Skf 89976
Basic information
- CAS
85375-85-5- Standard SMILES
O=C(O)C1CCCN(CCC=C(c2ccccc2)c2ccccc2)C1- InChIKey
TXQKSMSLZVKQBI-UHFFFAOYSA-N- Molecular formula
- C22H25NO2
- Average molar mass
- 335.4 g/mol
- Monoisotopic mass
- 335.18852904
Overview
1-(4,4-diphenylbut-3-enyl)-3-piperidinecarboxylic acid is a diarylmethane.
Names & identifiers
- Preferred name
- Skf 89976
- IUPAC
- 1-(4,4-diphenylbut-3-enyl)piperidine-3-carboxylic acid
- English name
- SK&f 89976-a
- Molecular formula
- C22H25NO2
- Molecular weight
- 335.44
Names & synonyms
Skf 89976A85375-85-51-(4,4-diphenylbut-3-en-1-yl)piperidine-3-carboxylic acidN-(4,4-Diphenyl-3-butenyl)nipecotic acidDTXSID101005836SKF-89976HKU93AZP6BSKF89976SK&F-100561RefChem:931838N-(4,4-diphenyl-3-butenyl)piperidine-3-carboxylic acidDTXCID30835064
Show more names
1-(4,4-Diphenyl-3-butenyl)-3-piperidinecarboxylic acid
Skf 89976SKF89976AN-(4,4-Diphenyl-3-butenyl)homo-beta-prolineCHEMBL386861-(4,4-diphenylbut-3-enyl)piperidine-3-carboxylic acid3-Piperidinecarboxylic acid, 1-(4,4-diphenyl-3-buten-1-yl)-CHEMBL543557SK&F 89976
Database identifiers
- CAS
85375-85-5- PubChem CID
- 92409
- DTXSID
DTXSID101005836- ChEMBL
CHEMBL38686、CHEMBL543557- ChEBI
CHEBI:91734- UNII
- HKU93AZP6B
- Nikkaji
- J23.758B
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 427
Physicochemical properties
- Boiling point
- 531.4 · 531.4±50.0 °C(Predicted)
- Density
- 1.121 · 1.121±0.06 g/cm3(Predicted)
- pka
- 3.87 · 3.87±0.20(Predicted)
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Drugs used to prevent SEIZURES or reduce their severity.
Substances used for their pharmacological actions on GABAergic systems. GABAergic agents include agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function.
Applications
DescriptionSKF89976A is a potent GABA uptake inhibitor, which is selective for GAT-1 (IC50 values are 0.13, 550, 944 and 7210 μM for hGAT-1, rGAT-2, hGAT-3 and hBGT-1 respectively). SKF89976A inhibits transport current competitively (Ki = 7 μM) and transmitter-gated current non-competitively (Ki = 0.03 nM). It is able to pass the blood-brain barrier after systemic administration and is active in vivo.
UsesSKF89976A is a selective GABA transporter (GAT-1) inhibitor with IC50s of 0.28 μM, 137.34 μM and 202.8 μM for GAT-1, GAT-2 and GAT-3 in CHO cells, respectively.
Additional notes
DefinitionChEBI: 1-(4,4-diphenylbut-3-enyl)-3-piperidinecarboxylic acid is a diarylmethane.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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