CHEBI:229217 - nirogacestat

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ChEBI Name nirogacestat
ChEBI ID CHEBI:229217
Definition A member of the class of imidazoles that is 1H-imidazole substituted by a 1-[(2,2-dimethylpropyl)amino]-2-methylpropan-2-yl group at position 1 and a {N-[(2S)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-L-norvalyl}amino group at position 4. It is a γ-secretase inhibitor whose hydrobromide salt is indicated for adult patients with progressing desmoid tumours who require systemic treatment.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H41F2N5O
Net Charge 0
Average Mass 489.656
Monoisotopic Mass 489.32792
InChI InChI=1S/C27H41F2N5O/c1-7-8-23(32-20-10-9-18-11-19(28)12-22(29)21(18)13-20)25(35)33-24-14-34(17-31-24)27(5,6)16-30-15-26(2,3)4/h11-12,14,17,20,23,30,32H,7-10,13,15-16H2,1-6H3,(H,33,35)/t20-,23-/m0/s1
InChIKey VFCRKLWBYMDAED-REWPJTCUSA-N
SMILES CCC[C@H](N[C@H]1CCC2=CC(F)=CC(F)=C2C1)C(=O)NC1=CN(C=N1)C(C)(C)CNCC(C)(C)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): gamma-secretase modulator
A modulator of gamma-secretase, one of the three endopeptidases that are specific for amyloid protein precursor and which have been identified based upon the region of the amyloid protein precursor which they cleave.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nirogacestat (CHEBI:229217) has role γ-secretase modulator (CHEBI:48668)
nirogacestat (CHEBI:229217) has role antineoplastic agent (CHEBI:35610)
nirogacestat (CHEBI:229217) is a imidazoles (CHEBI:24780)
nirogacestat (CHEBI:229217) is a organofluorine compound (CHEBI:37143)
nirogacestat (CHEBI:229217) is a secondary amino compound (CHEBI:50995)
nirogacestat (CHEBI:229217) is a secondary carboxamide (CHEBI:140325)
nirogacestat (CHEBI:229217) is a tetralins (CHEBI:36786)
nirogacestat (CHEBI:229217) is conjugate base of nirogacestat(2+) (CHEBI:229219)
Incoming nirogacestat(2+) (CHEBI:229219) is conjugate acid of nirogacestat (CHEBI:229217)
IUPAC Name
N2-[(2S)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-N-(1-{1-[(2,2-dimethylpropyl)amino]-2-methylpropan-2-yl}-1H-imidazol-4-yl)-L-norvalinamide
INNs Sources
nirogacéstat WHO MedNet
nirogacestat WHO MedNet
nirogacestat WHO MedNet
nirogacestatum WHO MedNet
Synonyms Sources
(2S)-2-{[(2S)-6,8-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]amino}-N-(1-{1-[(2,2-dimethylpropyl)amino]-2-methylpropan-2-yl}-1H-imidazol-4-yl)pentanamide IUPAC
(S)-2-((S)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-3-ylamino)-N-(1-(2-methyl-1-(neopentylamino)propan-2-yl)-1H-imidazol-4-yl)pentanamide ChEBI
PF-03084014 DrugBank
PF-3084014 DrugBank
Manual Xrefs Databases
D10960 KEGG DRUG
DB12005 DrugBank
HMDB0255626 HMDB
Nirogacestat Wikipedia
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Registry Number Type Source
1290543-63-3 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
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Last Modified
16 April 2024