2-(2-Furyl)-7-[4-(methoxyphenyl)acetyl]amino-5-methylthio[1,2,4]triazolo[1,5-a][1,3,5]triazine

ID: ALA1090806

PubChem CID: 46885404

Max Phase: Preclinical

Molecular Formula: C18H16N6O3S

Molecular Weight: 396.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=O)Nc2nc(SC)nc3nc(-c4ccco4)nn23)cc1

Standard InChI:  InChI=1S/C18H16N6O3S/c1-26-12-7-5-11(6-8-12)10-14(25)19-16-21-18(28-2)22-17-20-15(23-24(16)17)13-4-3-9-27-13/h3-9H,10H2,1-2H3,(H,19,20,21,22,23,25)

Standard InChI Key:  HAHUTUCPPSBANJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    5.4610   -3.2583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4599   -4.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1747   -4.4986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1729   -2.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8883   -3.2547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8932   -4.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6850   -4.3379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1696   -3.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6771   -2.9933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1704   -2.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9958   -3.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4847   -4.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2678   -4.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2629   -3.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4768   -2.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7451   -4.4976    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0309   -4.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8837   -1.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8812   -0.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5994   -2.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1655   -0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1647    0.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4498    0.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7356    0.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7407   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4562   -0.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0229    0.8566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3102    0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  2 16  1  0
  6  7  2  0
 16 17  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4  1  2  0
  4 10  1  0
 11 12  1  0
 10 18  1  0
  5  6  1  0
 18 19  1  0
 18 20  2  0
  2  3  2  0
 19 21  1  0
  3  6  1  0
 21 22  2  0
  1  2  1  0
 22 23  1  0
 12 13  1  0
 23 24  2  0
 13 14  2  0
 24 25  1  0
 14 15  1  0
 25 26  2  0
 26 21  1  0
 15 11  2  0
  8 11  1  0
 27 28  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1090806

   N-[2-(furan-2-yl)-5-methylsulfanyl-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-yl]-2-(4-methoxyphenyl)acetamide

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: 396.43

Molecular Weight (Monoisotopic): 396.1005

AlogP: 2.69

#Rotatable Bonds: 6

Polar Surface Area: 107.44

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.46

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 3.77

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -1.97

References

1. Pastorin G, Federico S, Paoletta S, Corradino M, Cateni F, Cacciari B, Klotz KN, Gao ZG, Jacobson KA, Spalluto G, Moro S..  (2010)  Synthesis and pharmacological characterization of a new series of 5,7-disubstituted-[1,2,4]triazolo[1,5-a][1,3,5]triazine derivatives as adenosine receptor antagonists: A preliminary inspection of ligand-receptor recognition process.,  18  (7): [PMID:20304654] [10.1016/j.bmc.2010.02.039]

Source

Source(1):

• Scientific Literature