2-(2-Fluorobiphenyl-4-yl)-N'-[(2,6-difluorophenyl)methylene]propanehydrazide

ID: ALA2281798

PubChem CID: 72722224

Max Phase: Preclinical

Molecular Formula: C22H17F3N2O

Molecular Weight: 382.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)N/N=C/c1c(F)cccc1F)c1ccc(-c2ccccc2)c(F)c1

Standard InChI:  InChI=1S/C22H17F3N2O/c1-14(22(28)27-26-13-18-19(23)8-5-9-20(18)24)16-10-11-17(21(25)12-16)15-6-3-2-4-7-15/h2-14H,1H3,(H,27,28)/b26-13+

Standard InChI Key:  ZTLRORCCHKSREO-LGJNPRDNSA-N

Molfile:  

     RDKit          2D

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   11.4381  -13.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1462  -14.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8558  -13.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8530  -13.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1444  -12.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5561  -12.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2657  -13.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9713  -12.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2545  -11.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5517  -11.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6743  -11.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3841  -11.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6702  -10.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3883  -12.6215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0897  -11.3921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7995  -11.7971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2679  -13.8574    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.5051  -11.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2149  -11.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2137  -12.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9226  -13.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6292  -12.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6224  -11.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9129  -11.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9043  -10.5585    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.5066  -13.0154    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
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  5  7  1  0
 10 13  1  0
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 17 18  1  0
  8 19  1  0
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 22 23  1  0
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 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
 22 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2281798

   N-[(E)-(2,6-difluorophenyl)methylideneamino]-2-(3-fluoro-4-phenylphenyl)propanamide

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: 382.39

Molecular Weight (Monoisotopic): 382.1293

AlogP: 5.02

#Rotatable Bonds: 5

Polar Surface Area: 41.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.76

CX Basic pKa: ┄

CX LogP: 5.56

CX LogD: 5.56

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.15

References

1. Ckla P, Tatar E, Kucukguzel I, Sahin F, Yurdakul D, Basu A, Krishnan R, Nichols DB, Kaushik-Basu N, Kucukguzel SG.  (2013)  Synthesis and characterization of flurbiprofen hydrazide derivatives as potential anti-HCV, anticancer and antimicrobial agents,  22  (12): [10.1007/s00044-013-0550-3]

Source

Source(1):

• Scientific Literature