ID: ALA75800
Chembl Id: CHEMBL75800
PubChem CID: 10072112
Max Phase: Preclinical
Molecular Formula: C28H29NO4
Molecular Weight: 443.54
Molecule Type: Small molecule
Associated Items:
Synonyms: SNAP-5294 | CHEMBL75800|SNAP-5294|BDBM50039233|1-{2-[9-(4-Methoxy-phenyl)-9H-fluoren-9-yloxy]-ethyl}-piperidine-3-carboxylic acid
Canonical SMILES: COc1ccc(C2(OCCN3CCCC(C(=O)O)C3)c3ccccc3-c3ccccc32)cc1
Standard InChI: InChI=1S/C28H29NO4/c1-32-22-14-12-21(13-15-22)28(33-18-17-29-16-6-7-20(19-29)27(30)31)25-10-4-2-8-23(25)24-9-3-5-11-26(24)28/h2-5,8-15,20H,6-7,16-19H2,1H3,(H,30,31)
Standard InChI Key: PDWYUQWCERDHRZ-UHFFFAOYSA-N
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| 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 |
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| Molecular Weight: 443.54 | Molecular Weight (Monoisotopic): 443.2097 | AlogP: 4.78 | #Rotatable Bonds: 7 |
| Polar Surface Area: 59.00 | Molecular Species: ZWITTERION | HBA: 4 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 5 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 3.31 | CX Basic pKa: 9.19 | CX LogP: 2.31 | CX LogD: 2.31 |
| Aromatic Rings: 3 | Heavy Atoms: 33 | QED Weighted: 0.57 | Np Likeness Score: -0.24 |
| 1. Dhar TG, Borden LA, Tyagarajan S, Smith KE, Branchek TA, Weinshank RL, Gluchowski C.. (1994) Design, synthesis and evaluation of substituted triarylnipecotic acid derivatives as GABA uptake inhibitors: identification of a ligand with moderate affinity and selectivity for the cloned human GABA transporter GAT-3., 37 (15): [PMID:8057281] [10.1021/jm00041a012] |
| 2. Hack S, Wörlein B, Höfner G, Pabel J, Wanner KT.. (2011) Development of imidazole alkanoic acids as mGAT3 selective GABA uptake inhibitors., 46 (5): [PMID:21353350] [10.1016/j.ejmech.2011.01.042] |
| 3. Kerscher-Hack S, Renukappa-Gutke T, Höfner G, Wanner KT.. (2016) Synthesis and biological evaluation of a series of N-alkylated imidazole alkanoic acids as mGAT3 selective GABA uptake inhibitors., 124 [PMID:27654218] [10.1016/j.ejmech.2016.09.012] |
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