3-Bromomethyl-benzo[g]quinoline-5,10-dione

ID: ALA172929

PubChem CID: 10424973

Max Phase: Preclinical

Molecular Formula: C14H8BrNO2

Molecular Weight: 302.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2ncc(CBr)cc21

Standard InChI:  InChI=1S/C14H8BrNO2/c15-6-8-5-11-12(16-7-8)14(18)10-4-2-1-3-9(10)13(11)17/h1-5,7H,6H2

Standard InChI Key:  YHKOEEJDKXKGEI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    3.7042   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167    0.9125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -1.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    1.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1292    0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -1.5667    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  5  2  0
  7  2  1  0
  8  1  1  0
  9  3  2  0
 10  4  2  0
 11  8  2  0
 12 11  1  0
 13  5  1  0
 14  6  1  0
 15 16  1  0
 16 11  1  0
 17 18  1  0
 18 13  2  0
  7 12  2  0
  4  6  1  0
 17 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA172929

   3-(Bromomethyl)benzo[g]quinoline-5,10-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: 302.13

Molecular Weight (Monoisotopic): 300.9738

AlogP: 2.75

#Rotatable Bonds: 1

Polar Surface Area: 47.03

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.11

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.65

Np Likeness Score: 0.23

References

1. Lee H, Hong S, Kim Y.  (1996)  Synthesis and in vitro evaluation of 3-substituted-1-azaanthraquinones,  6  (8): [10.1016/0960-894X(96)00156-4]

Source

Source(1):

• Scientific Literature