4-(2,4-Diflorophenyl)-3,4-dihydrobenzo[h]quinoline-2,5,6(1H)-trione

ID: ALA4782503

PubChem CID: 162664166

Max Phase: Preclinical

Molecular Formula: C19H11F2NO3

Molecular Weight: 339.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC(c2ccc(F)cc2F)C2=C(N1)c1ccccc1C(=O)C2=O

Standard InChI:  InChI=1S/C19H11F2NO3/c20-9-5-6-10(14(21)7-9)13-8-15(23)22-17-11-3-1-2-4-12(11)18(24)19(25)16(13)17/h1-7,13H,8H2,(H,22,23)

Standard InChI Key:  ZIMZAEULNUGBLD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   19.8681  -24.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1552  -24.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8692  -25.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1550  -25.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1553  -26.5156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8680  -26.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5781  -26.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5795  -25.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4488  -25.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4494  -24.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7405  -24.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0306  -24.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0340  -25.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7434  -25.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8672  -27.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5757  -24.0515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1518  -23.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2906  -25.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9978  -25.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7084  -25.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7095  -24.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9941  -24.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2863  -24.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9944  -26.5134    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.4170  -24.0564    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 10  2  1  0
  9  4  1  0
  3  1  1  0
  1  2  1  0
  3  4  2  0
  3  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6 15  2  0
  1 16  2  0
  2 17  2  0
  8 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 19 24  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782503

   ---

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: 339.30

Molecular Weight (Monoisotopic): 339.0707

AlogP: 2.75

#Rotatable Bonds: 1

Polar Surface Area: 63.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.56

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.53

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.81

Np Likeness Score: -0.35

References

1. Wu LQ,Ma X,Zhang C,Liu ZP.  (2020)  Design, synthesis, and biological evaluation of 4-substituted-3,4-dihydrobenzo[h]quinoline-2,5,6(1H)-triones as NQO1-directed antitumor agents.,  198  [PMID:32464425] [10.1016/j.ejmech.2020.112396]

Source

Source(1):

• Scientific Literature