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

ID: ALA3897216

PubChem CID: 134133501

Max Phase: Preclinical

Molecular Formula: C27H19N7O

Molecular Weight: 457.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-c2c(-c3ccncc3)nnn2CC(=O)Nc2ccc(-c3ccccc3)cn2)cc1

Standard InChI:  InChI=1S/C27H19N7O/c28-16-19-6-8-22(9-7-19)27-26(21-12-14-29-15-13-21)32-33-34(27)18-25(35)31-24-11-10-23(17-30-24)20-4-2-1-3-5-20/h1-15,17H,18H2,(H,30,31,35)

Standard InChI Key:  MRDDUUJWDJREPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   33.0436  -17.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3417  -17.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0323  -16.2116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7560  -17.4297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4579  -17.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1752  -17.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8722  -16.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8617  -16.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1526  -15.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4466  -16.1947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5677  -15.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2801  -16.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9820  -15.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9707  -14.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2583  -14.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5564  -14.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5650  -17.1945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3117  -16.4169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4945  -16.4155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2426  -17.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9009  -17.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5152  -18.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2928  -18.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4650  -17.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8594  -16.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0818  -17.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9096  -17.9483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8974  -18.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1868  -18.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1838  -19.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8908  -20.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6021  -19.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6016  -18.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8904  -20.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8889  -21.7545    0.0000 N   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
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 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
 34 35  3  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3897216

   ---

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: 457.50

Molecular Weight (Monoisotopic): 457.1651

AlogP: 4.58

#Rotatable Bonds: 6

Polar Surface Area: 109.38

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.76

CX Basic pKa: 3.79

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 5

Heavy Atoms: 35

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