revefenacin   Click here for help

GtoPdb Ligand ID: 10129

Synonyms: GSK-1160724 | GSK1160724 | TD4208 | Yupelri®
Approved drug
revefenacin is an approved drug (FDA (2018))
Compound class: Synthetic organic
Comment: Revefenacin (TD-4208) is a potent and long-acting muscarinic cholinergic receptor (mAChR) antagonist (LAMA) that has bronchodilatory effects [1-2], and which is approved for the management of chronic obstructive pulmonary disease (COPD). mAChR antagonists are the core agents used as first-line therapy for COPD. Revefenacin acts as a competitive antagonist at all 5 human mAChRs [1].
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 9
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 108.21
Molecular weight 597.33
XLogP 4.08
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C(Nc1ccccc1c1ccccc1)OC1CCN(CC1)CCN(C(=O)c1ccc(cc1)CN1CCC(CC1)C(=O)N)C
Isomeric SMILES O=C(Nc1ccccc1c1ccccc1)OC1CCN(CC1)CCN(C(=O)c1ccc(cc1)CN1CCC(CC1)C(=O)N)C
InChI InChI=1S/C35H43N5O4/c1-38(34(42)29-13-11-26(12-14-29)25-40-19-15-28(16-20-40)33(36)41)23-24-39-21-17-30(18-22-39)44-35(43)37-32-10-6-5-9-31(32)27-7-3-2-4-8-27/h2-14,28,30H,15-25H2,1H3,(H2,36,41)(H,37,43)
InChI Key FYDWDCIFZSGNBU-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2018))
IUPAC Name Click here for help
[1-[2-[[4-[(4-carbamoylpiperidin-1-yl)methyl]benzoyl]-methylamino]ethyl]piperidin-4-yl] N-(2-phenylphenyl)carbamate
International Nonproprietary Names Click here for help
INN number INN
10112 revefenacin
Synonyms Click here for help
GSK-1160724 | GSK1160724 | TD4208 | Yupelri®
Database Links Click here for help
CAS Registry No. 864750-70-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL3833319
DrugBank Ligand DB11855
DrugCentral Ligand 5303
GtoPdb PubChem SID 381118839
PubChem CID 11753673
Search Google for chemical match using the InChIKey FYDWDCIFZSGNBU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone FYDWDCIFZSGNBU
Search PubMed clinical trials revefenacin
Search PubMed titles revefenacin
Search PubMed titles/abstracts revefenacin
Search UniChem for chemical match using the InChIKey FYDWDCIFZSGNBU-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone FYDWDCIFZSGNBU