3-(cyclopropylethynyl)-9-oxo-9H-indeno[1,2-b]pyrazine-2-carbonitrile

ID: ALA4537476

PubChem CID: 155548483

Max Phase: Preclinical

Molecular Formula: C17H9N3O

Molecular Weight: 271.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1nc2c(nc1C#CC1CC1)-c1ccccc1C2=O

Standard InChI:  InChI=1S/C17H9N3O/c18-9-14-13(8-7-10-5-6-10)19-15-11-3-1-2-4-12(11)17(21)16(15)20-14/h1-4,10H,5-6H2

Standard InChI Key:  XFECXOKDRKDNAO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   41.3585  -14.3834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3585  -12.7490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0638  -13.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0682  -13.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6532  -13.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6532  -13.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8761  -12.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8760  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3998  -13.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5905  -13.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2563  -14.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7376  -15.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5452  -14.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6222  -12.1324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.7715  -12.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4793  -12.3448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7767  -14.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4851  -14.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1936  -15.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6024  -15.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0097  -15.1922    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
 18 19  1  0
 20 19  1  0
 21 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537476

   ---

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: 271.28

Molecular Weight (Monoisotopic): 271.0746

AlogP: 2.32

#Rotatable Bonds: ┄

Polar Surface Area: 66.64

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -0.27

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