cinacalcet   Click here for help

GtoPdb Ligand ID: 3308

Synonyms: AMG-073 | Mimpara® | Sensipar®
Approved drug PDB Ligand
cinacalcet is an approved drug (EMA & FDA (2004))
Compound class: Synthetic organic
Comment: Cinacalcet is a positive allosteric activator of the calcium-sensing receptor (CaSR), thus improving the effect of calcium on tissues expressing this receptor.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: cinacalcet

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 12.03
Molecular weight 357.17
XLogP 6.48
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CC(c1cccc2c1cccc2)NCCCc1cccc(c1)C(F)(F)F
Isomeric SMILES C[C@H](c1cccc2c1cccc2)NCCCc1cccc(c1)C(F)(F)F
InChI InChI=1S/C22H22F3N/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3/t16-/m1/s1
InChI Key VDHAWDNDOKGFTD-MRXNPFEDSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2004))
IUPAC Name Click here for help
N-[(1R)-1-naphthalen-1-ylethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine
International Nonproprietary Names Click here for help
INN number INN
8287 cinacalcet
Synonyms Click here for help
AMG-073 | Mimpara® | Sensipar®
Database Links Click here for help
CAS Registry No. 226256-56-0 (source: Scifinder)
ChEMBL Ligand CHEMBL1201284
DrugBank Ligand DB01012
DrugCentral Ligand 647
GtoPdb PubChem SID 178100343
PubChem CID 156419
RCSB PDB Ligand YP4
Search Google for chemical match using the InChIKey VDHAWDNDOKGFTD-MRXNPFEDSA-N
Search Google for chemicals with the same backbone VDHAWDNDOKGFTD
Search PubMed clinical trials cinacalcet
Search PubMed titles cinacalcet
Search PubMed titles/abstracts cinacalcet
Search UniChem for chemical match using the InChIKey VDHAWDNDOKGFTD-MRXNPFEDSA-N
Search UniChem for chemicals with the same backbone VDHAWDNDOKGFTD
Wikipedia Cinacalcet