2-((4-(2H-benzo[d][1,2,3]triazol-2-yl)piperidin-1-yl)methyl)-5-Phenyl-1,3,4-oxadiazole

ID: ALA2296299

PubChem CID: 76331235

Max Phase: Preclinical

Molecular Formula: C20H20N6O

Molecular Weight: 360.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(-c2nnc(CN3CCC(n4nc5ccccc5n4)CC3)o2)cc1

Standard InChI:  InChI=1S/C20H20N6O/c1-2-6-15(7-3-1)20-22-21-19(27-20)14-25-12-10-16(11-13-25)26-23-17-8-4-5-9-18(17)24-26/h1-9,16H,10-14H2

Standard InChI Key:  NQZCCTKRAAVDOM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    6.8288   -3.7442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8444   -2.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6275   -2.6919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0942   -3.3628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5999   -4.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0260   -4.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8445   -4.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2706   -5.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8818   -6.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0674   -6.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6372   -5.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1393   -2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302   -2.9254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302   -3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7211   -4.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0120   -3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0120   -2.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7211   -2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3821   -5.0552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636   -4.2366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5809   -4.0023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132   -4.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6072   -5.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -6.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4791   -6.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9856   -5.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024   -4.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  5  6  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 18  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 19 23  2  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 22 27  1  0
 23 24  1  0
 16 20  1  0
 12 13  1  0
  2 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296299

   2-[[4-(Benzotriazol-2-yl)-1-piperidyl]methyl]-5-phenyl-1,3,4-oxadiazole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.42

Molecular Weight (Monoisotopic): 360.1699

AlogP: 3.32

#Rotatable Bonds: 4

Polar Surface Area: 72.87

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.25

CX LogP: 2.32

CX LogD: 2.08

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.51

References

1. Vankadari SR, Mandala D, Pochampalli J, Tigulla P, Valeru A, Thampu R.  (2013)  Synthesis, evaluation of antimicrobial activity, and molecular modeling of novel 2-((4-(2H-benzo[d] [1,2,3] triazol-2-yl)piperidin-1-yl)methyl)-5-substituted phenyl-1,3,4-oxadiazoles,  22  (12): [10.1007/s00044-013-0573-9]

Source

Source(1):

• Scientific Literature