Synonyms: C4.6,S1-cyclo[N-(3-sulfanylpropanoyl)-D-tryptophyl-L-isoleucyl-L-alloisoleucyl-L-asparaginyl-L-2-aminobutanoyl-N-methyl-L-ornithinol] | FE 200 440 [2] | FE-200440
Compound class:
Peptide or derivative
Comment: Barusiban (FE 200440) is an oxytocin receptor antagonist [1-2,5]. It was developed by Ferring Pharmaceuticals as a tocolytic agent, to counteract oxytocin-induced myometrial contractions [4]. Chemically it is a synthetic cyclic hexapeptide containing five unnatural amino acids and only one D-amino acid.
|
Classification | |
Compound class | Peptide or derivative |
IUPAC Name |
(4S,7S,10S,13S,16R)-N-[(2S)-5-amino-1-hydroxypentan-2-yl]-7-(2-amino-2-oxoethyl)-13-[(2S)-butan-2-yl]-10-[(2R)-butan-2-yl]-16-(1H-indol-3-ylmethyl)-N-methyl-6,9,12,15,18-pentaoxo-1-thia-5,8,11,14,17-pentazacycloicosane-4-carboxamide |
International Nonproprietary Names | |
INN number | INN |
8252 | barusiban |
Synonyms | |
C4.6,S1-cyclo[N-(3-sulfanylpropanoyl)-D-tryptophyl-L-isoleucyl-L-alloisoleucyl-L-asparaginyl-L-2-aminobutanoyl-N-methyl-L-ornithinol] | FE 200 440 [2] | FE-200440 |
Database Links | |
CAS Registry No. | 285571-64-4 (source: WHO INN record) |
ChEMBL Ligand | CHEMBL2218898 |
DrugBank Ligand | DB12292 |
GtoPdb PubChem SID | 405560331 |
PubChem CID | 9832431 |
Search Google for chemical match using the InChIKey | UGNGRKKDUVKQDF-IHOMMZCZSA-N |
Search Google for chemicals with the same backbone | UGNGRKKDUVKQDF |
Search PubMed clinical trials | barusiban |
Search PubMed titles | barusiban |
Search PubMed titles/abstracts | barusiban |
UniChem Compound Search for chemical match using the InChIKey | UGNGRKKDUVKQDF-IHOMMZCZSA-N |
UniChem Connectivity Search for chemical match using the InChIKey | UGNGRKKDUVKQDF-IHOMMZCZSA-N |