(E)-2-(4-methylbenzylidene)-N-p-tolylhydrazinecarbothioamide

ID: ALA4292578

PubChem CID: 9557438

Max Phase: Preclinical

Molecular Formula: C16H17N3S

Molecular Weight: 283.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=N/NC(=S)Nc2ccc(C)cc2)cc1

Standard InChI:  InChI=1S/C16H17N3S/c1-12-3-7-14(8-4-12)11-17-19-16(20)18-15-9-5-13(2)6-10-15/h3-11H,1-2H3,(H2,18,19,20)/b17-11+

Standard InChI Key:  FYVYPUPIBOZPIN-GZTJUZNOSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   28.9905  -21.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9912  -22.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6998  -23.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4080  -22.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4033  -21.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6942  -21.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6898  -20.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3954  -20.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3910  -19.3725    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.1052  -20.5945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8108  -20.1821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5206  -20.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2262  -20.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9340  -20.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6390  -20.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6351  -19.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9203  -18.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2182  -19.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7014  -23.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3401  -18.9407    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 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292578

   4-methylbenzaldehyde N-(4-methylphenyl)thiosemicarbazone

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: 283.40

Molecular Weight (Monoisotopic): 283.1143

AlogP: 3.62

#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: 2.84

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.51

Np Likeness Score: -1.95

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