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

ID: ALA3953544

PubChem CID: 134143817

Max Phase: Preclinical

Molecular Formula: C24H18N6O2

Molecular Weight: 422.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cn1nnc(-c2ccncc2)c1-c1ccccc1)Nc1ccc(-c2ccoc2)cn1

Standard InChI:  InChI=1S/C24H18N6O2/c31-22(27-21-7-6-19(14-26-21)20-10-13-32-16-20)15-30-24(18-4-2-1-3-5-18)23(28-29-30)17-8-11-25-12-9-17/h1-14,16H,15H2,(H,26,27,31)

Standard InChI Key:  FSTWBIHIDHYFEW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   14.3761  -14.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6742  -15.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3648  -14.0530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0885  -15.2712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7905  -14.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8976  -15.0360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6442  -14.2583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8270  -14.2570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5752  -15.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2335  -15.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8477  -16.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6254  -16.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7975  -15.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1920  -14.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4143  -14.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2422  -15.7897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2299  -16.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5193  -16.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5164  -17.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2233  -17.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9347  -17.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9341  -16.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5013  -15.2524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2027  -14.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1916  -14.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4731  -13.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7746  -14.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8922  -13.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6438  -13.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1812  -13.2995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7616  -12.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9651  -12.7806    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
 12 13  2  0
 13 14  1  0
 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
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 28  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3953544

   ---

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: 422.45

Molecular Weight (Monoisotopic): 422.1491

AlogP: 4.30

#Rotatable Bonds: 6

Polar Surface Area: 98.73

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.72

CX Basic pKa: 3.72

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.45

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