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

ID: ALA1090126

PubChem CID: 46885403

Max Phase: Preclinical

Molecular Formula: C17H14N6O2S

Molecular Weight: 366.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc(NC(=O)Cc2ccccc2)n2nc(-c3ccco3)nc2n1

Standard InChI:  InChI=1S/C17H14N6O2S/c1-26-17-20-15(18-13(24)10-11-6-3-2-4-7-11)23-16(21-17)19-14(22-23)12-8-5-9-25-12/h2-9H,10H2,1H3,(H,18,19,20,21,22,24)

Standard InChI Key:  OCMKXBYNWNGRGY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    0.5980   -0.6433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5791    0.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2811    0.6131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059    0.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285   -0.6074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3226   -1.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.9215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6812   -0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2141    0.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453   -1.8636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    0.6489    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4364    0.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0045    0.3700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053   -0.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9723   -0.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7654   -0.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7843    0.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0708   -2.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935   -3.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7736   -1.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4992   -2.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5197   -3.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2443   -3.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -3.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9227   -2.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1975   -1.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0
  2  9  2  0
  6 10  1  0
 11 12  1  0
  4 11  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 13 17  1  0
  8 14  1  0
 10 18  1  0
  1  2  1  0
 18 19  2  0
  2  3  1  0
 18 20  1  0
  3  4  2  0
 20 21  1  0
  4  5  1  0
 21 22  2  0
  5  6  2  0
 22 23  1  0
  1  6  1  0
 23 24  2  0
  7  8  2  0
 24 25  1  0
  8  9  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1090126

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

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: 366.41

Molecular Weight (Monoisotopic): 366.0899

AlogP: 2.68

#Rotatable Bonds: 5

Polar Surface Area: 98.21

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.46

CX Basic pKa: ┄

CX LogP: 4.22

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: -2.10

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