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CHEBI:145520 - Fasnall

Default Structure
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:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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.
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