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ID: ALA4095932
Max Phase: Preclinical
Molecular Formula: C27H28ClNO4
Molecular Weight: 465.98
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc(OCC2c3ccc(OC(C)C)cc3CCN2C(=O)c2cccc(Cl)c2)cc1
Standard InChI: InChI=1S/C27H28ClNO4/c1-18(2)33-24-11-12-25-19(16-24)13-14-29(27(30)20-5-4-6-21(28)15-20)26(25)17-32-23-9-7-22(31-3)8-10-23/h4-12,15-16,18,26H,13-14,17H2,1-3H3
Standard InChI Key: JLDCFMMLFCEFCP-UHFFFAOYSA-N
Associated Targets(Human)
Liver (3974 Activities)
Associated Targets(non-human)
Grin1 Glutamate NMDA receptor; Grin1/Grin2c (1127 Activities)
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Gria1 Glutamate receptor ionotropic, AMPA 1 (398 Activities)
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Grik2 Glutamate receptor ionotropic kainate 2 (298 Activities)
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Grin1 Glutamate NMDA receptor; Grin1/Grin2b (1028 Activities)
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Grin1 Ionotropic glutamate receptor NMDA 1/2D (870 Activities)
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Mus musculus (284745 Activities)
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Brain (4203 Activities)
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Grin1 Glutamate NMDA receptor; Grin1/Grin2a (798 Activities)
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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: No | Availability: No | Prodrug: No |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 465.98 | Molecular Weight (Monoisotopic): 465.1707 | AlogP: 5.95 | #Rotatable Bonds: 7 |
| Polar Surface Area: 48.00 | Molecular Species: NEUTRAL | HBA: 4 | HBD: 0 |
| #RO5 Violations: 1 | HBA (Lipinski): 5 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: | CX Basic pKa: | CX LogP: 5.80 | CX LogD: 5.80 |
| Aromatic Rings: 3 | Heavy Atoms: 33 | QED Weighted: 0.43 | Np Likeness Score: -0.95 |
References
| 1. Strong KL, Epplin MP, Bacsa J, Butch CJ, Burger PB, Menaldino DS, Traynelis SF, Liotta DC.. (2017) The Structure-Activity Relationship of a Tetrahydroisoquinoline Class of N-Methyl-d-Aspartate Receptor Modulators that Potentiates GluN2B-Containing N-Methyl-d-Aspartate Receptors., 60 (13): [PMID:28586221] [10.1021/acs.jmedchem.7b00239] |
| 2. Epplin MP, Mohan A, Harris LD, Zhu Z, Strong KL, Bacsa J, Le P, Menaldino DS, Traynelis SF, Liotta DC.. (2020) Discovery of Dihydropyrrolo[1,2-a]pyrazin-3(4H)-one-Based Second-Generation GluN2C- and GluN2D-Selective Positive Allosteric Modulators (PAMs) of the N-Methyl-d-Aspartate (NMDA) Receptor., 63 (14): [PMID:32538088] [10.1021/acs.jmedchem.9b01733] |
Source
Source(1):