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CHEBI:5062 - finasteride

ChEBI IDCHEBI:5062
ChEBI Namefinasteride
Stars
DefinitionAn aza-steroid that is a synthetic drug for the treatment of benign prostatic hyperplasia.
Last Modified10 May 2018
DownloadsMolfile
FormulaC23H36N2O2
Net Charge0
Average Mass372.553
Monoisotopic Mass372.27768
SMILES[H][C@@]12CC[C@@]3([H])NC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])C(=O)NC(C)(C)C
InChIInChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1
InChIKeyDBEPLOCGEIEOCV-WSBQPABSSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor  An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of of 3-oxo-5α-steroid 4-dehydrogenase (NADP+), EC 1.3.1.22, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5α-dihydrotestosterone.
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
Applications:
antihyperplasia drug  A drug used for the treatment of hyperplasia (increaced cell production within an organ or tissue).
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
ChEBI Ontology
Outgoing Relation(s)
finasteride (CHEBI:5062) has parent hydride 5α-androstane (CHEBI:28859)
finasteride (CHEBI:5062) has role androgen antagonist (CHEBI:35497)
finasteride (CHEBI:5062) has role antihyperplasia drug (CHEBI:59844)
finasteride (CHEBI:5062) has role EC 1.3.1.22 [3-oxo-5α-steroid 4-dehydrogenase (NADP+)] inhibitor (CHEBI:50781)
finasteride (CHEBI:5062) is a 3-oxo steroid (CHEBI:47788)
finasteride (CHEBI:5062) is a aza-steroid (CHEBI:35726)
finasteride (CHEBI:5062) is a δ-lactam (CHEBI:77727)
IUPAC Name 
N-tert-butyl-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide
INNs  Source
finasteridaDrugBank
finasterideKEGG DRUG
finasteridumDrugBank
Synonym  Source
(5alpha,17beta)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamideChemIDplus
Manual XrefsDatabases
1171DrugCentral
D00321KEGG DRUG
DB01216DrugBank
EP155096Patent
FinasterideWikipedia
HMDB0001984HMDB
LSM-1999LINCS
US4760071Patent
Registry NumbersSources
Reaxys:4269024Reaxys
CAS:98319-26-7ChemIDplus
CAS:98319-26-7KEGG DRUG
Citations