Ethyl 7-benzyl-1-(4-chlorobenzyl)-5-phenyl-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine-7-carboxylate

ID: ALA4286429

PubChem CID: 145992018

Max Phase: Preclinical

Molecular Formula: C28H27ClN4O2

Molecular Weight: 487.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1(Cc2ccccc2)CN(c2ccccc2)Cc2nnn(Cc3ccc(Cl)cc3)c21

Standard InChI:  InChI=1S/C28H27ClN4O2/c1-2-35-27(34)28(17-21-9-5-3-6-10-21)20-32(24-11-7-4-8-12-24)19-25-26(28)33(31-30-25)18-22-13-15-23(29)16-14-22/h3-16H,2,17-20H2,1H3

Standard InChI Key:  XQGQSPHXERIITE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   27.2024   -8.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7950   -8.8737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2024   -9.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7950  -10.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2658   -9.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4645   -9.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1841  -10.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3786  -10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8494  -10.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1299   -9.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9353   -9.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0872  -10.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0872  -11.5200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3753  -11.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6675  -11.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9597  -11.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9597  -12.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6675  -13.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3753  -12.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7950  -11.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5027  -11.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2810  -11.7742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7624  -11.1084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2810  -10.4467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5353   -9.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3371   -9.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8847  -10.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6823   -9.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9366   -9.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7384   -8.9884    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.3890   -8.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5872   -8.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5027  -10.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0215   -9.5814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7950   -7.4541    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
 17 16  1  0
 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  1  0
 31 29  2  0
 32 31  1  0
 26 32  2  0
 24 33  1  0
 33  4  1  0
 21 33  2  0
  3 34  2  0
  1 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4286429

   ---

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: 487.00

Molecular Weight (Monoisotopic): 486.1823

AlogP: 5.04

#Rotatable Bonds: 7

Polar Surface Area: 60.25

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.26

CX LogP: 6.24

CX LogD: 6.24

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: -0.88

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