6-aminoquinoline-5,8-dione

ID: ALA4436557

Cas Number: 24149-57-3

PubChem CID: 253689

Max Phase: Preclinical

Molecular Formula: C9H6N2O2

Molecular Weight: 174.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC1=CC(=O)c2ncccc2C1=O

Standard InChI:  InChI=1S/C9H6N2O2/c10-6-4-7(12)8-5(9(6)13)2-1-3-11-8/h1-4H,10H2

Standard InChI Key:  ZNVLEAPAWPQEIC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    5.8315  -22.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5412  -21.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5383  -21.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297  -20.6111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235  -21.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1276  -21.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4238  -20.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114  -21.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7072  -21.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4155  -22.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4290  -19.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4126  -23.0652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9971  -22.2367    0.0000 N   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
  9 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4436557

   6-Aminoquinoline-5,8-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: 174.16

Molecular Weight (Monoisotopic): 174.0429

AlogP: 0.30

#Rotatable Bonds: ┄

Polar Surface Area: 73.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.12

CX LogP: -0.49

CX LogD: -0.49

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.61

Np Likeness Score: 1.05

References

1.  (2013)  Chemical agents for the prevention of inhibition or tumor metastasis, 

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(2):

• Scientific Literature
• Patent Bioactivity Data