2-(2-Fluorobiphenyl-4-yl)-N'-[(2-fluorophenyl)methylene]propanehydrazide

ID: ALA2281795

PubChem CID: 76312654

Max Phase: Preclinical

Molecular Formula: C22H18F2N2O

Molecular Weight: 364.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)N/N=C/c1ccccc1F)c1ccc(-c2ccccc2)c(F)c1

Standard InChI:  InChI=1S/C22H18F2N2O/c1-15(22(27)26-25-14-18-9-5-6-10-20(18)23)17-11-12-19(21(24)13-17)16-7-3-2-4-8-16/h2-15H,1H3,(H,26,27)/b25-14+

Standard InChI Key:  DZKRCUUTTMWKSW-AFUMVMLFSA-N

Molfile:  

     RDKit          2D

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   11.7023   -8.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4103   -9.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1200   -8.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1171   -7.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4085   -7.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8203   -7.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5298   -7.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2355   -7.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2328   -6.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5186   -6.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8159   -6.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9385   -6.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6482   -6.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9343   -5.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6524   -7.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3539   -6.1258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0636   -6.5308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5320   -8.5910    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.7693   -6.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4790   -6.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4778   -7.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1867   -7.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8933   -7.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8865   -6.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1770   -6.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1685   -5.2922    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  7  1  0
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  8 19  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2281795

   N-[(E)-(2-fluorophenyl)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: 364.40

Molecular Weight (Monoisotopic): 364.1387

AlogP: 4.89

#Rotatable Bonds: 5

Polar Surface Area: 41.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.77

CX Basic pKa: 0.77

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.51

Np Likeness Score: -1.29

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