zyklophin   Click here for help

GtoPdb Ligand ID: 9193

Compound class: Peptide
Comment: Zyklophin is a cyclic analogue of dynorphin A-(1−11) with antagonist action selective for the κ opioid receptor. Structure, synthesis and function is described in [2], where it is peptide 2. The peptide is brain-penetrant, and has a relatively short duration of action compared to established small-molecule selective KOR antagonists such as nor-binaltorphimine [1].
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES NCCCCC(C(=O)N)NC(=O)C1CCCN1C(=O)C(NC(=O)C1CNC(=O)CC(NC(=O)C(Cc2ccccc2)NC(=O)CNC(=O)CNC(=O)C(Cc2ccc(cc2)O)NCc2ccccc2)C(=O)NC(C(=O)NC(C(=O)N1)C(CC)C)CCCN=C(N)N)CCCN=C(N)N
Isomeric SMILES NCCCC[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H]1CNC(=O)C[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)CNC(=O)[C@H](Cc2ccc(cc2)O)NCc2ccccc2)C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C(CC)C)CCCN=C(N)N)CCCN=C(N)N
InChI InChI=1S/C65H96N20O13/c1-3-38(2)54-62(97)83-49(60(95)81-45(21-13-29-73-65(70)71)63(98)85-30-14-22-50(85)61(96)79-43(55(67)90)19-10-11-27-66)35-75-51(87)33-48(59(94)80-44(57(92)84-54)20-12-28-72-64(68)69)82-58(93)47(32-39-15-6-4-7-16-39)78-53(89)37-76-52(88)36-77-56(91)46(31-40-23-25-42(86)26-24-40)74-34-41-17-8-5-9-18-41/h4-9,15-18,23-26,38,43-50,54,74,86H,3,10-14,19-22,27-37,66H2,1-2H3,(H2,67,90)(H,75,87)(H,76,88)(H,77,91)(H,78,89)(H,79,96)(H,80,94)(H,81,95)(H,82,93)(H,83,97)(H,84,92)(H4,68,69,72)(H4,70,71,73)/t38?,43-,44-,45-,46-,47-,48-,49-,50-,54-/m0/s1
InChI Key UWLIKQFWZOPOAX-HRFULILYSA-N
Classification Click here for help
Compound class Peptide
Database Links Click here for help
Specialist databases
GPCRdb Ligand zyklophin
Other databases
BindingDB Ligand 50299408
ChEMBL Ligand CHEMBL574568
GtoPdb PubChem SID 315661272
PubChem CID 45483651
Search Google for chemical match using the InChIKey UWLIKQFWZOPOAX-HRFULILYSA-N
Search Google for chemicals with the same backbone UWLIKQFWZOPOAX
UniChem Compound Search for chemical match using the InChIKey UWLIKQFWZOPOAX-HRFULILYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UWLIKQFWZOPOAX-HRFULILYSA-N
Wikipedia Zyklophin