CHEBI:8803 - remikiren

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name remikiren
ChEBI ID CHEBI:8803
Definition An 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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C33H50N4O6S
Net Charge 0
Average Mass 630.850
Monoisotopic Mass 630.34511
InChI InChI=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
InChIKey UXIGZRQVLGFTOU-VQXQMPIVSA-N
SMILES CC(C)(C)S(=O)(=O)C[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)[C@@H](O)C1CC1
Roles Classification
Biological Role(s): 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).
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
vasodilator agent
A drug used to cause dilation of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
remikiren WHO MedNet
rémikirène WHO MedNet
remikireno WHO MedNet
remikirenum WHO MedNet
Synonyms Sources
N-[(2S,3R,4S)-1-cyclohexyl-4-cyclopropyl-3,4-dihydroxybutan-2-yl]-Nalpha-{(2S)-2-[(2-methylpropane-2-sulfonyl)methyl]-3-phenylpropanoyl}-L-histidinamide IUPAC
Ro 42-5892 KEGG COMPOUND
Ro-42-5892 DrugCentral
Manual Xrefs Databases
4696 DrugCentral
4884377 ChemSpider
C07465 KEGG COMPOUND
D09038 KEGG DRUG
DB00212 DrugBank
HMDB0014357 HMDB
REM PDBeChem
Remikiren Wikipedia
View more database links
Registry Number Type Source
126222-34-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10809804 PubMed citation Europe PMC
1282588 PubMed citation Europe PMC
12959271 PubMed citation Europe PMC
1313478 PubMed citation Europe PMC
22193701 PubMed citation Europe PMC
26421414 PubMed citation Europe PMC
7564363 PubMed citation Europe PMC
7678159 PubMed citation Europe PMC
7692163 PubMed citation Europe PMC
7769797 PubMed citation Europe PMC
7795817 PubMed citation Europe PMC
8206619 PubMed citation Europe PMC
8207739 PubMed citation Europe PMC
8222499 PubMed citation Europe PMC
8228207 PubMed citation Europe PMC
8491068 PubMed citation Europe PMC
8498974 PubMed citation Europe PMC
8512659 PubMed citation Europe PMC
8730917 PubMed citation Europe PMC
8730920 PubMed citation Europe PMC
8730924 PubMed citation Europe PMC
8783774 PubMed citation Europe PMC
8851507 PubMed citation Europe PMC
9095095 PubMed citation Europe PMC
9172787 PubMed citation Europe PMC
Last Modified
23 November 2020