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

ID: ALA2281801

PubChem CID: 76327096

Max Phase: Preclinical

Molecular Formula: C22H18ClFN2O

Molecular Weight: 380.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)N/N=C/c1ccccc1Cl)c1ccc(-c2ccccc2)c(F)c1

Standard InChI:  InChI=1S/C22H18ClFN2O/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:  PZCINLVHKGPQIO-AFUMVMLFSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    5.9418  -19.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9406  -20.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487  -20.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3584  -20.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3555  -19.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6469  -19.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0587  -19.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7682  -19.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4739  -19.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4712  -18.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7570  -18.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0543  -18.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1769  -18.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8866  -18.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1727  -17.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8908  -19.2251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5923  -17.9957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3020  -18.4007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7704  -20.4610    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.0077  -17.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7174  -18.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7162  -19.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4251  -19.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1317  -19.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1249  -18.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4154  -17.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4068  -17.1621    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 14 16  2  0
 14 17  1  0
 17 18  1  0
  8 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2281801

   N-[(E)-(2-chlorophenyl)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: 380.85

Molecular Weight (Monoisotopic): 380.1092

AlogP: 5.40

#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: 11.77

CX Basic pKa: 1.04

CX LogP: 5.88

CX LogD: 5.88

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: -1.45

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