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 12 13  1  0
  8 14  1  0
 11  4  1  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22  1  1  0
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3098849

   4-bromo-2-chloro-N-[4-(sulfamoylmethyl)phenyl]benzenesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 439.74

Molecular Weight (Monoisotopic): 437.9110

AlogP: 2.69

#Rotatable Bonds: 5

Polar Surface Area: 106.33

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.16

CX Basic pKa: ┄

CX LogP: 2.20

CX LogD: 1.84

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -2.02

References

1. De Luca L, Ferro S, Damiano FM, Supuran CT, Vullo D, Chimirri A, Gitto R..  (2014)  Structure-based screening for the discovery of new carbonic anhydrase VII inhibitors.,  71  [PMID:24287559] [10.1016/j.ejmech.2013.10.071]

Source

Source(1):

• Scientific Literature