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CHEBI:145534 - (S)-Fasnall

ChEBI IDCHEBI:145534
ChEBI Name(S)-Fasnall
Stars
ASCII Name(S)-Fasnall
DefinitionAn N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine in which the chiral centre has S configuration. 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
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H22N4S
Net Charge0
Average Mass338.480
Monoisotopic Mass338.15652
SMILESCc1sc2ncnc(N[C@H]3CCN(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)/t16-/m0/s1
InChIKeyVSXRMURGJRAOCU-INIZCTEOSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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.
ChEBI Ontology
Outgoing Relation(s)
(S)-Fasnall (CHEBI:145534) has role EC 2.3.1.85 (fatty acid synthase) inhibitor (CHEBI:71476)
(S)-Fasnall (CHEBI:145534) has role fatty acid synthesis inhibitor (CHEBI:50185)
(S)-Fasnall (CHEBI:145534) is a N-(1-benzylpyrrolidin-3-yl)-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine (CHEBI:145528)
(S)-Fasnall (CHEBI:145534) is enantiomer of (R)-Fasnall (CHEBI:145533)
Incoming Relation(s)
Fasnall (CHEBI:145520) has part (S)-Fasnall (CHEBI:145534)
(R)-Fasnall (CHEBI:145533) is enantiomer of (S)-Fasnall (CHEBI:145534)
IUPAC Name 
N-[(3S)-1-benzylpyrrolidin-3-yl]-5,6-dimethylthieno[2,3-d]pyrimidin-4-amine
Synonym  Source
HS-80ChEBI
Registry NumbersSources
CAS:2138838-57-8ChEBI
Citations