CHEBI:145534 - (S)-Fasnall

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-Fasnall
ChEBI ID CHEBI:145534
ChEBI ASCII Name (S)-Fasnall
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H22N4S
Net Charge 0
Average Mass 338.470
Monoisotopic Mass 338.15652
InChI InChI=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
InChIKey VSXRMURGJRAOCU-INIZCTEOSA-N
SMILES C=12C(=C(N=CN1)N[C@@H]3CN(CC3)CC=4C=CC=CC4)C(=C(S2)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): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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 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-80 ChEBI
Registry Number Type Source
2138838-57-8 CAS Registry Number ChEBI
Citation Waiting for Citations Type Source
27265747 PubMed citation Europe PMC
Last Modified
27 November 2019