SID92764075

ID: ALA1714002

Cas Number: 14151-20-3

PubChem CID: 265935

Max Phase: Preclinical

Molecular Formula: C10H6BrNO3

Molecular Weight: 268.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=C(Br)C(=O)c2ncccc2C1=O

Standard InChI:  InChI=1S/C10H6BrNO3/c1-15-10-6(11)9(14)7-5(8(10)13)3-2-4-12-7/h2-4H,1H3

Standard InChI Key:  VFJSDBUJXJBRRA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    1.0543    0.9573    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.0543   -0.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746   -1.5177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746    1.7823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035    0.9573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0891   -0.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0891    0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746   -0.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3399   -0.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746    0.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3399    0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035   -0.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5180   -0.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5180    0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7688   -0.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2  9  1  0
  2 15  1  0
  3  8  2  0
  4 10  2  0
  5  7  2  0
  5 14  1  0
  6  7  1  0
  6  8  1  0
  6 12  2  0
  7 10  1  0
  8  9  1  0
  9 11  2  0
 10 11  1  0
 12 13  1  0
 13 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1714002

   7-Bromo-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: 268.07

Molecular Weight (Monoisotopic): 266.9531

AlogP: 1.71

#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: 2.25

CX LogP: 0.81

CX LogD: 0.81

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.78

Np Likeness Score: 0.61

References

1. PubChem BioAssay data set, 

2. Dreyton CJ, Anderson ED, Subramanian V, Boger DL, Thompson PR..  (2014)  Insights into the mechanism of streptonigrin-induced protein arginine deiminase inactivation.,  22  (4): [PMID:24440480] [10.1016/j.bmc.2013.12.064]

3. 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
• PubChem BioAssays