4-(5-(4-(Pyridin-2-yl)piperazin-1-yl)-1,3,4-oxadiazol-2-yl)phenol

ID: ALA4746180

PubChem CID: 162647478

Max Phase: Preclinical

Molecular Formula: C17H17N5O2

Molecular Weight: 323.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2nnc(N3CCN(c4ccccn4)CC3)o2)cc1

Standard InChI:  InChI=1S/C17H17N5O2/c23-14-6-4-13(5-7-14)16-19-20-17(24-16)22-11-9-21(10-12-22)15-3-1-2-8-18-15/h1-8,23H,9-12H2

Standard InChI Key:  BQNZOYNZEQEQRF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   19.1148  -13.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7566  -14.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4503  -13.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2362  -13.0962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4122  -13.0560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3192  -14.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7362  -13.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9390  -13.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7236  -14.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3117  -15.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1067  -14.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2201  -14.1894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3464  -15.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1129  -15.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7582  -14.7882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6319  -13.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8603  -13.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5264  -15.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6502  -15.9035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4188  -16.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0641  -15.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9359  -14.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1673  -14.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9259  -14.6735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  1  6  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  3 12  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
 15 18  1  0
  9 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4746180

   ---

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: 323.36

Molecular Weight (Monoisotopic): 323.1382

AlogP: 2.16

#Rotatable Bonds: 3

Polar Surface Area: 78.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.03

CX Basic pKa: 6.42

CX LogP: 2.58

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -1.52

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