N-[(3,5-ditert-butyl-4-oxo-cyclohexa-2,5-dien-1-ylidene)amino]-4-nitro-benzamide

ID: ALA4571126

PubChem CID: 5033896

Max Phase: Preclinical

Molecular Formula: C21H25N3O4

Molecular Weight: 383.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)C1=CC(=NNC(=O)c2ccc([N+](=O)[O-])cc2)C=C(C(C)(C)C)C1=O

Standard InChI:  InChI=1S/C21H25N3O4/c1-20(2,3)16-11-14(12-17(18(16)25)21(4,5)6)22-23-19(26)13-7-9-15(10-8-13)24(27)28/h7-12H,1-6H3,(H,23,26)

Standard InChI Key:  PBOAPRYWMUBZEJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.0616  -11.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7735  -11.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4812  -11.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4812  -12.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7735  -13.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0616  -12.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7735  -13.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0619  -14.2618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3545  -13.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6471  -14.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6467  -15.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9377  -15.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2299  -15.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2277  -14.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9353  -13.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5225  -15.4850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8151  -15.0777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5225  -16.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3545  -13.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1887  -11.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1887  -10.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9003  -11.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9003  -10.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7735  -10.5747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3542  -11.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6468  -11.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3542  -10.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6468  -10.9863    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
  9 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 16 13  1  0
 16 17  1  0
 16 18  2  0
  9 19  2  0
  3 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
  2 24  2  0
  1 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4571126

   N'-(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4-nitrobenzohydrazide

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: 383.45

Molecular Weight (Monoisotopic): 383.1845

AlogP: 4.21

#Rotatable Bonds: 3

Polar Surface Area: 101.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.49

CX Basic pKa: 1.43

CX LogP: 5.10

CX LogD: 5.09

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.92

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