2-(5-(4-Fluorophenyl)-4-(pyridin-4-yl)-1H-1,2,3-triazol-1-yl)-N-(5-phenylpyridin-2-yl)acetamide

ID: ALA3899701

PubChem CID: 134134596

Max Phase: Preclinical

Molecular Formula: C26H19FN6O

Molecular Weight: 450.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cn1nnc(-c2ccncc2)c1-c1ccc(F)cc1)Nc1ccc(-c2ccccc2)cn1

Standard InChI:  InChI=1S/C26H19FN6O/c27-22-9-6-20(7-10-22)26-25(19-12-14-28-15-13-19)31-32-33(26)17-24(34)30-23-11-8-21(16-29-23)18-4-2-1-3-5-18/h1-16H,17H2,(H,29,30,34)

Standard InChI Key:  QDCAEFBPUFYOIP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   13.0719  -25.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3700  -25.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0606  -24.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7843  -25.4365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4862  -25.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2035  -25.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9006  -25.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8901  -24.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1809  -23.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4750  -24.2015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5960  -23.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3084  -24.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0103  -23.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9990  -22.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2866  -22.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5847  -22.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5934  -25.2014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3400  -24.4237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5228  -24.4223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2709  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9293  -25.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5435  -26.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3212  -26.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4933  -25.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8878  -24.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1101  -25.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9380  -25.9551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9257  -26.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2151  -26.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2122  -27.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9191  -28.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6305  -27.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6299  -26.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9176  -28.9453    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  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
  8 11  1  0
  4  5  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 17 21  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
 20 24  1  0
  2 17  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 21 28  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3899701

   ---

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: 450.48

Molecular Weight (Monoisotopic): 450.1604

AlogP: 4.85

#Rotatable Bonds: 6

Polar Surface Area: 85.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.76

CX Basic pKa: 3.79

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.40

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