N-(8-Hydroxyquinolin-5-yl)biphenyl-4-sulfonamide

ID: ALA3360265

PubChem CID: 118724177

Max Phase: Preclinical

Molecular Formula: C22H17NO3S

Molecular Weight: 375.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(Nc1cccc2cccc(O)c12)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H17NO3S/c24-21-11-5-9-18-8-4-10-20(22(18)21)23-27(25,26)19-14-12-17(13-15-19)16-6-2-1-3-7-16/h1-15,23-24H

Standard InChI Key:  SKYCSQDOYQRCFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   12.0309   -1.4610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4436   -2.1709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8520   -1.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7378   -2.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1533   -2.5836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8610   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0280   -2.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3227   -2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3268   -3.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0421   -3.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7444   -3.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2750   -1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5623   -0.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8580   -1.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6252   -3.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9144   -3.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2100   -3.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2152   -4.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9307   -5.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6321   -4.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2746   -2.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5688   -2.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5686   -3.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2735   -3.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9800   -3.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9767   -2.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8608   -3.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  4  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  4  1  0
  6 22  2  0
 21 12  2  0
 12 13  1  0
 13 14  2  0
 14  6  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  9 15  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360265

   ---

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: 375.45

Molecular Weight (Monoisotopic): 375.0929

AlogP: 5.01

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.41

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: 4.54

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -0.68

References

1. 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]

Source

Source(1):

• Scientific Literature