CHEBI:53796 - (S)-amlodipine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-amlodipine
ChEBI ID CHEBI:53796
ChEBI ASCII Name (S)-amlodipine
Definition The (4S)-enantiomer of amlodipine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H25ClN2O5
Net Charge 0
Average Mass 408.87600
Monoisotopic Mass 408.14520
InChI InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3/t17-/m0/s1
InChIKey HTIQEAQVCYTUBX-KRWDZBQOSA-N
SMILES CCOC(=O)C1=C(COCCN)NC(C)=C([C@@H]1c1ccccc1Cl)C(=O)OC
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): calcium channel blocker
One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
(via amlodipine )
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
(via amlodipine )
vasodilator agent
A drug used to cause dilation of the blood vessels.
(via amlodipine )
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ChEBI Ontology
Outgoing (S)-amlodipine (CHEBI:53796) is a amlodipine (CHEBI:2668)
(S)-amlodipine (CHEBI:53796) is enantiomer of (R)-amlodipine (CHEBI:53795)
Incoming (R)-amlodipine (CHEBI:53795) is enantiomer of (S)-amlodipine (CHEBI:53796)
IUPAC Name
3-ethyl 5-methyl (4S)-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Manual Xref Database
4099 DrugCentral
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Registry Numbers Types Sources
5857143 Reaxys Registry Number Reaxys
5857143 Beilstein Registry Number Beilstein
Last Modified
22 February 2017