| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA2070527
Max Phase: Preclinical
Molecular Formula: C21H33N2O11P
Molecular Weight: 520.47
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CCOC(=O)CN(C)P(=O)(Oc1ccc(OC)cc1)O[C@H]1[C@H](O)[C@@H](CO)O[C@H](OC)[C@@H]1NC(C)=O
Standard InChI: InChI=1S/C21H33N2O11P/c1-6-31-17(26)11-23(3)35(28,33-15-9-7-14(29-4)8-10-15)34-20-18(22-13(2)25)21(30-5)32-16(12-24)19(20)27/h7-10,16,18-21,24,27H,6,11-12H2,1-5H3,(H,22,25)/t16-,18-,19-,20-,21+,35?/m1/s1
Standard InChI Key: QSJXTDWVSYVXNB-AHJJYQISSA-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: 520.47 | Molecular Weight (Monoisotopic): 520.1822 | AlogP: 0.29 | #Rotatable Bonds: 12 |
| Polar Surface Area: 162.32 | Molecular Species: NEUTRAL | HBA: 11 | HBD: 3 |
| #RO5 Violations: 2 | HBA (Lipinski): 13 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 12.06 | CX Basic pKa: | CX LogP: -0.97 | CX LogD: -0.97 |
| Aromatic Rings: 1 | Heavy Atoms: 35 | QED Weighted: 0.26 | Np Likeness Score: 0.62 |
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):