BAYK 8644   Click here for help

GtoPdb Ligand ID: 2511

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 81.47
Molecular weight 356.1
XLogP 5.09
No. Lipinski's rules broken 1
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Canonical SMILES COC(=O)C1=C(C)NC(=C(C1c1ccccc1C(F)(F)F)[N+](=O)[O-])C
Isomeric SMILES COC(=O)C1=C(C)NC(=C(C1c1ccccc1C(F)(F)F)[N+](=O)[O-])C
InChI InChI=1S/C16H15F3N2O4/c1-8-12(15(22)25-3)13(14(21(23)24)9(2)20-8)10-6-4-5-7-11(10)16(17,18)19/h4-7,13,20H,1-3H3
1. Baumann L, Gerstner A, Zong X, Biel M, Wahl-Schott C. (2004)
Functional characterization of the L-type Ca2+ channel Cav1.4alpha1 from mouse retina.
Invest Ophthalmol Vis Sci, 45 (2): 708-13. [PMID:14744918]
2. Charnet P, Bourinet E, Dubel SJ, Snutch TP, Nargeot J. (1994)
Calcium currents recorded from a neuronal alpha 1C L-type calcium channel in Xenopus oocytes.
FEBS Lett, 344 (1): 87-90. [PMID:7514140]
3. Glossmann H, Striessnig J. (1990)
Molecular properties of calcium channels.
Rev Physiol Biochem Pharmacol, 114: 1-105. [PMID:2155469]
4. Hoda JC, Zaghetto F, Singh A, Koschak A, Striessnig J. (2006)
Effects of congenital stationary night blindness type 2 mutations R508Q and L1364H on Cav1.4 L-type Ca2+ channel function and expression.
J Neurochem, 96 (6): 1648-58. [PMID:16476079]
5. Koschak A, Reimer D, Huber I, Grabner M, Glossmann H, Engel J, Striessnig J. (2001)
alpha 1D (Cav1.3) subunits can form l-type Ca2+ channels activating at negative voltages.
J Biol Chem, 276 (25): 22100-6. [PMID:11285265]
6. Koschak A, Reimer D, Walter D, Hoda JC, Heinzle T, Grabner M, Striessnig J. (2003)
Cav1.4alpha1 subunits can form slowly inactivating dihydropyridine-sensitive L-type Ca2+ channels lacking Ca2+-dependent inactivation.
J Neurosci, 23 (14): 6041-9. [PMID:12853422]
7. Lamb GD, Walsh T. (1987)
Calcium currents, charge movement and dihydropyridine binding in fast- and slow-twitch muscles of rat and rabbit.
J Physiol (Lond.), 393: 595-617. [PMID:2451745]
8. McRory JE, Hamid J, Doering CJ, Garcia E, Parker R, Hamming K, Chen L, Hildebrand M, Beedle AM, Feldcamp L et al.. (2004)
The CACNA1F gene encodes an L-type calcium channel with unique biophysical properties and tissue distribution.
J Neurosci, 24 (7): 1707-18. [PMID:14973233]
9. Platzer J, Engel J, Schrott-Fischer A, Stephan K, Bova S, Chen H, Zheng H, Striessnig J. (2000)
Congenital deafness and sinoatrial node dysfunction in mice lacking class D L-type Ca2+ channels.
Cell, 102 (1): 89-97. [PMID:10929716]
10. Xu W, Lipscombe D. (2001)
Neuronal Ca(V)1.3alpha(1) L-type channels activate at relatively hyperpolarized membrane potentials and are incompletely inhibited by dihydropyridines.
J Neurosci, 21 (16): 5944-51. [PMID:11487617]