| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA3116321
Max Phase: Preclinical
Molecular Formula: C23H24N4O3
Molecular Weight: 404.47
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COC(=O)c1ccc2c(c1)nc(N)c1nc(Cc3ccccc3)n(CC(C)(C)O)c12
Standard InChI: InChI=1S/C23H24N4O3/c1-23(2,29)13-27-18(11-14-7-5-4-6-8-14)26-19-20(27)16-10-9-15(22(28)30-3)12-17(16)25-21(19)24/h4-10,12,29H,11,13H2,1-3H3,(H2,24,25)
Standard InChI Key: MUDHOUVLKLZSNR-UHFFFAOYSA-N
Associated Targets(Human)
Toll-like receptor 8 1853 Activities
Toll-like receptor 7 2626 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Associated Targets(non-human)
TLR7 and TLR8 70 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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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 |
|---|
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: 404.47 | Molecular Weight (Monoisotopic): 404.1848 | AlogP: 3.32 | #Rotatable Bonds: 5 |
| Polar Surface Area: 103.26 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 7 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 4.02 | CX LogP: 3.37 | CX LogD: 3.37 |
| Aromatic Rings: 4 | Heavy Atoms: 30 | QED Weighted: 0.49 | Np Likeness Score: -0.54 |
References
| 1. Schiaffo CE, Shi C, Xiong Z, Olin M, Ohlfest JR, Aldrich CC, Ferguson DM.. (2014) Structure-activity relationship analysis of imidazoquinolines with Toll-like receptors 7 and 8 selectivity and enhanced cytokine induction., 57 (2): [PMID:24383475] [10.1021/jm4004957] |
Source
Source(1):