| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA20402
Max Phase: Preclinical
Molecular Formula: C20H26N4O2
Molecular Weight: 354.45
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CC(C)CCn1c(=O)c2nc(-c3ccccc3)[nH]c2n(CC(C)C)c1=O
Standard InChI: InChI=1S/C20H26N4O2/c1-13(2)10-11-23-19(25)16-18(24(20(23)26)12-14(3)4)22-17(21-16)15-8-6-5-7-9-15/h5-9,13-14H,10-12H2,1-4H3,(H,21,22)
Standard InChI Key: XNCIQXPNALANLZ-UHFFFAOYSA-N
Associated Targets(Human)
Adenosine A2 receptor 1064 Activities
Adenosine A2b receptor 7672 Activities
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Associated Targets(non-human)
Adenosine A1 receptor 6163 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Adenosine A2a receptor 89 Activities
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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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 354.45 | Molecular Weight (Monoisotopic): 354.2056 | AlogP: 3.26 | #Rotatable Bonds: 6 |
| Polar Surface Area: 72.68 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 7.69 | CX Basic pKa: 1.73 | CX LogP: 4.07 | CX LogD: 3.92 |
| Aromatic Rings: 3 | Heavy Atoms: 26 | QED Weighted: 0.74 | Np Likeness Score: -0.86 |
References
| 1. Shamim MT, Ukena D, Padgett WL, Daly JW.. (1989) Effects of 8-phenyl and 8-cycloalkyl substituents on the activity of mono-, di-, and trisubstituted alkylxanthines with substitution at the 1-, 3-, and 7-positions., 32 (6): [PMID:2724296] [10.1021/jm00126a014] |
| 2. Kim SA, Marshall MA, Melman N, Kim HS, Müller CE, Linden J, Jacobson KA.. (2002) Structure-activity relationships at human and rat A2B adenosine receptors of xanthine derivatives substituted at the 1-, 3-, 7-, and 8-positions., 45 (11): [PMID:12014951] [10.1021/jm0104318] |
| 3. Daly JW, Padgett W, Shamim MT, Butts-Lamb P, Waters J.. (1985) 1,3-Dialkyl-8-(p-sulfophenyl)xanthines: potent water-soluble antagonists for A1- and A2-adenosine receptors., 28 (4): [PMID:2984420] [10.1021/jm00382a018] |
Source
Source(1):