2-(2-Fluorobiphenyl-4-yl)-N'-{[4-(trifluoromethyl)phenyl]methylidene}propanehydrazide

ID: ALA2281794

PubChem CID: 76308972

Max Phase: Preclinical

Molecular Formula: C23H18F4N2O

Molecular Weight: 414.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)N/N=C/c1ccc(C(F)(F)F)cc1)c1ccc(-c2ccccc2)c(F)c1

Standard InChI:  InChI=1S/C23H18F4N2O/c1-15(18-9-12-20(21(24)13-18)17-5-3-2-4-6-17)22(30)29-28-14-16-7-10-19(11-8-16)23(25,26)27/h2-15H,1H3,(H,29,30)/b28-14+

Standard InChI Key:  TUJGPCMBJVILQQ-CCVNUDIWSA-N

Molfile:  

     RDKit          2D

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    0.9170   -8.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084   -7.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202   -7.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3297   -8.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7342   -5.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523   -7.6647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538   -6.4353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8636   -6.8403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320   -8.9006    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5692   -6.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9867   -8.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6933   -7.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6864   -6.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9769   -6.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4036   -8.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4088   -8.8627    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1086   -7.6324    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1076   -8.4526    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  8 19  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2281794

   2-(3-fluoro-4-phenylphenyl)-N-[(E)-[4-(trifluoromethyl)phenyl]methylideneamino]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: 414.40

Molecular Weight (Monoisotopic): 414.1355

AlogP: 5.77

#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: 11.78

CX Basic pKa: 1.13

CX LogP: 6.15

CX LogD: 6.15

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: -1.33

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