N'-(5-Chloro-2-hydroxybenzylidene)-2-(2-(trifluoromethyl)pyridin-4-ylamino)benzohydrazide

ID: ALA2440592

PubChem CID: 135968273

Max Phase: Preclinical

Molecular Formula: C20H14ClF3N4O2

Molecular Weight: 434.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1cc(Cl)ccc1O)c1ccccc1Nc1ccnc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C20H14ClF3N4O2/c21-13-5-6-17(29)12(9-13)11-26-28-19(30)15-3-1-2-4-16(15)27-14-7-8-25-18(10-14)20(22,23)24/h1-11,29H,(H,25,27)(H,28,30)/b26-11+

Standard InChI Key:  UGTWNAOSQWGNEE-KBKYJPHKSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   21.3066  -11.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3055  -11.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0202  -12.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7367  -11.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7339  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0184  -10.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0200  -13.1650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5907  -12.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8766  -11.9260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1617  -12.3380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4477  -11.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7328  -12.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4483  -11.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0222  -11.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3079  -12.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3068  -13.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0259  -13.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7373  -13.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0243  -11.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3109  -10.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3143   -9.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6018   -9.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8853   -9.8544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8858  -10.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5989  -11.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6042   -8.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3199   -8.2084    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8910   -8.2041    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5997   -7.7915    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.0160   -9.8620    0.0000 Cl  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
 14 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
 22 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
  6 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2440592

   ---

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: 434.81

Molecular Weight (Monoisotopic): 434.0757

AlogP: 4.97

#Rotatable Bonds: 5

Polar Surface Area: 86.61

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.22

CX Basic pKa: 4.27

CX LogP: 6.05

CX LogD: 5.99

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -1.74

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