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

ID: ALA4285539

PubChem CID: 145990603

Max Phase: Preclinical

Molecular Formula: C20H22N4O

Molecular Weight: 334.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1CCn1nnc2c1CCN(c1ccccc1)C2

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

Standard InChI Key:  PNMMPJOTCMZYDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   34.0796   -3.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2856   -3.3697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7394   -2.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9350   -2.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3849   -2.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6467   -1.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4469   -1.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9895   -1.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6850   -3.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8873   -3.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6332   -4.6518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1153   -5.3161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6332   -5.9802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8552   -5.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1452   -6.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4392   -5.7278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4392   -4.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1452   -4.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8552   -4.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7297   -6.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0242   -5.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3147   -6.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3147   -6.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0140   -7.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7297   -6.9533    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
  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
M  END

Alternative Forms

1. Parent:

   

   ALA4285539

   ---

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