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

ID: ALA4289994

PubChem CID: 145989308

Max Phase: Preclinical

Molecular Formula: C20H22N4O

Molecular Weight: 334.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCn2nnc3c2CCN(c2ccccc2)C3)cc1

Standard InChI:  InChI=1S/C20H22N4O/c1-25-18-9-7-16(8-10-18)11-14-24-20-12-13-23(15-19(20)21-22-24)17-5-3-2-4-6-17/h2-10H,11-15H2,1H3

Standard InChI Key:  OAEQZCVOWIUECL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   25.1366   -0.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6804   -0.6534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4256   -1.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9681   -2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7139   -2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9136   -2.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3594   -2.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6211   -1.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6595   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8618   -3.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6118   -4.7002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0939   -5.3646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6118   -6.0287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8297   -5.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1196   -6.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4137   -5.7763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4137   -4.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1196   -4.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8297   -4.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7042   -6.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9987   -5.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2892   -6.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2892   -6.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9885   -7.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7042   -7.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  6  7  1  0
  8  7  2  0
  3  8  1  0
  6  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
M  END

Alternative Forms

1. Parent:

   

   ALA4289994

   ---

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: 334.42

Molecular Weight (Monoisotopic): 334.1794

AlogP: 3.09

#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: 0.83

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.39

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