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

ID: ALA4464481

PubChem CID: 155530662

Max Phase: Preclinical

Molecular Formula: C13H2F2N4O

Molecular Weight: 268.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1nc2c(nc1C#N)-c1c(F)ccc(F)c1C2=O

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

Standard InChI Key:  MISYHKHBNYFVKS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   12.4225   -3.5618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4225   -1.9274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1278   -2.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1322   -3.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7172   -3.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7172   -2.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9401   -2.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9400   -3.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4638   -2.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6545   -2.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3203   -3.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8016   -4.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6092   -4.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6862   -1.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8355   -1.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5433   -1.5232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8407   -3.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5491   -3.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1764   -2.1674    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0894   -4.8113    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
 10 19  1  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4464481

   ---

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: ┄

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: -0.86

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