Acetic acid 5,10-dioxo-5,10-dihydro-benzo[g]quinolin-3-ylmethyl ester

ID: ALA172067

PubChem CID: 44384239

Max Phase: Preclinical

Molecular Formula: C16H11NO4

Molecular Weight: 281.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OCc1cnc2c(c1)C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C16H11NO4/c1-9(18)21-8-10-6-13-14(17-7-10)16(20)12-5-3-2-4-11(12)15(13)19/h2-7H,8H2,1H3

Standard InChI Key:  XDDPOSDZWHBZPW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  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
    6.5667   -1.9792    0.0000 C   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
    6.5667   -2.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -1.5667    0.0000 O   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
    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
    7.2792   -1.5625    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
    0.8375    0.5000    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 15  1  0
 11  4  2  0
 12  8  2  0
 13 12  1  0
 14 10  2  0
 15 16  1  0
 16 12  1  0
 17  5  1  0
 18  6  1  0
 19 10  1  0
 20 17  2  0
 21 20  1  0
  7 13  2  0
  4  6  1  0
 21 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA172067

   (5,10-Dioxobenzo[g]quinolin-3-yl)methyl acetate

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: 281.27

Molecular Weight (Monoisotopic): 281.0688

AlogP: 1.92

#Rotatable Bonds: 2

Polar Surface Area: 73.33

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.96

CX LogP: 1.76

CX LogD: 1.76

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: 0.47

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