lasmiditan   Click here for help

GtoPdb Ligand ID: 3928

Synonyms: COL-144 | LY573144 | Reyvow®
Approved drug PDB Ligand
lasmiditan is an approved drug (FDA (2019), EMA (2022))
Compound class: Synthetic organic
Comment: Lasmiditan is a potent and selective 5-HT1F receptor agonist that was developed by Eli Lilly [2], as an alternative to triptan drugs for the treatment of migraine. 5-HT1F selectivity is reported to eliminate the vasoconstrictor properties of triptans (mediated via 5-HT1B/1D receptor agonism) that contraindicate their use in patients with coronary artery disease [3].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 62.3
Molecular weight 377.14
XLogP 2.98
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CN1CCC(CC1)C(=O)c1cccc(n1)NC(=O)c1c(F)cc(cc1F)F
Isomeric SMILES CN1CCC(CC1)C(=O)c1cccc(n1)NC(=O)c1c(F)cc(cc1F)F
InChI InChI=1S/C19H18F3N3O2/c1-25-7-5-11(6-8-25)18(26)15-3-2-4-16(23-15)24-19(27)17-13(21)9-12(20)10-14(17)22/h2-4,9-11H,5-8H2,1H3,(H,23,24,27)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2019), EMA (2022))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9176 lasmiditan
Synonyms Click here for help
COL-144 | LY573144 | Reyvow®
Database Links Click here for help
Specialist databases
GPCRdb Ligand lasmiditan
Other databases
CAS Registry No. 439239-90-4 (source: Scifinder)
ChEMBL Ligand CHEMBL3039520
DrugCentral Ligand 5351
GtoPdb PubChem SID 178100757
PubChem CID 11610526
RCSB PDB Ligand 05X
Search Google for chemical match using the InChIKey XEDHVZKDSYZQBF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone XEDHVZKDSYZQBF
Search PubMed clinical trials lasmiditan
Search PubMed titles lasmiditan
Search PubMed titles/abstracts lasmiditan
UniChem Compound Search for chemical match using the InChIKey XEDHVZKDSYZQBF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XEDHVZKDSYZQBF-UHFFFAOYSA-N
Wikipedia Lasmiditan