| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA5196996
Max Phase: Preclinical
Molecular Formula: C19H12BrN3O3
Molecular Weight: 410.23
Associated Items:
Representations
Canonical SMILES: N#Cc1cc(-c2nccc(C(=O)O)n2)ccc1OCc1ccc(Br)cc1
Standard InChI: InChI=1S/C19H12BrN3O3/c20-15-4-1-12(2-5-15)11-26-17-6-3-13(9-14(17)10-21)18-22-8-7-16(23-18)19(24)25/h1-9H,11H2,(H,24,25)
Standard InChI Key: KBHIUPGQIQGDDF-UHFFFAOYSA-N
Associated Targets(Human)
Xanthine dehydrogenase 1038 Activities
Molecule Features
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: | 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 |
|---|
Properties
| Molecular Weight: 410.23 | Molecular Weight (Monoisotopic): 409.0062 | AlogP: 4.05 | #Rotatable Bonds: 5 |
| Polar Surface Area: 96.10 | Molecular Species: ACID | HBA: 5 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 0.78 | CX Basic pKa: 5.03 | CX LogP: 3.03 | CX LogD: 1.11 |
| Aromatic Rings: 3 | Heavy Atoms: 26 | QED Weighted: 0.68 | Np Likeness Score: -1.19 |
References
| 1. Zhao J, Mao Q, Lin F, Zhang B, Sun M, Zhang T, Wang S.. (2022) Intramolecular hydrogen bond interruption and scaffold hopping of TMC-5 led to 2-(4-alkoxy-3-cyanophenyl)pyrimidine-4/5-carboxylic acids and 6-(4-alkoxy-3-cyanophenyl)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-ones as potent pyrimidine-based xanthine oxidase inhibitors., 229 [PMID:34992040] [10.1016/j.ejmech.2021.114086] |
Source
Source(1):