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

ID: ALA3982830

PubChem CID: 134157073

Max Phase: Preclinical

Molecular Formula: C25H19N7O

Molecular Weight: 433.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cn1nnc(-c2ccncc2)c1-c1ccccc1)Nc1ncc(-c2ccccc2)cn1

Standard InChI:  InChI=1S/C25H19N7O/c33-22(29-25-27-15-21(16-28-25)18-7-3-1-4-8-18)17-32-24(20-9-5-2-6-10-20)23(30-31-32)19-11-13-26-14-12-19/h1-16H,17H2,(H,27,28,29,33)

Standard InChI Key:  SDXJRGVYVVRHRO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   30.4762  -21.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1668  -20.1159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8905  -21.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5924  -20.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6995  -21.0989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4461  -20.3212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6290  -20.3199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3771  -21.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0354  -21.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6497  -22.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4273  -22.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5994  -21.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9939  -20.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2162  -21.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.0319  -22.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3213  -22.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3183  -23.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.7366  -23.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7361  -22.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3033  -21.3153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0047  -20.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9935  -20.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2750  -19.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5766  -20.1012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6942  -19.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4060  -20.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1061  -19.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0916  -18.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3709  -18.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6737  -18.8432    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
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 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
 25 28  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
M  END

Alternative Forms

1. Parent:

   

   ALA3982830

   ---

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: 433.48

Molecular Weight (Monoisotopic): 433.1651

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 98.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.84

CX Basic pKa: 3.40

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -1.46

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