EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:231353 - orteronel

ChEBI IDCHEBI:231353
ChEBI Nameorteronel
Stars
DefinitionA member of the class of pyrroloimidazoles that is 6,7-dihydro-5H-pyrrolo[1,2-c]imidazole substituted by hydroxy and 6-(methylcarbamoyl)naphthalen-2-yl groups at position 7 (the 7S-stereoisomer). It is a non-steroidal 17,20-lyase inhibitor that suppresses androgen synthesis. It was previously in clinical development for the treatment of castration-resistant prostate cancer — trial now discontinued.
Last Modified23 May 2024
Submitterdelphine
DownloadsMolfile
FormulaC18H17N3O2
Net Charge0
Average Mass307.353
Monoisotopic Mass307.13208
SMILESCNC(=O)c1ccc2cc([C@@]3(O)CCn4cncc43)ccc2c1
InChIInChI=1S/C18H17N3O2/c1-19-17(22)14-3-2-13-9-15(5-4-12(13)8-14)18(23)6-7-21-11-20-10-16(18)21/h2-5,8-11,23H,6-7H2,1H3,(H,19,22)/t18-/m0/s1
InChIKeyOZPFIJIOIVJZMN-SFHVURJKSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 1.14.99.9 (steroid 17alpha-monooxygenase) inhibitor  An EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of cytochrome P450 17-α-hydroxylase/C17,20-lyase (EC 1.14.99.9).
sterol biosynthesis inhibitor  Any compound that inhibits the biosynthesis of any sterol.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
orteronel (CHEBI:231353) has role antineoplastic agent (CHEBI:35610)
orteronel (CHEBI:231353) has role EC 1.14.99.9 (steroid 17α-monooxygenase) inhibitor (CHEBI:68640)
orteronel (CHEBI:231353) has role sterol biosynthesis inhibitor (CHEBI:83317)
orteronel (CHEBI:231353) is a naphthalenecarboxamide (CHEBI:48739)
orteronel (CHEBI:231353) is a pyrroloimidazole (CHEBI:48655)
orteronel (CHEBI:231353) is a secondary carboxamide (CHEBI:140325)
orteronel (CHEBI:231353) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
6-[(7S)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide
INNs  Source
orteronelWHO MedNet
ortéronelWHO MedNet
orteronelumWHO MedNet
orteronelWHO MedNet
Synonyms  Source
TAK 700SUBMITTER
TAK700SUBMITTER
TAK-700SUBMITTER
(S)-orteronelPDBeChem
(+)-orteronelChEBI
Manual XrefsDatabases
DB12066DrugBank
D10146KEGG DRUG
7D6PDBeChem
OrteronelWikipedia
Registry NumbersSources
CAS:566939-85-3KEGG DRUG
Citations