EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:139334 - nepicastat

ChEBI IDCHEBI:139334
ChEBI Namenepicastat
Stars
DefinitionA member of the class of 1,3-dihydroimidazole-2-thiones that is 1,3-dihydro-2H-imidazole-2-thione in which one of the nitrogens is substituted by a 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl group while the carbon adjacent to it is substituted by an aminomethyl group (the S enantiomer). It is a potent and selective inhibitor of both bovine and human dopamine β-hydroxylase, an enzyme that catalyzes the conversion of dopamine to norepinephrine.
Last Modified20 December 2017
Submittersabrina, zfin
DownloadsMolfile
FormulaC14H15F2N3S
Net Charge0
Average Mass295.358
Monoisotopic Mass295.09547
SMILESNCc1cnc(=S)n1[C@H]1CCc2c(F)cc(F)cc2C1
InChIInChI=1S/C14H15F2N3S/c15-9-3-8-4-10(1-2-12(8)13(16)5-9)19-11(6-17)7-18-14(19)20/h3,5,7,10H,1-2,4,6,17H2,(H,18,20)/t10-/m0/s1
InChIKeyYZZVIKDAOTXDEB-JTQLQIEISA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor  An EC 1.14.17.* (oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen and with reduced ascorbate as one donor, and incorporation of one atom of oxygen) inhibitor that interferes with the action of dopamine monooxygenase (EC 1.14.17.1).
ChEBI Ontology
Outgoing Relation(s)
nepicastat (CHEBI:139334) has role EC 1.14.17.1 (dopamine β-monooxygenase) inhibitor (CHEBI:139339)
nepicastat (CHEBI:139334) is a 1,3-dihydroimidazole-2-thiones (CHEBI:139340)
nepicastat (CHEBI:139334) is a organofluorine compound (CHEBI:37143)
nepicastat (CHEBI:139334) is a primary amino compound (CHEBI:50994)
nepicastat (CHEBI:139334) is a tetralins (CHEBI:36786)
IUPAC Name 
5-(aminomethyl)-1-[(2S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-1,3-dihydro-2H-imidazole-2-thione
INNs  Source
nepicastatumWHO MedNet
nepicastatWHO MedNet
népicastatWHO MedNet
nepicastatWHO MedNet
Synonyms  Source
RS-25560-197ChEBI
SYN117ChEBI
(S)-5-aminomethyl-1-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-1,3-dihydroimidazole-2-thioneChEBI
Manual XrefsDatabases
9796181PubChem Compound
DB12979DrugBank
NepicastatWikipedia
Registry NumbersSources
Reaxys:9425404Reaxys
CAS:173997-05-2ChemIDplus
Citations