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

ID: ALA4645771

PubChem CID: 156019267

Max Phase: Preclinical

Molecular Formula: C13H9N5O2S

Molecular Weight: 299.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(/C=N/Nc2cnc3ccccc3n2)s1

Standard InChI:  InChI=1S/C13H9N5O2S/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:  OGMFMSNEWXIMTN-VIZOYTHASA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   15.0134   -4.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0123   -5.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7203   -6.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7186   -4.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4272   -4.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4279   -5.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1365   -6.0719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8447   -5.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8400   -4.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1309   -4.4356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5452   -4.4261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2554   -4.8304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9606   -4.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6708   -4.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7622   -5.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5626   -5.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9669   -5.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4163   -4.4829    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.7818   -4.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1096   -4.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2662   -5.6547    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:

   

   ALA4645771

   ---

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: 299.32

Molecular Weight (Monoisotopic): 299.0477

AlogP: 3.05

#Rotatable Bonds: 4

Polar Surface Area: 93.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.51

CX Basic pKa: 2.21

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.45

Np Likeness Score: -2.38

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