difelikefalin   Click here for help

GtoPdb Ligand ID: 9044

Synonyms: CR845 | D-Phe-D-Phe-D-Leu-D-Lys-[γ-(4-N-piperidinyl)amino carboxylic acid] | FE-202845 | Kapruvia® | Korsuva® | SEQ ID NO: 2 [6]
Approved drug Immunopharmacology Ligand
difelikefalin is an approved drug (FDA (2021), EMA (2022))
Comment: Difelikefalin is a first-in-class, peripherally acting, highly selective peptide agonist of the κ-opioid receptor, that was developed potential to treat chronic itch [4] and it is claimed in patent US7402564B1 [6]. This patent provides extensive results from preclinical testing, assessing the analgesic and anti-pruritic potential of difelikefalin.
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2D Structure
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Canonical SMILES NCCCCC(C(=O)N1CCC(CC1)(N)C(=O)O)NC(=O)C(NC(=O)C(NC(=O)C(Cc1ccccc1)N)Cc1ccccc1)CC(C)C
Isomeric SMILES NCCCC[C@H](C(=O)N1CCC(CC1)(N)C(=O)O)NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H](Cc1ccccc1)N)Cc1ccccc1)CC(C)C
InChI InChI=1S/C36H53N7O6/c1-24(2)21-29(32(45)40-28(15-9-10-18-37)34(47)43-19-16-36(39,17-20-43)35(48)49)42-33(46)30(23-26-13-7-4-8-14-26)41-31(44)27(38)22-25-11-5-3-6-12-25/h3-8,11-14,24,27-30H,9-10,15-23,37-39H2,1-2H3,(H,40,45)(H,41,44)(H,42,46)(H,48,49)/t27-,28-,29-,30-/m1/s1
Classification Click here for help
Compound class Peptide or derivative
Approved drug? Yes (FDA (2021), EMA (2022))
IUPAC Name Click here for help
4-amino-1-[(2R)-6-amino-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-amino-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]piperidine-4-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
10179 difelikefalin
Synonyms Click here for help
CR845 | D-Phe-D-Phe-D-Leu-D-Lys-[γ-(4-N-piperidinyl)amino carboxylic acid] | FE-202845 | Kapruvia® | Korsuva® | SEQ ID NO: 2 [6]
Database Links Click here for help
Specialist databases
GPCRdb Ligand difelikefalin
Other databases
CAS Registry No. 1024828-77-0 (source: WHO INN record)
GtoPdb PubChem SID 315661129
PubChem CID 24794466
Search Google for chemical match using the InChIKey FWMNVWWHGCHHJJ-SKKKGAJSSA-N
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UniChem Compound Search for chemical match using the InChIKey FWMNVWWHGCHHJJ-SKKKGAJSSA-N
UniChem Connectivity Search for chemical match using the InChIKey FWMNVWWHGCHHJJ-SKKKGAJSSA-N
Wikipedia Difelikefalin