5-Amino-N-(2,4-dimethoxyphenyl)-1-[3-(trifluoromethyl)phenyl]-1H-1,2,3-triazole-4-carboxamide

ID: ALA2425295

PubChem CID: 27262300

Max Phase: Preclinical

Molecular Formula: C18H16F3N5O3

Molecular Weight: 407.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2nnn(-c3cccc(C(F)(F)F)c3)c2N)c(OC)c1

Standard InChI:  InChI=1S/C18H16F3N5O3/c1-28-12-6-7-13(14(9-12)29-2)23-17(27)15-16(22)26(25-24-15)11-5-3-4-10(8-11)18(19,20)21/h3-9H,22H2,1-2H3,(H,23,27)

Standard InChI Key:  COGAVGFHIULHDK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   20.2851  -22.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9947  -22.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9919  -21.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2833  -20.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5770  -22.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5782  -21.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6958  -20.8668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4436  -21.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9881  -20.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5768  -19.8807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7782  -20.0538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8012  -20.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1364  -21.4146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2790  -20.0064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6165  -21.9950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9494  -21.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8708  -20.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8713  -20.0522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.1628  -21.2776    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.1598  -20.4587    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.2813  -22.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0935  -22.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5722  -21.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2329  -20.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4217  -20.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3854  -21.7428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0831  -20.0907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5579  -19.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8623  -21.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  3  7  1  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
  8 15  1  0
 13 16  1  0
  6 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 16 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 16  1  0
 23 26  1  0
 25 27  1  0
 27 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2425295

   5-amino-N-(2,4-dimethoxyphenyl)-1-[3-(trifluoromethyl)phenyl]triazole-4-carboxamide

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: 407.35

Molecular Weight (Monoisotopic): 407.1205

AlogP: 3.14

#Rotatable Bonds: 5

Polar Surface Area: 104.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -2.18

References

1. Pokhodylo N, Shyyka O, Matiychuk V.  (2013)  Synthesis and anticancer activity evaluation of new 1,2,3-triazole-4-carboxamide derivatives,  [10.1007/s00044-013-0841-8]

Source

Source(1):

• Scientific Literature