1-(2-methoxyphenethyl)-5-(4-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine

ID: ALA4286568

PubChem CID: 145990436

Max Phase: Preclinical

Molecular Formula: C21H21F3N4O

Molecular Weight: 402.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1CCn1nnc2c1CCN(c1ccc(C(F)(F)F)cc1)C2

Standard InChI:  InChI=1S/C21H21F3N4O/c1-29-20-5-3-2-4-15(20)10-13-28-19-11-12-27(14-18(19)25-26-28)17-8-6-16(7-9-17)21(22,23)24/h2-9H,10-14H2,1H3

Standard InChI Key:  CGKURFLUZJZXCB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   28.5756  -11.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7775  -12.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2354  -11.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4310  -11.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8809  -11.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1386  -10.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9430  -10.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4855  -10.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1769  -12.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3792  -12.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1291  -13.4239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6112  -14.0883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1291  -14.7524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3470  -14.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6369  -14.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9310  -14.4959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9310  -13.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6369  -13.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3470  -13.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2216  -14.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5161  -14.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8005  -14.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8005  -15.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5101  -16.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2216  -15.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0915  -16.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3825  -16.5286    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.3825  -15.7116    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.0915  -16.9392    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  2  0
  4  5  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  3  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 16 17  1  0
 18 17  1  0
 19 18  1  0
 14 19  2  0
 11 19  1  0
 20 16  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 20 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4286568

   ---

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: 402.42

Molecular Weight (Monoisotopic): 402.1667

AlogP: 4.11

#Rotatable Bonds: 5

Polar Surface Area: 43.18

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.56

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -1.54

References

1. Karypidou K, Ribone SR, Quevedo MA, Persoons L, Pannecouque C, Helsen C, Claessens F, Dehaen W..  (2018)  Synthesis, biological evaluation and molecular modeling of a novel series of fused 1,2,3-triazoles as potential anti-coronavirus agents.,  28  (21): [PMID:30286952] [10.1016/j.bmcl.2018.09.019]

Source

Source(1):

• Scientific Literature