3-Nitro-7H-dibenzo[de,g]quinolin-7-one

ID: ALA5205285

PubChem CID: 163322229

Max Phase: Preclinical

Molecular Formula: C16H8N2O3

Molecular Weight: 276.25

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2-c2ccc([N+](=O)[O-])c3ccnc1c23

Standard InChI:  InChI=1S/C16H8N2O3/c19-16-11-4-2-1-3-9(11)10-5-6-13(18(20)21)12-7-8-17-15(16)14(10)12/h1-8H

Standard InChI Key:  TTYSNERCQNXUTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    0.0000    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.2054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -2.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.2676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    2.6802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292    2.6802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  1 10  1  0
  7 11  1  0
 11 12  2  0
 12 13  1  0
 13  5  1  0
 13 14  2  0
 12 15  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 11 18  1  0
 10 19  1  0
 19 20  1  0
 19 21  2  0
M  CHG  2  19   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5205285

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 276.25

Molecular Weight (Monoisotopic): 276.0535

AlogP: 3.35

#Rotatable Bonds: 1

Polar Surface Area: 73.10

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.93

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.39

Np Likeness Score: -0.19

References

1. Liao LS, Tan LJ, Chen Y, Yang QY, Choudhary MI, Pan YM, Tang HT, Su GF, Liang H, Chen ZF..  (2022)  One-pot synthesis of oxoaporphines as potent antitumor agents and investigation of their mechanisms of actions.,  231  [PMID:35092899] [10.1016/j.ejmech.2022.114141]

Source

Source(1):

• Scientific Literature