| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA2070524
Max Phase: Preclinical
Molecular Formula: C28H39N2O11P
Molecular Weight: 610.60
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc(OP(=O)(N[C@H](C(=O)OCc2ccccc2)C(C)C)O[C@H]2[C@H](O)[C@@H](CO)O[C@H](OC)[C@@H]2NC(C)=O)cc1
Standard InChI: InChI=1S/C28H39N2O11P/c1-17(2)23(27(34)38-16-19-9-7-6-8-10-19)30-42(35,40-21-13-11-20(36-4)12-14-21)41-26-24(29-18(3)32)28(37-5)39-22(15-31)25(26)33/h6-14,17,22-26,28,31,33H,15-16H2,1-5H3,(H,29,32)(H,30,35)/t22-,23+,24-,25-,26-,28+,42?/m1/s1
Standard InChI Key: YWNNWOJXIPWAGI-UJJHOUTHSA-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: 610.60 | Molecular Weight (Monoisotopic): 610.2291 | AlogP: 2.15 | #Rotatable Bonds: 14 |
| 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: 10.21 | CX Basic pKa: | CX LogP: 1.63 | CX LogD: 1.63 |
| Aromatic Rings: 2 | Heavy Atoms: 42 | QED Weighted: 0.18 | Np Likeness Score: 0.55 |
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):