ID: ALA5189770
Chembl Id: CHEMBL5189770
PubChem CID: 156705017
Max Phase: Preclinical
Molecular Formula: C23H21N5O2
Molecular Weight: 399.45
Associated Items:
Canonical SMILES: CC(C)(C)c1ccc(COc2ccc(-c3ncc4c(=O)[nH][nH]c4n3)cc2C#N)cc1
Standard InChI: InChI=1S/C23H21N5O2/c1-23(2,3)17-7-4-14(5-8-17)13-30-19-9-6-15(10-16(19)11-24)20-25-12-18-21(26-20)27-28-22(18)29/h4-10,12H,13H2,1-3H3,(H2,25,26,27,28,29)
Standard InChI Key: PITMCNIFQKISMI-UHFFFAOYSA-N
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 399.45 | Molecular Weight (Monoisotopic): 399.1695 | AlogP: 4.06 | #Rotatable Bonds: 4 |
| Polar Surface Area: 107.45 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 2 |
| #RO5 Violations: ┄ | HBA (Lipinski): 7 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 10.51 | CX Basic pKa: 3.71 | CX LogP: 5.46 | CX LogD: 5.46 |
| Aromatic Rings: 4 | Heavy Atoms: 30 | QED Weighted: 0.54 | Np Likeness Score: -1.22 |
| 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(1):
