| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA2070514
Max Phase: Preclinical
Molecular Formula: C24H37N2O11P
Molecular Weight: 560.54
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CCC(C)OC(=O)[C@@H]1CCCN1P(=O)(Oc1ccc(OC)cc1)O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O)[C@@H]1NC(C)=O
Standard InChI: InChI=1S/C24H37N2O11P/c1-5-14(2)34-23(30)18-7-6-12-26(18)38(32,36-17-10-8-16(33-4)9-11-17)37-22-20(25-15(3)28)24(31)35-19(13-27)21(22)29/h8-11,14,18-22,24,27,29,31H,5-7,12-13H2,1-4H3,(H,25,28)/t14?,18-,19+,20+,21+,22+,24-,38?/m0/s1
Standard InChI Key: NNQBXPPIAIRCKG-XBSJAETRSA-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: 560.54 | Molecular Weight (Monoisotopic): 560.2135 | AlogP: 0.95 | #Rotatable Bonds: 11 |
| 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: -0.06 | CX LogD: -0.06 |
| Aromatic Rings: 1 | Heavy Atoms: 38 | QED Weighted: 0.22 | Np Likeness Score: 0.69 |
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):