(E)-2-(2-((5-nitrofuran-2-yl)methylene)hydrazinyl)quinoxaline

ID: ALA4636697

PubChem CID: 156012854

Max Phase: Preclinical

Molecular Formula: C13H9N5O3

Molecular Weight: 283.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(/C=N/Nc2cnc3ccccc3n2)o1

Standard InChI:  InChI=1S/C13H9N5O3/c19-18(20)13-6-5-9(21-13)7-15-17-12-8-14-10-3-1-2-4-11(10)16-12/h1-8H,(H,16,17)/b15-7+

Standard InChI Key:  HNLATXRZQNFZQX-VIZOYTHASA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    2.7019  -10.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7008  -11.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4088  -11.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4070   -9.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1156  -10.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164  -11.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8249  -11.5488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5332  -11.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5285  -10.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8194   -9.9125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2337   -9.9029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9439  -10.3072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6491   -9.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3593  -10.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4507  -11.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2510  -11.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6553  -10.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1048   -9.9598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4703  -10.4734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7981   -9.7248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9547  -11.1315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 19 20  2  0
 19 21  1  0
 17 19  1  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4636697

   ---

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: 283.25

Molecular Weight (Monoisotopic): 283.0705

AlogP: 2.58

#Rotatable Bonds: 4

Polar Surface Area: 106.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: 1.54

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.45

Np Likeness Score: -1.99

References

1. Maranhão SS, Moura AF, Oliveira ACA, Lima DJB, Barros-Nepomuceno FWA, Paier CRK, Pinheiro AC, Nogueira TCM, de Souza MVN, Pessoa C..  (2020)  Synthesis of PJOV56, a new quinoxalinyl-hydrazone derivative able to induce autophagy and apoptosis in colorectal cancer cells, and related compounds.,  30  (2): [PMID:31836446] [10.1016/j.bmcl.2019.126851]

Source

Source(1):

• Scientific Literature