2-nitro-N-(quinolin-8-yl)benzenesulfonamide

ID: ALA270605

Chembl Id: CHEMBL270605

Cas Number: 21868-77-9

PubChem CID: 739449

Max Phase: Preclinical

Molecular Formula: C15H11N3O4S

Molecular Weight: 329.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccccc1S(=O)(=O)Nc1cccc2cccnc12

Standard InChI:  InChI=1S/C15H11N3O4S/c19-18(20)13-8-1-2-9-14(13)23(21,22)17-12-7-3-5-11-6-4-10-16-15(11)12/h1-10,17H

Standard InChI Key:  YCXUFEOBLVZNAP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA270605

   2-nitro-N-quinolin-8-ylbenzenesulfonamide

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: 329.34

Molecular Weight (Monoisotopic): 329.0470

AlogP: 2.94

#Rotatable Bonds: 4

Polar Surface Area: 102.20

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.75

CX Basic pKa: 3.67

CX LogP: 2.56

CX LogD: 1.68

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -2.00

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. Tsai KC, Teng LW, Shao YM, Chen YC, Lee YC, Li M, Hsiao NW..  (2009)  The first pharmacophore model for potent NF-kappaB inhibitors.,  19  (19): [PMID:19726185] [10.1016/j.bmcl.2009.08.021]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

7.  (2014)  Novel sulfonaminoquinoline Hepcidin antagonists, 

8. 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]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data