| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA73449
Max Phase: Preclinical
Molecular Formula: C21H28N2O4
Molecular Weight: 372.47
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CC1CC(=O)N(c2ccccc2C(=O)OCC2CCCN(C(C)C)C2)C1=O
Standard InChI: InChI=1S/C21H28N2O4/c1-14(2)22-10-6-7-16(12-22)13-27-21(26)17-8-4-5-9-18(17)23-19(24)11-15(3)20(23)25/h4-5,8-9,14-16H,6-7,10-13H2,1-3H3
Standard InChI Key: WEBCNVIMCWFUBF-UHFFFAOYSA-N
Associated Targets(Human)
Neuronal acetylcholine receptor subunit alpha-3 93 Activities
Associated Targets(non-human)
Chromaffin cell neuronal nicotinic acetylcholine receptor 9 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
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: 372.47 | Molecular Weight (Monoisotopic): 372.2049 | AlogP: 2.86 | #Rotatable Bonds: 5 |
| Polar Surface Area: 66.92 | Molecular Species: BASE | HBA: 5 | HBD: 0 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 9.60 | CX LogP: 2.74 | CX LogD: 0.55 |
| Aromatic Rings: 1 | Heavy Atoms: 27 | QED Weighted: 0.59 | Np Likeness Score: -0.38 |
References
| 1. Bergmeier SC, Lapinsky DJ, Free RB, McKay DB.. (1999) Ring E analogs of methyllycaconitine (MLA) as novel nicotinic antagonists., 9 (15): [PMID:10465558] [10.1016/s0960-894x(99)00378-9] |
| 2. Bergmeier SC, Ismail KA, Arason KM, McKay S, Bryant DL, McKay DB.. (2004) Structure activity studies of ring E analogues of methyllycaconitine. Part 2: Synthesis of antagonists to the alpha3beta4* nicotinic acetylcholine receptors through modifications to the ester., 14 (14): [PMID:15203153] [10.1016/j.bmcl.2004.05.001] |
Source
Source(1):