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

ID: ALA3908747

PubChem CID: 134132429

Max Phase: Preclinical

Molecular Formula: C27H22N6O

Molecular Weight: 446.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-c1c(-c2ccncc2)nnn1CC(=O)Nc1ccc(-c2ccccc2)cn1

Standard InChI:  InChI=1S/C27H22N6O/c1-19-7-5-6-10-23(19)27-26(21-13-15-28-16-14-21)31-32-33(27)18-25(34)30-24-12-11-22(17-29-24)20-8-3-2-4-9-20/h2-17H,18H2,1H3,(H,29,30,34)

Standard InChI Key:  YFOSHQXVPJXEKZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   32.6350  -25.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9331  -25.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6237  -24.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3474  -25.4035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0493  -24.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7666  -25.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4636  -24.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4531  -24.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7440  -23.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0380  -24.1685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1591  -23.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8715  -24.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5734  -23.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5621  -22.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8497  -22.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.9031  -24.3907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0859  -24.3893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.4923  -25.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1066  -26.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8843  -26.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0564  -25.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4508  -24.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6732  -25.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5011  -25.9221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4888  -26.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7782  -26.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7752  -27.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4822  -28.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1935  -27.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1930  -26.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9009  -26.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
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  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
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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
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3908747

   ---

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: 446.51

Molecular Weight (Monoisotopic): 446.1855

AlogP: 5.02

#Rotatable Bonds: 6

Polar Surface Area: 85.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.76

CX Basic pKa: 3.79

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -1.58

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