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CHEBI:8803 - remikiren

Default Structure
ChEBI IDCHEBI:8803
ChEBI Nameremikiren
Stars
DefinitionAn L-histidine derivative that is L-histidine in which one of the amino hydrogens is replaced by a (2S)-2-[(2-methylpropane-2-sulfonyl)methyl]-3-phenylpropanoyl group and the carboxy group is replaced by a [(2S,3R,4S)-1-cyclohexyl-4-cyclopropyl-3,4-dihydroxybutan-2-yl]amino group. It is a renin inhibitor which was under development for the treatment of hypertension (now discontinued).
Last Modified23 November 2020
DownloadsMolfile
FormulaC33H50N4O6S
Net Charge0
Average Mass630.852
Monoisotopic Mass630.34511
SMILESCC(C)(C)S(=O)(=O)C[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1cncn1)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)[C@@H](O)C1CC1
InChIInChI=1S/C33H50N4O6S/c1-33(2,3)44(42,43)20-25(16-22-10-6-4-7-11-22)31(40)37-28(18-26-19-34-21-35-26)32(41)36-27(17-23-12-8-5-9-13-23)30(39)29(38)24-14-15-24/h4,6-7,10-11,19,21,23-25,27-30,38-39H,5,8-9,12-18,20H2,1-3H3,(H,34,35)(H,36,41)(H,37,40)/t25-,27+,28+,29+,30-/m1/s1
InChIKeyUXIGZRQVLGFTOU-VQXQMPIVSA-N
Wikipedia
Roles Classification
Biological Roles:
peptidomimetic  A small protein-like chain designed to mimic a peptide.
EC 3.4.23.15 (renin) inhibitor  An EC 3.4.23.* (aspartic endopeptidase) inhibitor that interferes with the activity of renin (EC 3.4.23.15).
Applications:
vasodilator agent  A drug used to cause dilation of the blood vessels.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
remikiren (CHEBI:8803) has role antihypertensive agent (CHEBI:35674)
remikiren (CHEBI:8803) has role EC 3.4.23.15 (renin) inhibitor (CHEBI:166822)
remikiren (CHEBI:8803) has role peptidomimetic (CHEBI:63175)
remikiren (CHEBI:8803) has role vasodilator agent (CHEBI:35620)
remikiren (CHEBI:8803) is a L-histidine derivative (CHEBI:84076)
remikiren (CHEBI:8803) is a cyclopropanes (CHEBI:51454)
remikiren (CHEBI:8803) is a diol (CHEBI:23824)
remikiren (CHEBI:8803) is a secondary carboxamide (CHEBI:140325)
remikiren (CHEBI:8803) is a sulfone (CHEBI:35850)
IUPAC Name 
Nα-[(2S)-2-benzyl-3-(tert-butylsulfonyl)propanoyl]-N-[(2S,3R,4S)-1-cyclohexyl-4-cyclopropyl-3,4-dihydroxybutan-2-yl]-L-histidinamide
INNs  Source
remikirenWHO MedNet
rémikirèneWHO MedNet
remikirenoWHO MedNet
remikirenumWHO MedNet
Synonyms  Source
N-[(2S,3R,4S)-1-cyclohexyl-4-cyclopropyl-3,4-dihydroxybutan-2-yl]-Nalpha-{(2S)-2-[(2-methylpropane-2-sulfonyl)methyl]-3-phenylpropanoyl}-L-histidinamideIUPAC
Ro 42-5892KEGG COMPOUND
Ro-42-5892DrugCentral
Manual XrefsDatabases
4696DrugCentral
4884377ChemSpider
C07465KEGG COMPOUND
D09038KEGG DRUG
DB00212DrugBank
HMDB0014357HMDB
REMPDBeChem
RemikirenWikipedia
Registry NumbersSources
CAS:126222-34-2ChemIDplus
Citations