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

ID: ALA4540623

PubChem CID: 155549898

Max Phase: Preclinical

Molecular Formula: C20H9N3O

Molecular Weight: 307.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1nc2c(nc1C#Cc1ccccc1)-c1ccccc1C2=O

Standard InChI:  InChI=1S/C20H9N3O/c21-12-17-16(11-10-13-6-2-1-3-7-13)22-18-14-8-4-5-9-15(14)20(24)19(18)23-17/h1-9H

Standard InChI Key:  XTBCKKSJNUJCHS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.3455  -19.2164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3455  -17.5820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508  -17.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0552  -18.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6402  -18.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6403  -17.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631  -17.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8630  -19.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868  -18.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5775  -18.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2433  -19.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246  -19.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5322  -19.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093  -16.9654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7586  -17.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663  -17.1778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7637  -19.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721  -19.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1806  -20.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1801  -20.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8877  -21.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5957  -20.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5915  -20.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8834  -19.6201    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
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540623

   ---

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: 307.31

Molecular Weight (Monoisotopic): 307.0746

AlogP: 2.96

#Rotatable Bonds: ┄

Polar Surface Area: 66.64

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.19

CX LogD: 4.19

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.47

Np Likeness Score: -0.59

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