N'-(3-Ethoxy-2-hydroxybenzylidene)-3-(2-(trifluoromethyl)pyridin-4-ylamino)benzohydrazide

ID: ALA2440591

PubChem CID: 135968270

Max Phase: Preclinical

Molecular Formula: C22H19F3N4O3

Molecular Weight: 444.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cccc(/C=N/NC(=O)c2cccc(Nc3ccnc(C(F)(F)F)c3)c2)c1O

Standard InChI:  InChI=1S/C22H19F3N4O3/c1-2-32-18-8-4-6-15(20(18)30)13-27-29-21(31)14-5-3-7-16(11-14)28-17-9-10-26-19(12-17)22(23,24)25/h3-13,30H,2H2,1H3,(H,26,28)(H,29,31)/b27-13+

Standard InChI Key:  XRBWFXBPHGRTHK-UVHMKAGCSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   34.9125   -9.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9114  -10.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6262  -10.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3427  -10.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3398   -9.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6243   -8.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6260  -11.4324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1966  -10.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4824  -10.1933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7675  -10.6052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0534  -10.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3385  -10.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0540   -9.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6278  -10.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9136  -10.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9124  -11.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6316  -11.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3430  -11.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1996  -10.1879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4845  -10.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7738  -10.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0593  -10.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0578  -11.4217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7768  -11.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4884  -11.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7787  -12.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0651  -13.0741    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.4942  -13.0710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.7720  -13.4839    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.0578  -10.6053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0591  -11.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7743  -11.8418    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
  3  7  1  0
  2  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 15 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
  4 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2440591

   ---

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: 444.41

Molecular Weight (Monoisotopic): 444.1409

AlogP: 4.71

#Rotatable Bonds: 7

Polar Surface Area: 95.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: 4.31

CX LogP: 4.34

CX LogD: 4.34

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -1.59

References

1. Congiu C, Onnis V..  (2013)  Synthesis and biological evaluation of novel acylhydrazone derivatives as potential antitumor agents.,  21  (21): [PMID:24071449] [10.1016/j.bmc.2013.08.026]

Source

Source(1):

• Scientific Literature