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

ID: ALA4292518

PubChem CID: 145989194

Max Phase: Preclinical

Molecular Formula: C26H26N4O3

Molecular Weight: 442.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1(Cc2ccccc2)CN(c2ccccc2)Cc2nnn(Cc3ccco3)c21

Standard InChI:  InChI=1S/C26H26N4O3/c1-2-32-25(31)26(16-20-10-5-3-6-11-20)19-29(21-12-7-4-8-13-21)18-23-24(26)30(28-27-23)17-22-14-9-15-33-22/h3-15H,2,16-19H2,1H3

Standard InChI Key:  KAYGSVKDJCBGOJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   27.4168  -15.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0051  -14.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0051  -16.2817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4168  -16.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2359  -16.9894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0051  -17.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7170  -18.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7170  -18.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4954  -19.1779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9767  -18.5163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4954  -17.8545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7496  -17.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5473  -16.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1567  -17.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8645  -17.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6955  -16.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8828  -16.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0051  -19.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2974  -18.9237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5896  -19.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5896  -20.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8818  -20.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1700  -20.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1700  -19.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8818  -18.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2974  -18.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4801  -17.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6747  -17.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1497  -16.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3442  -16.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0638  -17.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5888  -18.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3942  -17.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  4  3  1  0
  4  5  2  0
  6  4  1  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
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 12 11  1  0
 13 12  1  0
 14 13  1  0
 14 15  1  0
 16 15  2  0
 17 16  1  0
 13 17  2  0
 18  8  1  0
 19 18  1  0
 20 19  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
 19 26  1  0
  6 26  1  0
 27  6  1  0
 28 27  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 28 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292518

   ---

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: 442.52

Molecular Weight (Monoisotopic): 442.2005

AlogP: 3.98

#Rotatable Bonds: 7

Polar Surface Area: 73.39

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.25

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -0.90

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