| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA2070523
Max Phase: Preclinical
Molecular Formula: C26H35N2O11P
Molecular Weight: 582.54
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc(OP(=O)(N[C@@H](C)C(=O)OCc2ccccc2)O[C@H]2[C@H](O)[C@@H](CO)O[C@H](OC)[C@@H]2NC(C)=O)cc1
Standard InChI: InChI=1S/C26H35N2O11P/c1-16(25(32)36-15-18-8-6-5-7-9-18)28-40(33,38-20-12-10-19(34-3)11-13-20)39-24-22(27-17(2)30)26(35-4)37-21(14-29)23(24)31/h5-13,16,21-24,26,29,31H,14-15H2,1-4H3,(H,27,30)(H,28,33)/t16-,21+,22+,23+,24+,26-,40?/m0/s1
Standard InChI Key: LOMLYAZTBWZFRF-HUSOZMOHSA-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: 582.54 | Molecular Weight (Monoisotopic): 582.1978 | AlogP: 1.52 | #Rotatable Bonds: 13 |
| Polar Surface Area: 171.11 | Molecular Species: NEUTRAL | HBA: 11 | HBD: 4 |
| #RO5 Violations: 2 | HBA (Lipinski): 13 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 10.22 | CX Basic pKa: | CX LogP: 0.74 | CX LogD: 0.74 |
| Aromatic Rings: 2 | Heavy Atoms: 40 | QED Weighted: 0.20 | Np Likeness Score: 0.58 |
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):