4,4'-bis((2-(4-bromophenyl)hydrazono)methyl)biphenyl

ID: ALA4460253

PubChem CID: 146304254

Max Phase: Preclinical

Molecular Formula: C26H20Br2N4

Molecular Weight: 548.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Brc1ccc(N/N=C/c2ccc(-c3ccc(/C=N/Nc4ccc(Br)cc4)cc3)cc2)cc1

Standard InChI:  InChI=1S/C26H20Br2N4/c27-23-9-13-25(14-10-23)31-29-17-19-1-5-21(6-2-19)22-7-3-20(4-8-22)18-30-32-26-15-11-24(28)12-16-26/h1-18,31-32H/b29-17+,30-18+

Standard InChI Key:  XABQQAQCDGDMLN-YAGSLNJISA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    7.7454  -12.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7442  -13.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4523  -13.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1620  -13.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1591  -12.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4505  -12.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8623  -12.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5718  -12.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2775  -12.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2748  -11.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5606  -10.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8579  -11.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0362  -13.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3288  -13.4518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6208  -13.8599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9134  -13.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9188  -12.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2123  -12.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5033  -12.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052  -13.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2124  -13.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9804  -10.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9763  -10.1695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6819   -9.7573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6777   -8.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3847   -8.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3809   -7.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6705   -7.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9626   -7.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9699   -8.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6653   -6.4896    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.7953  -12.2233    0.0000 Br  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
 28 31  1  0
 19 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460253

   ---

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: 548.28

Molecular Weight (Monoisotopic): 546.0055

AlogP: 7.77

#Rotatable Bonds: 7

Polar Surface Area: 48.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.20

CX LogP: 8.81

CX LogD: 8.81

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.18

Np Likeness Score: -0.76

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