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

ID: ALA3952665

PubChem CID: 134143802

Max Phase: Preclinical

Molecular Formula: C27H22N6O2

Molecular Weight: 462.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(-c3ccncc3)nnn2CC(=O)Nc2ccc(-c3ccccc3)cn2)cc1

Standard InChI:  InChI=1S/C27H22N6O2/c1-35-23-10-7-21(8-11-23)27-26(20-13-15-28-16-14-20)31-32-33(27)18-25(34)30-24-12-9-22(17-29-24)19-5-3-2-4-6-19/h2-17H,18H2,1H3,(H,29,30,34)

Standard InChI Key:  PYTATOMUOYSFAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.2989  -17.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5970  -18.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2876  -16.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0113  -18.2056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7132  -17.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4305  -18.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1276  -17.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1171  -16.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7019  -16.9706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8230  -16.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5354  -16.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2373  -16.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2260  -15.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5136  -15.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7705  -19.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5482  -19.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7203  -18.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1147  -17.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3371  -17.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1650  -18.7242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1527  -19.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4421  -19.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4392  -20.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1461  -20.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8575  -20.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8569  -19.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1442  -21.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8511  -22.1227    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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
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  4  5  1  0
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 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  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3952665

   ---

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: 462.51

Molecular Weight (Monoisotopic): 462.1804

AlogP: 4.72

#Rotatable Bonds: 7

Polar Surface Area: 94.82

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: 4.18

CX LogD: 4.18

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -1.52

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