4-(Pyridin-2-yl)-N'-(3,4,5-trimethoxybenzylidene)piperazine-1-carbohydrazide

ID: ALA4800161

PubChem CID: 162676580

Max Phase: Preclinical

Molecular Formula: C20H25N5O4

Molecular Weight: 399.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=N/NC(=O)N2CCN(c3ccccn3)CC2)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H25N5O4/c1-27-16-12-15(13-17(28-2)19(16)29-3)14-22-23-20(26)25-10-8-24(9-11-25)18-6-4-5-7-21-18/h4-7,12-14H,8-11H2,1-3H3,(H,23,26)/b22-14+

Standard InChI Key:  ZPJWCVJWFWNSQI-HYARGMPZSA-N

Molfile:  

 
     RDKit          2D

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   10.8892  -14.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5972  -14.7534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3069  -14.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3041  -13.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5954  -13.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1847  -14.7502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4775  -14.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7716  -14.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7667  -15.5609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4739  -15.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1860  -15.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0571  -15.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3513  -15.5545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0534  -16.7835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6417  -15.9598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9359  -15.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2263  -15.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5230  -15.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8139  -15.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097  -16.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205  -17.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2267  -16.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1083  -15.5309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124  -14.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1007  -17.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3943  -16.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5197  -17.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8115  -18.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  9 10  1  0
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  2  7  1  0
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 20 21  2  0
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 22 23  2  0
 23 18  1  0
 20 24  1  0
 24 25  1  0
 21 26  1  0
 26 27  1  0
 22 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4800161

   ---

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: 399.45

Molecular Weight (Monoisotopic): 399.1907

AlogP: 1.97

#Rotatable Bonds: 6

Polar Surface Area: 88.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.78

CX Basic pKa: 6.42

CX LogP: 1.86

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -1.63

References

1. Tripathi A,Choubey PK,Sharma P,Seth A,Tripathi PN,Tripathi MK,Prajapati SK,Krishnamurthy S,Shrivastava SK.  (2019)  Design and development of molecular hybrids of 2-pyridylpiperazine and 5-phenyl-1,3,4-oxadiazoles as potential multifunctional agents to treat Alzheimer's disease.,  183  [PMID:31561043] [10.1016/j.ejmech.2019.111707]

Source

Source(1):

• Scientific Literature