| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ETOXADROL
ID: ALA305904
Max Phase: Unknown
Molecular Formula: C16H23NO2
Molecular Weight: 261.36
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (2): Etoxadrol | NSC-288020
Synonyms from Alternative Forms(2):
Canonical SMILES: CC[C@]1(c2ccccc2)OC[C@H]([C@@H]2CCCCN2)O1
Standard InChI: InChI=1S/C16H23NO2/c1-2-16(13-8-4-3-5-9-13)18-12-15(19-16)14-10-6-7-11-17-14/h3-5,8-9,14-15,17H,2,6-7,10-12H2,1H3/t14-,15+,16-/m0/s1
Standard InChI Key: INOYCBNLWYEPSB-XHSDSOJGSA-N
Associated Targets(Human)
Glutamate NMDA receptor; GRIN1/GRIN2A 719 Activities
Associated Targets(non-human)
Glutamate NMDA receptor 6467 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Rattus norvegicus 775804 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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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: Yes | 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: 261.36 | Molecular Weight (Monoisotopic): 261.1729 | AlogP: 2.81 | #Rotatable Bonds: 3 |
| Polar Surface Area: 30.49 | Molecular Species: BASE | HBA: 3 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 3 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 9.68 | CX LogP: 3.45 | CX LogD: 1.21 |
| Aromatic Rings: 1 | Heavy Atoms: 19 | QED Weighted: 0.91 | Np Likeness Score: 0.89 |
References
| 1. Thurkauf A, Mattson MV, Richardson S, Mirsadeghi S, Ornstein PL, Harrison EA, Rice KC, Jacobson AE, Monn JA.. (1992) Analogues of the dioxolanes dexoxadrol and etoxadrol as potential phencyclidine-like agents. Synthesis and structure-activity relationships., 35 (8): [PMID:1349351] [10.1021/jm00086a001] |
| 2. Thurkauf A, Zenk PC, Balster RL, May EL, George C, Carroll FI, Mascarella SW, Rice KC, Jacobson AE, Mattson MV.. (1988) Synthesis, absolute configuration, and molecular modeling study of etoxadrol, a potent phencyclidine-like agonist., 31 (12): [PMID:2903930] [10.1021/jm00120a004] |
| 3. Hays SJ, Novak PM, Ortwine DF, Bigge CF, Colbry NL, Johnson G, Lescosky LJ, Malone TC, Michael A, Reily MD.. (1993) Synthesis and pharmacological evaluation of hexahydrofluorenamines as noncompetitive antagonists at the N-methyl-D-aspartate receptor., 36 (6): [PMID:8459395] [10.1021/jm00058a002] |
| 4. Utech T, Köhler J, Wünsch B.. (2011) Synthesis of 4-(aminoalkyl) substituted 1,3-dioxanes as potent NMDA and σ receptor antagonists., 46 (6): [PMID:21444132] [10.1016/j.ejmech.2011.02.070] |
| 5. Bonifazi A, Del Bello F, Mammoli V, Piergentili A, Petrelli R, Cimarelli C, Pellei M, Schepmann D, Wünsch B, Barocelli E, Bertoni S, Flammini L, Amantini C, Nabissi M, Santoni G, Vistoli G, Quaglia W.. (2015) Novel Potent N-Methyl-d-aspartate (NMDA) Receptor Antagonists or σ1 Receptor Ligands Based on Properly Substituted 1,4-Dioxane Ring., 58 (21): [PMID:26430967] [10.1021/acs.jmedchem.5b01214] |
Source
Source(1):