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CHEBI:86193 - DAPT

ChEBI IDCHEBI:86193
ChEBI NameDAPT
Stars
DefinitionA dipeptide consisting of alanylphenylglycine derivatised as a 3,5-difluorophenylacetamide at the amino terminal and a tert-butyl ester at the carboxy terminal. It is a γ-secretase inhibitor.
Last Modified10 May 2024
SubmitterCeri
DownloadsMolfile
FormulaC23H26F2N2O4
Net Charge0
Average Mass432.467
Monoisotopic Mass432.18606
SMILESC[C@H](NC(=O)Cc1cc(F)cc(F)c1)C(=O)N[C@H](C(=O)OC(C)(C)C)c1ccccc1
InChIInChI=1S/C23H26F2N2O4/c1-14(26-19(28)12-15-10-17(24)13-18(25)11-15)21(29)27-20(16-8-6-5-7-9-16)22(30)31-23(2,3)4/h5-11,13-14,20H,12H2,1-4H3,(H,26,28)(H,27,29)/t14-,20-/m0/s1
InChIKeyDWJXYEABWRJFSP-XOBRGWDASA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
EC 3.4.23.46 (memapsin 2) inhibitor  An EC 3.4.23.* (aspartic endopeptidase) inhibitor that interferes with the activity of memapsin 2 (EC 3.4.23.46).
ChEBI Ontology
Outgoing Relation(s)
DAPT (CHEBI:86193) has role EC 3.4.23.46 (memapsin 2) inhibitor (CHEBI:74925)
DAPT (CHEBI:86193) is a tert-butyl ester (CHEBI:140402)
DAPT (CHEBI:86193) is a carboxylic ester (CHEBI:33308)
DAPT (CHEBI:86193) is a difluorobenzene (CHEBI:38582)
DAPT (CHEBI:86193) is a dipeptide (CHEBI:46761)
IUPAC Name 
tert-butyl (2S)-({N-[(3,5-difluorophenyl)acetyl]-L-alanyl}amino)(phenyl)acetate
Synonyms  Source
GSI-IXChEBI
γ-secretase inhibitor IXSUBMITTER
tert-butyl (2S)-2-[[(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoyl]amino]-2-phenylacetateSUBMITTER
Registry NumbersSources
Reaxys:9588440Reaxys
Citations