1-[1-(2-pyridyl)ethylideneamino]-3-[2-(trifluoromethyl)phenyl]thiourea

ID: ALA4755712

PubChem CID: 5379189

Max Phase: Preclinical

Molecular Formula: C15H13F3N4S

Molecular Weight: 338.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=S)Nc1ccccc1C(F)(F)F)c1ccccn1

Standard InChI:  InChI=1S/C15H13F3N4S/c1-10(12-7-4-5-9-19-12)21-22-14(23)20-13-8-3-2-6-11(13)15(16,17)18/h2-9H,1H3,(H2,20,22,23)/b21-10+

Standard InChI Key:  UVUVLWMFQRSEIT-UFFVCSGVSA-N

Molfile:  

 
     RDKit          2D

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   23.7440  -21.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7428  -22.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4577  -22.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1740  -22.3264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1712  -21.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4558  -21.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8841  -21.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6001  -21.4905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3130  -21.0754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0290  -21.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7419  -21.0700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0321  -22.3102    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.4579  -21.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4581  -22.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1733  -22.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8872  -22.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8814  -21.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1657  -21.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1594  -20.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8707  -19.8213    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.4420  -19.8321    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.1537  -19.4122    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.8810  -20.2558    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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 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
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
  7 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755712

   1-[(E)-1-pyridin-2-ylethylideneamino]-3-[2-(trifluoromethyl)phenyl]thiourea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 338.36

Molecular Weight (Monoisotopic): 338.0813

AlogP: 3.81

#Rotatable Bonds: 3

Polar Surface Area: 49.31

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: 2.88

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -2.18

References

1. Pape VF,Tóth S,Füredi A,Szebényi K,Lovrics A,Szabó P,Wiese M,Szakács G.  (2016)  Design, synthesis and biological evaluation of thiosemicarbazones, hydrazinobenzothiazoles and arylhydrazones as anticancer agents with a potential to overcome multidrug resistance.,  117  [PMID:27161177] [10.1016/j.ejmech.2016.03.078]

Source

Source(1):

• Scientific Literature