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CHEBI:145520 - Fasnall

ChEBI IDCHEBI:145520
ChEBI NameFasnall
Stars
DefinitionA racemate comprising equimolar amounts of (R)- and (S)-Fasnall. Both enantiomers act as fatty acid synthase inhibitors, although the (S)-enantiomer was found to be more than 4 times as active as the (R)-enantiomer.
Last Modified27 November 2019
SubmitterCeri
DownloadsMolfile
FormulaC19H22N4S
Net Charge0
Average Mass338.480
Monoisotopic Mass338.15652
SMILESCc1sc2ncnc(NC3CCN(Cc4ccccc4)C3)c2c1C
InChIInChI=1S/C19H22N4S/c1-13-14(2)24-19-17(13)18(20-12-21-19)22-16-8-9-23(11-16)10-15-6-4-3-5-7-15/h3-7,12,16H,8-11H2,1-2H3,(H,20,21,22)
InChIKeyVSXRMURGJRAOCU-UHFFFAOYSA-N
Roles Classification
Biological Roles:
fatty acid synthesis inhibitor  Any pathway inhibitor that inhibits the synthesis of fatty acids.
EC 2.3.1.85 (fatty acid synthase) inhibitor  An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of fatty acid synthase (EC 2.3.1.85), a multi-enzyme protein involved in fatty acid synthesis.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
ChEBI Ontology
Outgoing Relation(s)
Fasnall (CHEBI:145520) has part (R)-Fasnall (CHEBI:145533)
Fasnall (CHEBI:145520) has part (S)-Fasnall (CHEBI:145534)
Fasnall (CHEBI:145520) has role anti-HIV agent (CHEBI:64946)
Fasnall (CHEBI:145520) has role apoptosis inducer (CHEBI:68495)
Fasnall (CHEBI:145520) has role EC 2.3.1.85 (fatty acid synthase) inhibitor (CHEBI:71476)
Fasnall (CHEBI:145520) has role fatty acid synthesis inhibitor (CHEBI:50185)
Fasnall (CHEBI:145520) is a racemate (CHEBI:60911)
IUPAC Name 
rac-N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine
Registry NumbersSources
CAS:929978-58-5ChEBI
Citations