Source:http://linkedlifedata.com/resource/chebi/id/CHEBI:66241
| Predicate | Object |
|---|---|
| rdf:type | |
| skos:definition |
"An epoxide which is a carboxamide obtained by the formal condensation of one of the carboxy groups of oxirane-2,3-dicarboxylic acid with N-{4-[(3-aminopropyl)amino]butyl}-L-phenylalaninamide. It is a natural product, isolated from Gliocladium sp. F-2665. TMC-52D acts as an inhibitor of cysteine proteinases, particularly cathepsin B (EC 3.4.22.1), cathepsin L (EC 3.4.22.15), and papain (EC 3.4.22.2), with IC50 values of 280 nM, 6 nM, and 49 nM, respectively. The epoxide group has trans configuration but its exact stereochemistry is uncertain: it is either (2R,3R) or (2S,3S)." []
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| skos:inScheme | |
| skos:prefLabel |
TMC-52D
|
| skos:altLabel |
(2R*,3R*)-3-{[(2S)-1-({4-[(3-aminopropyl)amino]butyl}amino)-1-oxo-3-phenylpropan-2-yl]carbamoyl}oxirane-2-carboxylic acid
|
| skos:notation |
CiteXplore:9727388 "PubMed citation",
Reaxys:8169487 "Reaxys Registry Number"
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| skos:broader | |
| skos:relatedSynonym |
C20H30N4O5,
NCCCNCCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)C1OC1C(O)=O,
InChI=1S/C20H30N4O5/c21-9-6-11-22-10-4-5-12-23-18(25)15(13-14-7-2-1-3-8-14)24-19(26)16-17(29-16)20(27)28/h1-3,7-8,15-17,22H,4-6,9-13,21H2,(H,23,25)(H,24,26)(H,27,28)/t15-,16?,17?/m0/s1,
InChIKey=VMUJCCBLIGGNAX-GTPINHCMSA-N
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