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

ID: ALA4795502

PubChem CID: 162673449

Max Phase: Preclinical

Molecular Formula: C16H15NO3

Molecular Weight: 269.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C1CC(=O)NC2=C1C(=O)C(=O)c1ccccc12

Standard InChI:  InChI=1S/C16H15NO3/c1-8(2)11-7-12(18)17-14-9-5-3-4-6-10(9)15(19)16(20)13(11)14/h3-6,8,11H,7H2,1-2H3,(H,17,18)

Standard InChI Key:  HNYPRKXVGMWFQK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   28.3248  -10.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6119   -9.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3259  -11.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6117  -11.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6119  -12.3304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3247  -12.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0348  -12.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0362  -11.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9055  -11.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9061  -10.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1972   -9.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4873  -10.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4907  -11.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2001  -11.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3239  -13.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0324   -9.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6085   -9.0437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7432  -11.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4516  -11.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7418  -10.2787    0.0000 C   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  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795502

   ---

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: 269.30

Molecular Weight (Monoisotopic): 269.1052

AlogP: 1.96

#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: 12.57

CX Basic pKa: ┄

CX LogP: 1.84

CX LogD: 1.84

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 0.68

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