(E)-2-(naphthalen-2-ylmethylene)-N-p-tolylhydrazinecarbothioamide

ID: ALA4294257

PubChem CID: 6875576

Max Phase: Preclinical

Molecular Formula: C19H17N3S

Molecular Weight: 319.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=S)N/N=C/c2ccc3ccccc3c2)cc1

Standard InChI:  InChI=1S/C19H17N3S/c1-14-6-10-18(11-7-14)21-19(23)22-20-13-15-8-9-16-4-2-3-5-17(16)12-15/h2-13H,1H3,(H2,21,22,23)/b20-13+

Standard InChI Key:  HABBMCVSTDTDQP-DEDYPNTBSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    8.0613   -4.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0620   -5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7706   -5.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4788   -5.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4741   -4.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7650   -3.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7607   -3.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4662   -2.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4619   -1.8194    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.1761   -3.0414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8816   -2.6290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5915   -3.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2970   -2.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0048   -3.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7098   -2.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2890   -1.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7723   -6.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9911   -1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7057   -1.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4132   -1.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4073   -0.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6880   -0.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9835   -0.5785    0.0000 C   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 19  2  0
 18 16  2  0
 16 13  1  0
  3 17  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294257

   1-(4-methylphenyl)-3-[(E)-naphthalen-2-ylmethylideneamino]thiourea

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: 319.43

Molecular Weight (Monoisotopic): 319.1143

AlogP: 4.47

#Rotatable Bonds: 3

Polar Surface Area: 36.42

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.41

CX Basic pKa: 2.78

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.42

Np Likeness Score: -1.76

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