1-[(2-hydroxyphenyl)methyleneamino]-3-[3-(trifluoromethyl)phenyl]thiourea

ID: ALA4756801

PubChem CID: 135763378

Max Phase: Preclinical

Molecular Formula: C15H12F3N3OS

Molecular Weight: 339.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccccc1/C=N/NC(=S)Nc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C15H12F3N3OS/c16-15(17,18)11-5-3-6-12(8-11)20-14(23)21-19-9-10-4-1-2-7-13(10)22/h1-9,22H,(H2,20,21,23)/b19-9+

Standard InChI Key:  MZCGSFBDECBFMM-DJKKODMXSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   23.5114   -3.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5103   -4.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2183   -4.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9280   -4.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9251   -3.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2165   -2.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6313   -2.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3405   -3.2846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0467   -2.8733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7559   -3.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4621   -2.8680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7590   -4.0964    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.1714   -3.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1716   -4.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8800   -4.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5871   -4.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5814   -3.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8724   -2.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6363   -4.5200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2861   -2.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9968   -3.2540    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.2802   -2.0334    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.9901   -2.4351    0.0000 F   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
  4 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756801

   ---

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: 339.34

Molecular Weight (Monoisotopic): 339.0653

AlogP: 3.73

#Rotatable Bonds: 3

Polar Surface Area: 56.65

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.76

CX Basic pKa: 0.97

CX LogP: 4.48

CX LogD: 4.46

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: -1.99

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