(E)-N-(4-methoxyphenyl)-2-(4-nitrobenzylidene)hydrazine-carbothioamide

ID: ALA4294511

PubChem CID: 9605866

Max Phase: Preclinical

Molecular Formula: C15H14N4O3S

Molecular Weight: 330.37

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=S)N/N=C/c2ccc([N+](=O)[O-])cc2)cc1

Standard InChI:  InChI=1S/C15H14N4O3S/c1-22-14-8-4-12(5-9-14)17-15(23)18-16-10-11-2-6-13(7-3-11)19(20)21/h2-10H,1H3,(H2,17,18,23)/b16-10+

Standard InChI Key:  AVECWCZLFGZKPE-MHWRWJLKSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   38.8463  -10.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8470  -10.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5556  -11.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2638  -10.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2591  -10.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5500   -9.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5457   -8.8435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2512   -8.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2469   -7.6140    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.9611   -8.8360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6666   -8.4237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3765   -8.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0820   -8.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7898   -8.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4948   -8.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4909   -7.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7761   -7.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0740   -7.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5573  -12.1142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8504  -12.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1969   -7.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.1914   -6.3620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.9073   -7.5831    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
 19 20  1  0
 21 22  2  0
 21 23  1  0
 16 21  1  0
M  CHG  2  21   1  23  -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: 330.37Molecular Weight (Monoisotopic): 330.0787AlogP: 2.92#Rotatable Bonds: 5
Polar Surface Area: 88.79Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 11.40CX Basic pKa: 1.46CX LogP: 3.69CX LogD: 3.69
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.38Np Likeness Score: -2.09

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