N'-(4-Bromobenzylidene)-4-(pyridin-2-yl)piperazine-1-carbohydrazide

ID: ALA4746898

PubChem CID: 162650573

Max Phase: Preclinical

Molecular Formula: C17H18BrN5O

Molecular Weight: 388.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(Br)cc1)N1CCN(c2ccccn2)CC1

Standard InChI:  InChI=1S/C17H18BrN5O/c18-15-6-4-14(5-7-15)13-20-21-17(24)23-11-9-22(10-12-23)16-3-1-2-8-19-16/h1-8,13H,9-12H2,(H,21,24)/b20-13+

Standard InChI Key:  YTFNVENKXHSUIQ-DEDYPNTBSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   10.7872   -6.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7860   -7.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5010   -8.0327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2174   -7.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2146   -6.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4992   -6.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0747   -8.0295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3607   -7.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6480   -8.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6430   -8.8481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3572   -9.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0760   -8.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9267   -9.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2139   -8.8415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9228  -10.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4976   -9.2508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7849   -8.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685   -9.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3583   -8.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6424   -9.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6382  -10.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3559  -10.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0688  -10.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223  -10.4700    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  2  7  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4746898

   ---

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: 388.27

Molecular Weight (Monoisotopic): 387.0695

AlogP: 2.71

#Rotatable Bonds: 3

Polar Surface Area: 60.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.78

CX Basic pKa: 6.42

CX LogP: 3.11

CX LogD: 3.06

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -2.29

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