(E)-N-(naphthalen-1-yl)-2-(naphthalen-1-ylmethylene)hydrazinecarbothioamide

ID: ALA4287737

PubChem CID: 145993385

Max Phase: Preclinical

Molecular Formula: C22H17N3S

Molecular Weight: 355.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=C(N/N=C/c1cccc2ccccc12)Nc1cccc2ccccc12

Standard InChI:  InChI=1S/C22H17N3S/c26-22(24-21-14-6-10-17-8-2-4-13-20(17)21)25-23-15-18-11-5-9-16-7-1-3-12-19(16)18/h1-15H,(H2,24,25,26)/b23-15+

Standard InChI Key:  SPGHPDBBGZQZMZ-HZHRSRAPSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   30.9899   -9.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9888  -10.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7010  -11.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6992   -9.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4078   -9.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4086  -10.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1212  -11.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8336  -10.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8289   -9.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1156   -9.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1113   -8.5381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8210   -8.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8166   -7.3044    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.5350   -8.5306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2446   -8.1183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9586   -8.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6683   -8.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3761   -8.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0853   -8.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0814   -7.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6603   -7.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3603   -6.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3531   -6.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6465   -5.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9416   -6.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9523   -6.8951    0.0000 C   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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 22  1  0
 21 17  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4287737

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 355.47

Molecular Weight (Monoisotopic): 355.1143

AlogP: 5.31

#Rotatable Bonds: 3

Polar Surface Area: 36.42

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.40

CX Basic pKa: 2.70

CX LogP: 5.89

CX LogD: 5.89

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.30

Np Likeness Score: -1.54

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

Source(1):

• Scientific Literature