4,4'-bis((2-tert-butylhydrazono)methyl)biphenyl

ID: ALA4454311

PubChem CID: 146304373

Max Phase: Preclinical

Molecular Formula: C22H30N4

Molecular Weight: 350.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)N/N=C/c1ccc(-c2ccc(/C=N/NC(C)(C)C)cc2)cc1

Standard InChI:  InChI=1S/C22H30N4/c1-21(2,3)25-23-15-17-7-11-19(12-8-17)20-13-9-18(10-14-20)16-24-26-22(4,5)6/h7-16,25-26H,1-6H3/b23-15+,24-16+

Standard InChI Key:  PJBPASCJUVXPNY-DFEHQXHXSA-N

Molfile:  

 
     RDKit          2D

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    6.9559  -21.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6640  -21.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3737  -21.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3708  -20.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6622  -19.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7835  -20.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4892  -19.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4865  -19.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7723  -18.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0696  -19.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2479  -21.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5405  -21.0666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8325  -21.4746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251  -21.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1921  -18.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1880  -17.7842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8936  -17.3720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8894  -16.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258  -20.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4171  -21.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4132  -20.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5951  -16.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1797  -16.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8823  -15.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  2 13  1  0
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 10 17  1  0
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 16 21  1  0
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 16 23  1  0
 20 24  1  0
 20 25  1  0
 20 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4454311

   ---

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: 350.51

Molecular Weight (Monoisotopic): 350.2470

AlogP: 4.80

#Rotatable Bonds: 5

Polar Surface Area: 48.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.54

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -0.49

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