N-(quinolin-8-yl)benzenesulfonamide

ID: ALA257286

Chembl Id: CHEMBL257286

Cas Number: 16082-59-0

PubChem CID: 161167

Max Phase: Preclinical

Molecular Formula: C15H12N2O2S

Molecular Weight: 284.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1cccc2cccnc12)c1ccccc1

Standard InChI:  InChI=1S/C15H12N2O2S/c18-20(19,13-8-2-1-3-9-13)17-14-10-4-6-12-7-5-11-16-15(12)14/h1-11,17H

Standard InChI Key:  FEBBZFJWAMUFPI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA257286

   8-(4-Benzenesulfonylamino)quinoline

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: 284.34

Molecular Weight (Monoisotopic): 284.0619

AlogP: 3.04

#Rotatable Bonds: 3

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.01

CX Basic pKa: 3.68

CX LogP: 2.62

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: -1.71

References

1. Xie Y, Deng S, Thomas CJ, Liu Y, Zhang YQ, Rinderspacher A, Huang W, Gong G, Wyler M, Cayanis E, Aulner N, Többen U, Chung C, Pampou S, Southall N, Vidović D, Schürer S, Branden L, Davis RE, Staudt LM, Inglese J, Austin CP, Landry DW, Smith DH, Auld DS..  (2008)  Identification of N-(quinolin-8-yl)benzenesulfonamides as agents capable of down-regulating NFkappaB activity within two separate high-throughput screens of NFkappaB activation.,  18  (1): [PMID:18024113] [10.1016/j.bmcl.2007.10.100]

2. Altmeyer MA, Marschner A, Schiffmann R, Klein CD..  (2010)  Subtype-selectivity of metal-dependent methionine aminopeptidase inhibitors.,  20  (14): [PMID:20621724] [10.1016/j.bmcl.2010.05.093]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

7. PubChem BioAssay data set, 

8.  (2014)  Novel sulfonaminoquinoline Hepcidin antagonists, 

9. Bano B, Arshia, Khan KM, Kanwal, Fatima B, Taha M, Ismail NH, Wadood A, Ghufran M, Perveen S..  (2017)  Synthesis, in vitro β-glucuronidase inhibitory potential and molecular docking studies of quinolines.,  139  [PMID:28865280] [10.1016/j.ejmech.2017.08.052]

10. Krajnak K, Dahl R..  (2018)  Small molecule SUMOylation activators are novel neuroprotective agents.,  28  (3): [PMID:29269215] [10.1016/j.bmcl.2017.12.028]

11. Perez C, Barkley-Levenson AM, Dick BL, Glatt PF, Martinez Y, Siegel D, Momper JD, Palmer AA, Cohen SM..  (2019)  Metal-Binding Pharmacophore Library Yields the Discovery of a Glyoxalase 1 Inhibitor.,  62  (3): [PMID:30628789] [10.1021/acs.jmedchem.8b01868]

12. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

Source

Source(4):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data
• CO-ADD antimicrobial screening data