5,8-dimethoxy-9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile

ID: ALA4515695

PubChem CID: 16065635

Max Phase: Preclinical

Molecular Formula: C15H8N4O3

Molecular Weight: 292.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c2c1C(=O)c1nc(C#N)c(C#N)nc1-2

Standard InChI:  InChI=1S/C15H8N4O3/c1-21-9-3-4-10(22-2)12-11(9)13-14(15(12)20)19-8(6-17)7(5-16)18-13/h3-4H,1-2H3

Standard InChI Key:  YQGZFBCXAWLNPU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   41.8661  -24.0906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8661  -22.4563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5714  -22.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5759  -23.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1609  -23.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1609  -22.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3837  -22.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3837  -23.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9075  -23.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0981  -23.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7640  -24.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2452  -24.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0529  -24.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1299  -21.8396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.2792  -22.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9870  -22.0520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2843  -24.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9928  -24.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6201  -22.6962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8071  -22.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5330  -25.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2005  -26.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  2  2  0
  5  1  2  0
  1  4  1  0
  3  2  1  0
  3  4  2  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7 14  2  0
  3 15  1  0
 15 16  3  0
  4 17  1  0
 17 18  3  0
 10 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515695

   5,8-Dimethoxy-9-oxoindeno[1,2-b]pyrazine-2,3-dicarbonitrile

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: 292.25

Molecular Weight (Monoisotopic): 292.0596

AlogP: 1.45

#Rotatable Bonds: 2

Polar Surface Area: 108.89

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.61

CX LogD: 1.61

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: -0.15

References

1. Wu X, Li X, Li Z, Yu Y, You Q, Zhang X..  (2018)  Discovery of Nonquinone Substrates for NAD(P)H: Quinone Oxidoreductase 1 (NQO1) as Effective Intracellular ROS Generators for the Treatment of Drug-Resistant Non-Small-Cell Lung Cancer.,  61  (24): [PMID:30508483] [10.1021/acs.jmedchem.8b01424]

2. Li P, Liu HM..  (2020)  Recent advances in the development of ubiquitin-specific-processing protease 7 (USP7) inhibitors.,  191  [PMID:32092586] [10.1016/j.ejmech.2020.112107]

Source

Source(1):

• Scientific Literature