2-(5-phenyl-4-(pyridin-4-yl)-1H-1,2,3-triazol-1-yl)-N-(4-(piperidin-1-yl)phenyl)acetamide

ID: ALA3972297

PubChem CID: 134154511

Max Phase: Preclinical

Molecular Formula: C26H26N6O

Molecular Weight: 438.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cn1nnc(-c2ccncc2)c1-c1ccccc1)Nc1ccc(N2CCCCC2)cc1

Standard InChI:  InChI=1S/C26H26N6O/c33-24(28-22-9-11-23(12-10-22)31-17-5-2-6-18-31)19-32-26(21-7-3-1-4-8-21)25(29-30-32)20-13-15-27-16-14-20/h1,3-4,7-16H,2,5-6,17-19H2,(H,28,33)

Standard InChI Key:  BCXZIOXUUGKUBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    5.1889   -8.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870   -9.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1776   -7.7796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9013   -8.9978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6032   -8.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103   -8.7626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4570   -7.9850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -7.9836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879   -8.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463   -9.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605  -10.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4382   -9.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103   -9.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0047   -8.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271   -8.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0550   -9.5163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0427  -10.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3321  -10.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292  -11.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0361  -11.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475  -11.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469  -10.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3141   -8.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0155   -8.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0044   -7.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2859   -7.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5874   -7.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7033   -7.3238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4171   -7.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1163   -7.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1079   -6.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3940   -6.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6887   -6.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  4  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  6 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
  9 13  1  0
  2  6  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 10 17  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27  5  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3972297

   ---

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: 438.54

Molecular Weight (Monoisotopic): 438.2168

AlogP: 4.64

#Rotatable Bonds: 6

Polar Surface Area: 75.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.16

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -1.79

References

1. You L, Zhang C, Yarravarapu N, Morlock L, Wang X, Zhang L, Williams NS, Lum L, Chen C..  (2016)  Development of a triazole class of highly potent Porcn inhibitors.,  26  (24): [PMID:27876319] [10.1016/j.bmcl.2016.11.012]

Source

Source(1):

• Scientific Literature