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

ID: ALA3978552

PubChem CID: 134151707

Max Phase: Preclinical

Molecular Formula: C26H20N6O

Molecular Weight: 432.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cn1nnc(-c2ccccn2)c1-c1ccccc1)Nc1ccc(-c2ccccc2)cn1

Standard InChI:  InChI=1S/C26H20N6O/c33-24(29-23-15-14-21(17-28-23)19-9-3-1-4-10-19)18-32-26(20-11-5-2-6-12-20)25(30-31-32)22-13-7-8-16-27-22/h1-17H,18H2,(H,28,29,33)

Standard InChI Key:  SOWAWWAKVZAEIA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    5.1105  -12.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086  -12.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992  -11.4611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8229  -12.6793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5248  -12.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2421  -12.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9391  -12.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9286  -11.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2195  -11.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5135  -11.4442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6346  -11.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3470  -11.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0489  -10.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0376  -10.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3252   -9.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6233  -10.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319  -12.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786  -11.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614  -11.6651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095  -12.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9679  -12.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5821  -13.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598  -13.4933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5319  -12.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9263  -12.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1487  -12.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261  -13.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643  -13.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2537  -14.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2507  -14.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9577  -15.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6691  -14.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685  -14.1450    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
  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
M  END

Alternative Forms

1. Parent:

   

   ALA3978552

   ---

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: 432.49

Molecular Weight (Monoisotopic): 432.1699

AlogP: 4.71

#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: 3.57

CX LogP: 4.73

CX LogD: 4.72

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -1.63

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