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

ID: ALA2281800

PubChem CID: 72722226

Max Phase: Preclinical

Molecular Formula: C23H21FN2O2

Molecular Weight: 376.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N/NC(=O)C(C)c2ccc(-c3ccccc3)c(F)c2)cc1

Standard InChI:  InChI=1S/C23H21FN2O2/c1-16(23(27)26-25-15-17-8-11-20(28-2)12-9-17)19-10-13-21(22(24)14-19)18-6-4-3-5-7-18/h3-16H,1-2H3,(H,26,27)/b25-15+

Standard InChI Key:  KETQYQDWCQUQDN-MFKUBSTISA-N

Molfile:  

     RDKit          2D

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   -5.2300  -19.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4176  -16.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995  -18.9692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9977  -17.7398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1335  -18.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323  -18.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412  -19.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478  -18.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410  -18.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8315  -17.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581  -19.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2634  -20.1672    0.0000 C   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:

   

   ALA2281800

   2-(3-fluoro-4-phenylphenyl)-N-[(E)-(4-methoxyphenyl)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: 376.43

Molecular Weight (Monoisotopic): 376.1587

AlogP: 4.76

#Rotatable Bonds: 6

Polar Surface Area: 50.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.78

CX Basic pKa: 1.82

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -1.16

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