2,6-ditert-butyl-4-[(2,4-dinitrophenyl)hydrazono]cyclohexa-2,5-dien-1-one

ID: ALA4525036

Cas Number: 14980-56-4

PubChem CID: 350349

Max Phase: Preclinical

Molecular Formula: C20H24N4O5

Molecular Weight: 400.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)C1=CC(=NNc2ccc([N+](=O)[O-])cc2[N+](=O)[O-])C=C(C(C)(C)C)C1=O

Standard InChI:  InChI=1S/C20H24N4O5/c1-19(2,3)14-9-12(10-15(18(14)25)20(4,5)6)21-22-16-8-7-13(23(26)27)11-17(16)24(28)29/h7-11,22H,1-6H3

Standard InChI Key:  CWZZBEWTIRHVCF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.5457   -5.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2534   -4.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9653   -5.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9653   -6.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2534   -6.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5457   -6.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2534   -7.4509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5460   -7.8623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5460   -8.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2533   -9.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2564   -9.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445  -10.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8410   -9.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8342   -9.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1267   -8.6794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1267   -7.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193   -9.0908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445  -11.1301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8371  -11.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2560  -11.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6727   -4.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6727   -4.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3802   -5.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3802   -4.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2534   -4.1752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -4.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308   -5.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -4.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308   -4.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  1  0
  1  6  2  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
 15 14  1  0
 15 16  1  0
 15 17  2  0
 18 12  1  0
 18 19  1  0
 18 20  2  0
  3 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
  2 25  2  0
  1 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  CHG  4  15   1  16  -1  18   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4525036

   2,6-Ditert-butyl-4-[(2,4-dinitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one

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: 400.44

Molecular Weight (Monoisotopic): 400.1747

AlogP: 4.80

#Rotatable Bonds: 4

Polar Surface Area: 127.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.44

CX Basic pKa: 4.26

CX LogP: 6.52

CX LogD: 6.52

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: -0.87

References

1. Deng Y, Wu T, Zhai SQ, Li CH..  (2019)  Recent progress on anti-Toxoplasma drugs discovery: Design, synthesis and screening.,  183  [PMID:31585276] [10.1016/j.ejmech.2019.111711]

Source

Source(1):

• Scientific Literature