SID7967248

ID: ALA1530310

PubChem CID: 894115

Max Phase: Preclinical

Molecular Formula: C15H12N2O3S

Molecular Weight: 300.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1ccc(O)cc1)c1cccc2cccnc12

Standard InChI:  InChI=1S/C15H12N2O3S/c18-13-8-6-12(7-9-13)17-21(19,20)14-5-1-3-11-4-2-10-16-15(11)14/h1-10,17-18H

Standard InChI Key:  KVFNSUPFXGYOKN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -0.3269    1.5306    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4981    1.5306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519    1.5306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310   -0.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269    0.7056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7558    2.3556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269    2.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    3.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876    2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876    0.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269    4.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876    3.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7558    4.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021    0.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -0.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    3.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8166   -0.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8166    0.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1021   -0.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  5  1  0
  1  7  1  0
  4 19  1  0
  5 11  1  0
  6  8  2  0
  6 15  1  0
  7  8  1  0
  7 10  2  0
  8  9  1  0
  9 12  1  0
  9 14  2  0
 10 13  1  0
 11 16  2  0
 11 17  1  0
 12 13  2  0
 14 18  1  0
 15 18  2  0
 16 20  1  0
 17 21  2  0
 19 20  2  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1530310

   N-(4-hydroxyphenyl)-8-quinolinesulfonamide

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: 300.34

Molecular Weight (Monoisotopic): 300.0569

AlogP: 2.74

#Rotatable Bonds: 3

Polar Surface Area: 79.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.18

CX Basic pKa: 0.47

CX LogP: 2.32

CX LogD: 1.96

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: -1.42

References

1. PubChem BioAssay data set, 

2. Jung HJ, Cho M, Kim Y, Han G, Kwon HJ..  (2014)  Development of a novel class of mitochondrial ubiquinol-cytochrome c reductase binding protein (UQCRB) modulators as promising antiangiogenic leads.,  57  (19): [PMID:25244355] [10.1021/jm500863j]

3. Choi E, Lee J, Lee S, Song BW, Seo HH, Cha MJ, Lim S, Lee C, Song SW, Han G, Hwang KC..  (2016)  Potential therapeutic application of small molecule with sulfonamide for chondrogenic differentiation and articular cartilage repair.,  26  (20): [PMID:27614412] [10.1016/j.bmcl.2016.08.069]

4. 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(3):

• Scientific Literature
• PubChem BioAssays
• CO-ADD antimicrobial screening data