| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA2070515
Max Phase: Preclinical
Molecular Formula: C26H39N2O11P
Molecular Weight: 586.58
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc(OP(=O)(O[C@H]2[C@H](O)[C@@H](CO)O[C@H](O)[C@@H]2NC(C)=O)N2CCC[C@H]2C(=O)OC2CCCCC2)cc1
Standard InChI: InChI=1S/C26H39N2O11P/c1-16(30)27-22-24(23(31)21(15-29)37-26(22)33)39-40(34,38-19-12-10-17(35-2)11-13-19)28-14-6-9-20(28)25(32)36-18-7-4-3-5-8-18/h10-13,18,20-24,26,29,31,33H,3-9,14-15H2,1-2H3,(H,27,30)/t20-,21+,22+,23+,24+,26-,40?/m0/s1
Standard InChI Key: RYKIMJFQYOOLED-JBVMDQCASA-N
Associated Targets(non-human)
Cartilage 29 Activities
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 |
|---|
Properties
| Molecular Weight: 586.58 | Molecular Weight (Monoisotopic): 586.2291 | AlogP: 1.48 | #Rotatable Bonds: 10 |
| Polar Surface Area: 173.32 | Molecular Species: NEUTRAL | HBA: 11 | HBD: 4 |
| #RO5 Violations: 2 | HBA (Lipinski): 13 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 11.55 | CX Basic pKa: | CX LogP: 0.45 | CX LogD: 0.45 |
| Aromatic Rings: 1 | Heavy Atoms: 40 | QED Weighted: 0.23 | Np Likeness Score: 0.68 |
References
| 1. Serpi M, Bibbo R, Rat S, Roberts H, Hughes C, Caterson B, Alcaraz MJ, Gibert AT, Verson CR, McGuigan C.. (2012) Novel phosphoramidate prodrugs of N-acetyl-(D)-glucosamine with antidegenerative activity on bovine and human cartilage explants., 55 (10): [PMID:22501024] [10.1021/jm300074y] |
Source
Source(1):