2-(1-((5-(3-Bromo-4-methylphenyl)-1,3,4-oxadiazol-2-yl)methyl)piperidin-4-yl)2H-benzo[d][1,2,3]triazole

ID: ALA2296298

PubChem CID: 76316659

Max Phase: Preclinical

Molecular Formula: C21H21BrN6O

Molecular Weight: 453.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nnc(CN3CCC(n4nc5ccccc5n4)CC3)o2)cc1Br

Standard InChI:  InChI=1S/C21H21BrN6O/c1-14-6-7-15(12-17(14)22)21-24-23-20(29-21)13-27-10-8-16(9-11-27)28-25-18-4-2-3-5-19(18)26-28/h2-7,12,16H,8-11,13H2,1H3

Standard InChI Key:  DIUYKZZJAIBGAX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   16.8704  -22.2300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8859  -21.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6690  -21.1778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1357  -21.8487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6414  -22.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0676  -23.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8861  -23.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3122  -23.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9233  -24.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1089  -24.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6787  -23.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1809  -21.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4718  -21.4112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4718  -22.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7627  -22.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0536  -22.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0536  -21.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7627  -21.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4236  -23.5411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4052  -22.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6224  -22.4882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1547  -23.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6487  -23.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3315  -24.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5207  -24.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0272  -24.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3439  -23.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1291  -23.8488    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.3515  -25.2828    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
  8 28  1  0
  9 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296298

   2-[[4-(Benzotriazol-2-yl)-1-piperidyl]methyl]-5-(3-bromo-4-methyl-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: 453.34

Molecular Weight (Monoisotopic): 452.0960

AlogP: 4.39

#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: 7.23

CX LogP: 3.60

CX LogD: 3.38

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.53

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