4,4'-bis((2-(3-fluorophenyl)hydrazono)methyl)biphenyl

ID: ALA4455663

PubChem CID: 146304258

Max Phase: Preclinical

Molecular Formula: C26H20F2N4

Molecular Weight: 426.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1cccc(N/N=C/c2ccc(-c3ccc(/C=N/Nc4cccc(F)c4)cc3)cc2)c1

Standard InChI:  InChI=1S/C26H20F2N4/c27-23-3-1-5-25(15-23)31-29-17-19-7-11-21(12-8-19)22-13-9-20(10-14-22)18-30-32-26-6-2-4-24(28)16-26/h1-18,31-32H/b29-17+,30-18+

Standard InChI Key:  NUBWJTGZTKRMED-YAGSLNJISA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   34.8118  -10.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8106  -11.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5187  -11.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2283  -11.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2255  -10.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5169   -9.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9286   -9.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6382  -10.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3438   -9.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3412   -8.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6270   -8.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9242   -8.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1026  -11.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3952  -11.0085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6872  -11.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9798  -11.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9852  -10.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2786   -9.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5696  -10.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5716  -11.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2787  -11.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0468   -8.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0427   -7.7261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7483   -7.3139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7441   -6.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4510   -6.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4472   -5.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7369   -4.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0290   -5.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0363   -6.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8650  -11.4202    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.1530   -4.8574    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
  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
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 10 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 20 31  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4455663

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.47

Molecular Weight (Monoisotopic): 426.1656

AlogP: 6.52

#Rotatable Bonds: 7

Polar Surface Area: 48.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.29

CX LogP: 7.56

CX LogD: 7.56

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -1.00

References

1. Thamban Chandrika N, Dennis EK, Shrestha SK, Ngo HX, Green KD, Kwiatkowski S, Deaciuc AG, Dwoskin LP, Watt DS, Garneau-Tsodikova S..  (2019)  N,N'-diaryl-bishydrazones in a biphenyl platform: Broad spectrum antifungal agents.,  164  [PMID:30597328] [10.1016/j.ejmech.2018.12.042]

Source

Source(1):

• Scientific Literature