Ethyl 1,7-dibenzyl-5-phenyl-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine-7-carboxylate

ID: ALA4287918

PubChem CID: 145990488

Max Phase: Preclinical

Molecular Formula: C28H28N4O2

Molecular Weight: 452.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1(Cc2ccccc2)CN(c2ccccc2)Cc2nnn(Cc3ccccc3)c21

Standard InChI:  InChI=1S/C28H28N4O2/c1-2-34-27(33)28(18-22-12-6-3-7-13-22)21-31(24-16-10-5-11-17-24)20-25-26(28)32(30-29-25)19-23-14-8-4-9-15-23/h3-17H,2,18-21H2,1H3

Standard InChI Key:  RKPJJIAZSZXHPM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    5.2193   -1.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118   -2.0382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2193   -2.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118   -3.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827   -2.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772   -2.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968   -3.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913   -3.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8730   -3.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1467   -2.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522   -2.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0999   -3.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0999   -4.6804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3922   -5.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5196   -4.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2979   -4.9346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7793   -4.2729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -3.6112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5522   -2.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3498   -2.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8974   -3.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6992   -3.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9534   -2.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4059   -1.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6041   -1.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5196   -3.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0384   -2.7460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  6  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
  6 11  2  0
  4 12  1  0
 13 12  1  0
 14 13  1  0
 14 15  1  0
 16 15  2  0
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 18 17  2  0
 19 18  1  0
 14 19  2  0
 13 20  1  0
 20 21  1  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  1  0
 26 25  1  0
 26 27  1  0
 28 27  2  0
 29 28  1  0
 30 29  2  0
 31 30  1  0
 26 31  2  0
 24 32  1  0
 32  4  1  0
 21 32  2  0
  3 33  2  0
  1 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4287918

   ---

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: 452.56

Molecular Weight (Monoisotopic): 452.2212

AlogP: 4.39

#Rotatable Bonds: 7

Polar Surface Area: 60.25

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.26

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -0.71

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