(E)-2-(2-nitrobenzylidene)-N-p-tolylhydrazinecarbothioamide

ID: ALA4287446

PubChem CID: 9615959

Max Phase: Preclinical

Molecular Formula: C15H14N4O2S

Molecular Weight: 314.37

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=S)N/N=C/c2ccccc2[N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C15H14N4O2S/c1-11-6-8-13(9-7-11)17-15(22)18-16-10-12-4-2-3-5-14(12)19(20)21/h2-10H,1H3,(H2,17,18,22)/b16-10+

Standard InChI Key:  FLCKCDBTHAPPQI-MHWRWJLKSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   39.2260   -3.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2267   -4.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9353   -5.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6435   -4.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6388   -3.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9297   -3.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9254   -2.6403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6309   -2.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6266   -1.4108    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.3408   -2.6328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0463   -2.2204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7562   -2.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4617   -2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1695   -2.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8746   -2.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8707   -1.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1558   -0.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4537   -1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9370   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1722   -3.4413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.8809   -3.8484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.4654   -3.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
 20 21  2  0
 20 22  1  0
 14 20  1  0
M  CHG  2  20   1  22  -1
M  END

Associated Targets(non-human)

ptpA Probable low molecular weight protein-tyrosine-phosphatase (435 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 314.37Molecular Weight (Monoisotopic): 314.0837AlogP: 3.22#Rotatable Bonds: 4
Polar Surface Area: 79.56Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 11.39CX Basic pKa: 0.90CX LogP: 4.36CX LogD: 4.36
Aromatic Rings: 2Heavy Atoms: 22QED Weighted: 0.39Np Likeness Score: -2.34

References

1. Sens L, de Souza ACA, Pacheco LA, Menegatti ACO, Mori M, Mascarello A, Nunes RJ, Terenzi H..  (2018)  Synthetic thiosemicarbazones as a new class of Mycobacterium tuberculosis protein tyrosine phosphatase A inhibitors.,  26  (21): [PMID:30389409] [10.1016/j.bmc.2018.10.030]

Source