rimegepant   Click here for help

GtoPdb Ligand ID: 10704

Synonyms: BHV-3000 | BHV3000 | BMS-927711 | BMS927711 | compound 8 [PMID: 23153230] | Nurtec ODT® | Vydura®
Approved drug
rimegepant is an approved drug (FDA (2020), EMA (2022))
Compound class: Synthetic organic
Comment: Rimegepant (BMS-927711, BHV-3000) is a small molecule calcitonin gene-related peptide (CGRP) receptor antagonist [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 119.13
Molecular weight 534.22
XLogP 2.88
No. Lipinski's rules broken 0
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Canonical SMILES O=C(N1CCC(CC1)n1c(=O)[nH]c2c1cccn2)O[C@@H]1CC[C@H]([C@@H](c2c1nccc2)N)c1cccc(c1F)F
Isomeric SMILES O=C(N1CCC(CC1)n1c(=O)[nH]c2c1cccn2)O[C@@H]1CC[C@H]([C@@H](c2c1nccc2)N)c1cccc(c1F)F
InChI InChI=1S/C28H28F2N6O3/c29-20-6-1-4-17(23(20)30)18-8-9-22(25-19(24(18)31)5-2-12-32-25)39-28(38)35-14-10-16(11-15-35)36-21-7-3-13-33-26(21)34-27(36)37/h1-7,12-13,16,18,22,24H,8-11,14-15,31H2,(H,33,34,37)/t18-,22+,24-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2020), EMA (2022))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9751 rimegepant
Synonyms Click here for help
BHV-3000 | BHV3000 | BMS-927711 | BMS927711 | compound 8 [PMID: 23153230] | Nurtec ODT® | Vydura®
Database Links Click here for help
BindingDB Ligand 50400098
CAS Registry No. 1289023-67-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL2178422
DrugBank Ligand DB12457
DrugCentral Ligand 5381
GtoPdb PubChem SID 404859151
PubChem CID 51049968
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UniChem Compound Search for chemical match using the InChIKey KRNAOFGYEFKHPB-ANJVHQHFSA-N
UniChem Connectivity Search for chemical match using the InChIKey KRNAOFGYEFKHPB-ANJVHQHFSA-N