compound 49 [PMID: 24405707]

Ligand id: 8992

Name: compound 49 [PMID: 24405707]

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 104.74
Molecular weight 708.42
XLogP 5.32
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
3-(1-{2-[(2R,5S)-2-[2-(4-tert-butylpiperazin-1-yl)-3-fluorophenyl]-3-(3,3-dimethylbutyl)-4-oxo-1,3-thiazolidin-5-yl]acetyl}piperidin-4-yl)-2,3,4,5,5a,9a-hexahydro-1H-1,3-benzodiazepin-2-one
Database Links
PubChem CID 117072555
Search Google for chemical match using the InChIKey UUUGXEGGIAPJQE-MYMUVWEJSA-N
Search Google for chemicals with the same backbone UUUGXEGGIAPJQE
Search UniChem for chemical match using the InChIKey UUUGXEGGIAPJQE-MYMUVWEJSA-N
Search UniChem for chemicals with the same backbone UUUGXEGGIAPJQE
Comments
Compound 49 is a potent experimental CNS-penetrant thiazolidinone-based CGRP receptor antagonist [1]. This specific (2R,5S) diastereomer is reported to have an improved brain to plasma ratio compared to olcegepant and telcagepant, likely attributable to its lower molecular weight and reduced polar surface area (PSA).