2-(2-Furyl)-7-[4-(methoxyphenyl)acetyl]amino-5-phenoxy[1,2,4]triazolo[1,5-a]-[1,3,5]triazine

ID: ALA1089438

PubChem CID: 46885516

Max Phase: Preclinical

Molecular Formula: C23H18N6O4

Molecular Weight: 442.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=O)Nc2nc(Oc3ccccc3)nc3nc(-c4ccco4)nn23)cc1

Standard InChI:  InChI=1S/C23H18N6O4/c1-31-16-11-9-15(10-12-16)14-19(30)24-21-26-23(33-17-6-3-2-4-7-17)27-22-25-20(28-29(21)22)18-8-5-13-32-18/h2-13H,14H2,1H3,(H,24,25,26,27,28,30)

Standard InChI Key:  PSVHAWJNCNBNAP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.8016  -26.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5164  -26.8610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5146  -25.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2300  -25.6172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2349  -26.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0267  -26.7004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5113  -26.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0188  -25.3558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5121  -24.3830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3375  -26.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8264  -26.6798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6095  -26.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6046  -25.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.9446  -25.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9466  -26.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6605  -26.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2254  -23.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2229  -23.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9411  -24.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5072  -22.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5064  -21.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7915  -21.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0773  -21.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0824  -22.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7979  -23.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3646  -21.5059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6519  -21.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  2 16  1  0
  6  7  2  0
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  7  8  1  0
 17 18  2  0
  8  9  2  0
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  2  3  2  0
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  3  6  1  0
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  1  2  1  0
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 28 29  2  0
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 29 30  1  0
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 31 26  1  0
 15 11  2  0
  8 11  1  0
 32 33  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089438

   N-[2-(furan-2-yl)-5-phenoxy-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-yl]-2-(4-methoxyphenyl)acetamide

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: 442.44

Molecular Weight (Monoisotopic): 442.1390

AlogP: 3.76

#Rotatable Bonds: 7

Polar Surface Area: 116.67

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.41

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.54

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -1.59

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