ID: ALA112756

Max Phase: Preclinical

Molecular Formula: C21H14N4O

Molecular Weight: 338.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1c(-c2ccccc2)nnc2n(-c3ccccc3)c3ccccc3n12

Standard InChI:  InChI=1S/C21H14N4O/c26-20-19(15-9-3-1-4-10-15)22-23-21-24(16-11-5-2-6-12-16)17-13-7-8-14-18(17)25(20)21/h1-14H

Standard InChI Key:  BFVHCJSDSWWYEY-UHFFFAOYSA-N

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

Properties

Molecular Weight: 338.37

Molecular Weight (Monoisotopic): 338.1168

AlogP: 3.70

#Rotatable Bonds: 2

Polar Surface Area: 52.19

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -1.13

References

1. Da Settimo F, Primofiore G, Taliani S, Marini AM, La Motta C, Novellino E, Greco G, Lavecchia A, Trincavelli L, Martini C..  (2001)  3-Aryl[1,2,4]triazino[4,3-a]benzimidazol-4(10H)-ones: a new class of selective A1 adenosine receptor antagonists.,  44  (3): [PMID:11462973] [10.1021/jm001054m]

2. Manetti F, Schenone S, Bondavalli F, Brullo C, Bruno O, Ranise A, Mosti L, Menozzi G, Fossa P, Trincavelli ML, Martini C, Martinelli A, Tintori C, Botta M..  (2005)  Synthesis and 3D QSAR of new pyrazolo[3,4-b]pyridines: potent and selective inhibitors of A1 adenosine receptors.,  48  (23): [PMID:16279775] [10.1021/jm050407k]

3. Giovannoni MP, Vergelli C, Cilibrizzi A, Crocetti L, Biancalani C, Graziano A, Dal Piaz V, Loza MI, Cadavid MI, Díaz JL, Gavaldà A..  (2010)  Pyrazolo[1',5':1,6]pyrimido[4,5-d]pyridazin-4(3H)-ones as selective human A(1) adenosine receptor ligands.,  18  (22): [PMID:20937560] [10.1016/j.bmc.2010.09.043]

4. Taliani S, Pugliesi I, Barresi E, Simorini F, Salerno S, La Motta C, Marini AM, Cosimelli B, Cosconati S, Di Maro S, Marinelli L, Daniele S, Trincavelli ML, Greco G, Novellino E, Martini C, Da Settimo F..  (2012)  3-aryl-[1,2,4]triazino[4,3-a]benzimidazol-4(10H)-one: a novel template for the design of highly selective A₂B adenosine receptor antagonists.,  55  (4): [PMID:22257095] [10.1021/jm201177b]

Source

Source(1):

• Scientific Literature