7-chloro-6-hydroxy-5,8-quinolinedione

ID: ALA4572272

Cas Number: 61431-02-5

PubChem CID: 149141

Max Phase: Preclinical

Molecular Formula: C9H4ClNO3

Molecular Weight: 209.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C(O)=C(Cl)C(=O)c2ncccc21

Standard InChI:  InChI=1S/C9H4ClNO3/c10-5-8(13)6-4(2-1-3-11-6)7(12)9(5)14/h1-3,14H

Standard InChI Key:  RTGFWWDLDRJZCC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   20.7019  -22.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4116  -22.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4087  -21.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7001  -21.0114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9939  -22.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9980  -21.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2942  -21.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5818  -21.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5777  -22.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2860  -22.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2994  -20.1920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2830  -23.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8767  -21.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8675  -22.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  2  0
 10 12  2  0
  8 13  1  0
  9 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4572272

   7-Chloro-8-hydroxyquinoline-5,6-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 209.59

Molecular Weight (Monoisotopic): 208.9880

AlogP: 1.47

#Rotatable Bonds: ┄

Polar Surface Area: 67.26

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.76

CX Basic pKa: 2.09

CX LogP: 0.34

CX LogD: -2.78

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.70

Np Likeness Score: 0.15

References

1. Alfadhli A, Mack A, Harper L, Berk S, Ritchie C, Barklis E..  (2016)  Analysis of quinolinequinone reactivity, cytotoxicity, and anti-HIV-1 properties.,  24  (21): [PMID:27663546] [10.1016/j.bmc.2016.09.028]

Source

Source(1):

• Scientific Literature