6,7-difluoro-9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile

ID: ALA4573425

PubChem CID: 138454764

Max Phase: Preclinical

Molecular Formula: C13H2F2N4O

Molecular Weight: 268.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1nc2c(nc1C#N)-c1cc(F)c(F)cc1C2=O

Standard InChI:  InChI=1S/C13H2F2N4O/c14-7-1-5-6(2-8(7)15)13(20)12-11(5)18-9(3-16)10(4-17)19-12/h1-2H

Standard InChI Key:  PZUSGRHVYDQLHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    4.6922   -3.3596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6922   -1.7252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3975   -2.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4019   -2.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9869   -2.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9869   -2.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2098   -1.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2097   -3.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335   -2.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242   -2.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5900   -3.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0713   -4.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8789   -3.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9560   -1.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1052   -1.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8130   -1.3210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1104   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8188   -3.7662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -4.7802    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772   -3.4555    0.0000 F   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
 12 19  1  0
 11 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4573425

   ---

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: 268.18

Molecular Weight (Monoisotopic): 268.0197

AlogP: 1.71

#Rotatable Bonds: ┄

Polar Surface Area: 90.43

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: -0.81

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]

Source

Source(1):

• Scientific Literature