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

ID: ALA3963609

PubChem CID: 134150738

Max Phase: Preclinical

Molecular Formula: C25H25N7O

Molecular Weight: 439.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cn1nnc(-c2ccncc2)c1-c1ccccc1)Nc1ccc(N2CCCCC2)cn1

Standard InChI:  InChI=1S/C25H25N7O/c33-23(28-22-10-9-21(17-27-22)31-15-5-2-6-16-31)18-32-25(20-7-3-1-4-8-20)24(29-30-32)19-11-13-26-14-12-19/h1,3-4,7-14,17H,2,5-6,15-16,18H2,(H,27,28,33)

Standard InChI Key:  DIHFFQLBROFOJF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   14.0294   -8.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3275   -9.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0182   -7.8993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7419   -9.1175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4438   -8.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5509   -8.8823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2975   -8.1047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4803   -8.1033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2285   -8.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8868   -9.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5010  -10.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2787   -9.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4508   -9.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8453   -8.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0676   -8.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8955   -9.6360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8833  -10.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1726  -10.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1697  -11.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8766  -11.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5880  -11.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5874  -10.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1546   -9.0987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8561   -8.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8449   -7.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1264   -7.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4279   -7.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5438   -7.4435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2577   -7.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9569   -7.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9484   -6.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2346   -6.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5292   -6.6277    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:

   

   ALA3963609

   ---

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: 439.52

Molecular Weight (Monoisotopic): 439.2121

AlogP: 4.03

#Rotatable Bonds: 6

Polar Surface Area: 88.83

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.16

CX Basic pKa: 4.31

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -1.87

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