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ID: ALA4095318
Max Phase: Preclinical
Molecular Formula: C16H15NO5
Molecular Weight: 301.30
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(O)c1ccc2ccccc2c1O[C@H]1CN[C@H](C(=O)O)C1
Standard InChI: InChI=1S/C16H15NO5/c18-15(19)12-6-5-9-3-1-2-4-11(9)14(12)22-10-7-13(16(20)21)17-8-10/h1-6,10,13,17H,7-8H2,(H,18,19)(H,20,21)/t10-,13+/m1/s1
Standard InChI Key: AMSPZKSXSPYIAJ-MFKMUULPSA-N
Associated Targets(non-human)
Grik1 Glutamate receptor ionotropic kainate 1 (319 Activities)
Grik2 Glutamate receptor ionotropic kainate 2 (298 Activities)
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Grik3 Glutamate receptor ionotropic kainate 3 (207 Activities)
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Gria2 Glutamate receptor ionotropic, AMPA 2 (249 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: 301.30 | Molecular Weight (Monoisotopic): 301.0950 | AlogP: 1.73 | #Rotatable Bonds: 4 |
| Polar Surface Area: 95.86 | Molecular Species: ZWITTERION | HBA: 4 | HBD: 3 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 1.33 | CX Basic pKa: 10.64 | CX LogP: -0.80 | CX LogD: -3.99 |
| Aromatic Rings: 2 | Heavy Atoms: 22 | QED Weighted: 0.80 | Np Likeness Score: 0.41 |
References
| 1. Krogsgaard-Larsen N, Delgar CG, Koch K, Brown PM, Møller C, Han L, Huynh TH, Hansen SW, Nielsen B, Bowie D, Pickering DS, Kastrup JS, Frydenvang K, Bunch L.. (2017) Design and Synthesis of a Series of l-trans-4-Substituted Prolines as Selective Antagonists for the Ionotropic Glutamate Receptors Including Functional and X-ray Crystallographic Studies of New Subtype Selective Kainic Acid Receptor Subtype 1 (GluK1) Antagonist (2S,4R)-4-(2-Carboxyphenoxy)pyrrolidine-2-carboxylic Acid., 60 (1): [PMID:28005385] [10.1021/acs.jmedchem.6b01516] |
Source
Source(1):