difelikefalin   

GtoPdb Ligand ID: 9044

Synonyms: CR845 | D-Phe-D-Phe-D-Leu-D-Lys-[γ-(4-N-piperidinyl)amino carboxylic acid] | FE-202845 | SEQ ID NO: 2 [3]
Comment: Difelikefalin is a peripherally acting, highly selective peptide agonist of the κ-opioid receptor, being investigated for its analgesic action [2]. This compound is claimed in patent US7402564 B1 [3]. This patent provides extensive results from preclinical testing, assessing the analgesic and anti-pruritic potential of difelikefalin.
2D Structure
Click here for structure editor
SMILES / InChI / InChIKey
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
InChI Key FWMNVWWHGCHHJJ-SKKKGAJSSA-N
Classification
Compound class Peptide or derivative
IUPAC Name
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
INN number INN
10179 difelikefalin
Synonyms
CR845 | D-Phe-D-Phe-D-Leu-D-Lys-[γ-(4-N-piperidinyl)amino carboxylic acid] | FE-202845 | SEQ ID NO: 2 [3]
Database Links
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
Search Google for chemicals with the same backbone FWMNVWWHGCHHJJ
Search PubMed clinical trials difelikefalin
Search PubMed titles difelikefalin
Search PubMed titles/abstracts difelikefalin
Search UniChem for chemical match using the InChIKey FWMNVWWHGCHHJJ-SKKKGAJSSA-N
Search UniChem for chemicals with the same backbone FWMNVWWHGCHHJJ
Wikipedia Difelikefalin