2-(4-Bromophenyl)-5-(4-(pyridin-2-yl)piperazin-1-yl)-1,3,4-oxadiazole

ID: ALA4779999

PubChem CID: 162662842

Max Phase: Preclinical

Molecular Formula: C17H16BrN5O

Molecular Weight: 386.25

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Brc1ccc(-c2nnc(N3CCN(c4ccccn4)CC3)o2)cc1

Standard InChI:  InChI=1S/C17H16BrN5O/c18-14-6-4-13(5-7-14)16-20-21-17(24-16)23-11-9-22(10-12-23)15-3-1-2-8-19-15/h1-8H,9-12H2

Standard InChI Key:  OGMDVMWMCVEIDI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   32.8824  -19.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5175  -19.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2040  -19.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9921  -18.4368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1768  -18.3970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0952  -19.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5182  -18.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7292  -18.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5161  -19.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0981  -20.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8848  -20.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9658  -19.5186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0908  -20.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8493  -20.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4880  -20.1111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3630  -19.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5993  -19.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2481  -20.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3707  -21.2148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1312  -21.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7699  -21.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6429  -20.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8823  -19.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7192  -19.9997    0.0000 Br  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:

    ALA4779999

    ---

Associated Targets(Human)

BCHE Tclin Cholinesterases; ACHE & BCHE (1222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BACE1 Tchem Beta-secretase 1 (15641 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Tclin Butyrylcholinesterase (7174 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APP Tclin Amyloid-beta A4 protein (8510 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SH-SY5Y (11521 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 386.25Molecular Weight (Monoisotopic): 385.0538AlogP: 3.22#Rotatable Bonds: 3
Polar Surface Area: 58.29Molecular Species: NEUTRALHBA: 6HBD:
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 6.42CX LogP: 3.66CX LogD: 3.61
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.69Np Likeness Score: -1.90

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