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

ID: ALA1092579

PubChem CID: 46885470

Max Phase: Preclinical

Molecular Formula: C15H18N6O2S

Molecular Weight: 346.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H18N6O2S/c1-3-4-5-8-11(22)16-13-18-15(24-2)19-14-17-12(20-21(13)14)10-7-6-9-23-10/h6-7,9H,3-5,8H2,1-2H3,(H,16,17,18,19,20,22)

Standard InChI Key:  HWWAJIDHSOUPND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.8145   -1.9627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3998   -1.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8145   -0.5326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6395   -0.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0498   -1.2477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6395   -1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2613   -2.5779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5059   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5903   -1.4195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0498   -2.6777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8748   -2.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2895   -3.3927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2895   -1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1145   -1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5248   -2.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3498   -2.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7645   -3.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0498    0.1781    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.8748    0.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0353   -2.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7908   -2.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7063   -3.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8968   -3.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4865   -2.9310    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
 11 12  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 11 13  1  0
 10 11  1  0
  6 10  1  0
 18 19  1  0
  4 18  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 20 24  1  0
  8 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092579

   N-[2-(furan-2-yl)-5-methylsulfanyl-[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: 346.42

Molecular Weight (Monoisotopic): 346.1212

AlogP: 3.02

#Rotatable Bonds: 7

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: 7.51

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -1.95

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