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

ID: ALA4586872

PubChem CID: 146304291

Max Phase: Preclinical

Molecular Formula: C26H20Cl2N4

Molecular Weight: 459.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(N/N=C/c2ccc(-c3ccc(/C=N/Nc4ccc(Cl)cc4)cc3)cc2)cc1

Standard InChI:  InChI=1S/C26H20Cl2N4/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:  LCMIPFMPTMZRHJ-YAGSLNJISA-N

Molfile:  

 
     RDKit          2D

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   37.6588  -20.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3645  -20.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.4158  -21.6526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7078  -22.0607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   31.2994  -22.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0675  -19.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0633  -18.3703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7689  -17.9581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7647  -17.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4717  -16.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4679  -15.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7575  -15.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0496  -15.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0569  -16.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7523  -14.6904    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.8823  -20.4241    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 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:

   

   ALA4586872

   ---

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: 459.38

Molecular Weight (Monoisotopic): 458.1065

AlogP: 7.55

#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: 5.28

CX LogP: 8.48

CX LogD: 8.48

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.22

Np Likeness Score: -0.84

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