9-Methyl-2-pentyl-8-[1,2,3]triazol-2-yl-9H-purin-6-ylamine

ID: ALA196258

PubChem CID: 9814428

Max Phase: Preclinical

Molecular Formula: C13H18N8

Molecular Weight: 286.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCc1nc(N)c2nc(-n3nccn3)n(C)c2n1

Standard InChI:  InChI=1S/C13H18N8/c1-3-4-5-6-9-17-11(14)10-12(18-9)20(2)13(19-10)21-15-7-8-16-21/h7-8H,3-6H2,1-2H3,(H2,14,17,18)

Standard InChI Key:  PYUBHJHQYILWFE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    2.5167   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -0.6792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.6708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -0.0042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -0.8292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    0.4083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -0.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292    0.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167    1.6458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  1  2  0
  6  1  1  0
  7  3  2  0
  8  4  2  0
  9  8  1  0
 10  6  1  0
 11  6  1  0
 12  7  1  0
 13 11  2  0
 14 10  2  0
 15  8  1  0
 16  2  1  0
 17 12  1  0
 18 17  1  0
 19 20  1  0
 20 18  1  0
 21 19  1  0
  4  3  1  0
 14 13  1  0
  9 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA196258

   9-Methyl-2-pentyl-8-[1,2,3]triazol-2-yl-9H-purin-6-ylamine

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: 286.34

Molecular Weight (Monoisotopic): 286.1654

AlogP: 1.26

#Rotatable Bonds: 5

Polar Surface Area: 100.33

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.04

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -1.08

References

1. Minetti P, Tinti MO, Carminati P, Castorina M, Di Cesare MA, Di Serio S, Gallo G, Ghirardi O, Giorgi F, Giorgi L, Piersanti G, Bartoccini F, Tarzia G..  (2005)  2-n-Butyl-9-methyl-8-[1,2,3]triazol-2-yl-9H-purin-6-ylamine and analogues as A2A adenosine receptor antagonists. Design, synthesis, and pharmacological characterization.,  48  (22): [PMID:16250647] [10.1021/jm058018d]

Source

Source(1):

• Scientific Literature