6-Methoxy-quinoline-5,8-dione

ID: ALA306101

Cas Number: 54232-20-1

PubChem CID: 253686

Max Phase: Preclinical

Molecular Formula: C10H7NO3

Molecular Weight: 189.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)c2ncccc2C1=O

Standard InChI:  InChI=1S/C10H7NO3/c1-14-8-5-7(12)9-6(10(8)13)3-2-4-11-9/h2-5H,1H3

Standard InChI Key:  AQEXJGOBLPCFIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    3.5917   -4.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -3.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -5.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -4.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875   -5.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3000   -5.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -3.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -6.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -3.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -3.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -4.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167   -4.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  2  1  0
  5  6  1  0
  6  1  2  0
  7  6  1  0
  8  2  2  0
  9  5  2  0
 10  4  1  0
 11  1  1  0
 12 14  1  0
 13 10  1  0
 14 11  2  0
  3  4  2  0
 12  7  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA306101

   6-Methoxyquinoline-5,8-dione

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: 189.17

Molecular Weight (Monoisotopic): 189.0426

AlogP: 0.99

#Rotatable Bonds: 1

Polar Surface Area: 56.26

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.56

CX LogP: 0.26

CX LogD: 0.26

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.66

Np Likeness Score: 1.12

References

1. Fryatt T, Goroski DT, Nilson ZD, Moody CJ, Beall HD..  (1999)  Novel quinolinequinone antitumor agents: structure-metabolism studies with NAD(P)H:quinone oxidoreductase (NQO1).,  9  (15): [PMID:10465544] [10.1016/s0960-894x(99)00369-8]

2. 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