5-Dimethylamino-2-(2-furyl)-7-n-pentylcarbonylamino-[1,2,4]triazolo[1,5-a]-[1,3,5]triazine

ID: ALA1089798

PubChem CID: 46885550

Max Phase: Preclinical

Molecular Formula: C16H21N7O2

Molecular Weight: 343.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)Nc1nc(N(C)C)nc2nc(-c3ccco3)nn12

Standard InChI:  InChI=1S/C16H21N7O2/c1-4-5-6-9-12(24)17-15-19-14(22(2)3)20-16-18-13(21-23(15)16)11-8-7-10-25-11/h7-8,10H,4-6,9H2,1-3H3,(H,17,18,19,20,21,24)

Standard InChI Key:  MXGNPZRQEUOQFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -1.2639  -19.9166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2651  -20.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5503  -21.1569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5521  -19.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1633  -19.9130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1682  -20.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9601  -20.9962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446  -20.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522  -19.6516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545  -18.6789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709  -20.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7597  -20.9757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429  -20.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380  -19.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7519  -19.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587  -18.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562  -17.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744  -18.6746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595  -17.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619  -16.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776  -15.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2801  -14.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799  -21.1559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940  -20.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805  -21.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  6  1  0
  1  2  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  2  0
  8 11  1  0
  5  4  1  0
 10 16  1  0
  6  7  2  0
 16 17  1  0
  7  8  1  0
 16 18  2  0
  8  9  2  0
 17 19  1  0
  9  5  1  0
 19 20  1  0
  4  1  2  0
 20 21  1  0
  4 10  1  0
 21 22  1  0
 11 12  1  0
  2 23  1  0
  5  6  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089798

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

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: 343.39

Molecular Weight (Monoisotopic): 343.1757

AlogP: 2.36

#Rotatable Bonds: 7

Polar Surface Area: 101.45

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.51

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -1.69

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