7-Diphenyl-acetylamino-2-(2-furyl)-5-methylthio[1,2,4]-triazolo[1,5-a]-[1,3,5]triazine

ID: ALA1090125

PubChem CID: 46885402

Max Phase: Preclinical

Molecular Formula: C23H18N6O2S

Molecular Weight: 442.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc(NC(=O)C(c2ccccc2)c2ccccc2)n2nc(-c3ccco3)nc2n1

Standard InChI:  InChI=1S/C23H18N6O2S/c1-32-23-26-21-24-19(17-13-8-14-31-17)28-29(21)22(27-23)25-20(30)18(15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-14,18H,1H3,(H,24,25,26,27,28,30)

Standard InChI Key:  YBQYCFLVEKFGGT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    9.0330  -15.2725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0330  -16.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3179  -16.5079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6029  -16.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6029  -15.2725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3179  -14.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8157  -15.0163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3017  -15.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8157  -16.3494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922  -16.5079    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1728  -16.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6126  -16.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1267  -15.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6126  -15.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3954  -15.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3954  -16.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3179  -14.0329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6029  -13.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922  -14.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6029  -12.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3179  -12.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0330  -12.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7480  -12.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7480  -11.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0330  -11.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3179  -11.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922  -12.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922  -11.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1728  -11.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4622  -11.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4622  -12.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1728  -12.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  1  6  1  0
  7  8  2  0
  8  9  1  0
  1  7  1  0
  2  9  2  0
 10 11  1  0
  4 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 12 16  1  0
  8 13  1  0
 18 19  2  0
 18 20  1  0
 17 18  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 20 21  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 27 32  2  0
 20 27  1  0
  6 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1090125

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

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: 442.50

Molecular Weight (Monoisotopic): 442.1212

AlogP: 4.27

#Rotatable Bonds: 6

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: 7.38

CX Basic pKa: ┄

CX LogP: 5.92

CX LogD: 5.62

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.63

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]

2. Federico S, Paoletta S, Cheong SL, Pastorin G, Cacciari B, Stragliotto S, Klotz KN, Siegel J, Gao ZG, Jacobson KA, Moro S, Spalluto G..  (2011)  Synthesis and biological evaluation of a new series of 1,2,4-triazolo[1,5-a]-1,3,5-triazines as human A(2A) adenosine receptor antagonists with improved water solubility.,  54  (3): [PMID:21214204] [10.1021/jm101349u]

Source

Source(1):

• Scientific Literature