pe
pep-10416 v1 CC-BY-SA-4.0

Opioid system research probe (CHEMBL1172245)

A lab-made molecule used by scientists to study pain-signaling receptors in the brain; an experimental research tool, not an approved medicine.

statusbioassayed targetOPRD1 length6 aa refs1
status 5 / 5
prediction metrics boltz-2 1.0
ipTM0.947
pTM0.879
avg pLDDT81.9
ranking score0.844
STRUCTURE · PEP-10416 × OPRD1
ranking0.844
target interface 4.5Å peptide drag rotate · ctrl+scroll zoom · right-click pan
boltz-2 1.0 · mmCIF ↓ download
sequence6 aa
156
HRWKDF
overview readme

What this is

CHEMBL1172245 is a synthetic research compound designed as a multi-target probe for the opioid system, with particular activity at the delta opioid receptor (OPRD1). It was created by Lee and colleagues at the University of Arizona as part of a program to build a single molecule that simultaneously engages opioid, cholecystokinin (CCK), and melanocortin receptors — three receptor systems that interact in the brain's pain-processing circuitry (Lee et al., Bioorg Med Chem Lett, 2010). The compound is not a drug candidate; it is a laboratory tool for studying multi-receptor pain pharmacology. The stored sequence HRWKDF captures the six-residue melanocortin-pharmacophore-derived chain, but the actual compound contains D-4-chlorophenylalanine at position 2 (encoded as standard amino acid in the raw sequence), a C-terminal amide cap, and is conjugated to a Tyr-D-Ala-Gly-Phe enkephalin segment — all modifications absent from the raw sequence shown here.

History

The compound comes from a 2010 paper by Lee, Fernandes, Kulkarani, Mayorov, Davis, Ma, Brown, Gillies, Lai, Porreca, and Hruby, published in Bioorganic & Medicinal Chemistry Letters (Lee et al., 2010). The research program was motivated by two convergent lines of evidence. First, CCK acts as an endogenous suppressor of opioid analgesia in the spinal cord and brainstem: co-administration of CCK receptor antagonists with morphine enhances analgesic potency and slows tolerance development. Second, Hruby's group had previously shown that opioid and melanocortin receptor pharmacophores share structural overlap, making it theoretically possible to encode both receptor contacts in a single peptide scaffold. CHEMBL1172245 was one of approximately fifteen compounds synthesized and tested in that effort, assembled by solid-phase peptide synthesis under microwave-assisted conditions using Rink-amide resin (Lee et al., 2010).

What it does

CHEMBL1172245 binds and activates delta and mu opioid receptors in the low nanomolar range. In radioligand displacement assays it showed an IC50 of 7.943 nM and a Ki of 3.5 nM at the human delta opioid receptor, and an IC50 of 31.62 nM and a Ki of 7.4 nM at the rat mu opioid receptor (Lee et al., Bioorg Med Chem Lett, 2010, as recorded in ChEMBL). In functional isolated-tissue assays it produced agonist responses at the delta receptor in mouse vas deferens (IC50 = 240 nM) and at the mu receptor in guinea pig ileum (IC50 = 330 nM). Despite the design intent, it was not active at CCK-1 or CCK-2 receptors in binding competition assays at 1 μM (Lee et al., 2010).

The delta opioid receptor belongs to the inhibitory G-protein-coupled receptor family (Gi/Go class). Activation suppresses adenylate cyclase, reduces cAMP levels, inhibits voltage-gated calcium channels, and opens inwardly rectifying potassium channels — a combination that decreases nociceptive neurotransmitter release from presynaptic terminals. Delta receptor agonism is particularly relevant to chronic, inflammatory, and neuropathic pain, where delta receptor tone appears to modulate persistent pain hypersensitivity; it also plays a role in mood regulation, with delta agonists showing anxiolytic and antidepressant-like effects in preclinical models.

Evidence

  • Human: No human studies. CHEMBL1172245 is a research compound characterized in cell-based and isolated-tissue assays only.
  • Animal: No in vivo animal pharmacology data reported for this specific compound.
  • In vitro: Binding IC50 = 7.943 nM and Ki = 3.5 nM at human OPRD1; IC50 = 31.62 nM and Ki = 7.4 nM at rat OPRM1; functional agonist activity in mouse MVD (delta, IC50 = 240 nM) and guinea pig GPI (mu, IC50 = 330 nM). Not active at CCK-1 or CCK-2 receptors in binding assays at 1 μM. All data from Lee et al. (Bioorg Med Chem Lett, 2010), as catalogued in ChEMBL (CHEMBL1172245).

Known effects

  • Delta opioid receptor agonism — Binding and functional agonist activity confirmed in vitro (Lee et al., 2010)
  • Mu opioid receptor agonism — Secondary activity confirmed in binding and functional assays (Lee et al., 2010)
  • CCK receptor activity — Not active at CCK-1 or CCK-2 in binding competition assays (Lee et al., 2010)

Regulatory status

  • US: Not approved. Research compound only; no IND or clinical development stage documented.
  • EU: Not approved.
  • WADA: Peptide opioid receptor agonists are prohibited under the Prohibited List (S4, hormone and metabolic modulators / opioids); this specific compound has no registered competitive use context.

Mechanism

CHEMBL1172245 is a conjugate designed around overlapping pharmacophore logic. The HRWKDF-derived chain (PEPTIDE1 in the full structure: His-D-Phe(4-Cl)-Arg-Trp-Lys-Asp-Phe-amide) incorporates the His-Phe-Arg-Trp (HFRW) melanocortin pharmacophore at its N-terminal end — HFRW is the shortest peptide sequence active at melanocortin receptors and is shared by α-MSH and ACTH peptides. This chain is bridged to a Tyr-D-Ala-Gly-Phe enkephalin segment (PEPTIDE2) via a disulfide-type linkage, completing the trivalent design. A third intended contact — CCK receptor blockade — was not observed in binding assays (Lee et al., 2010).

The opioid activity detected (delta IC50 = 7.943 nM) most likely arises from the enkephalin YAGF segment, whose Tyr-Gly-Phe motif is the canonical recognition element for opioid receptors. Delta opioid receptors signal through Gi/Go proteins to suppress cAMP synthesis, inhibit calcium influx, and promote potassium efflux — reducing action potential firing in pain-transmitting neurons. The observed weaker mu receptor activity (IC50 = 31.62 nM) is consistent with the cross-reactivity typical of enkephalin-based scaffolds, which engage both delta and mu subtypes (Lee et al., 2010).

Open questions

  • Whether the HFRW-based hexapeptide segment independently contributes melanocortin receptor binding in the full conjugate, or whether this activity is masked by the linker geometry
  • No in vivo antinociceptive data have been reported for this compound; efficacy in inflammatory or neuropathic pain models is unknown
  • Metabolic stability, serum half-life, and CNS penetration of the conjugate have not been characterized
  • Selectivity over the kappa opioid receptor (OPRK1) has not been reported
  • Whether separating the two pharmacophore segments would alter the opioid activity profile has not been tested
Hypotheses2 directions▾ collapse

Research directions for this peptide, selected from the current sources — hypotheses you can explore and model. None of it is proven yet; tap any one to see the full thinking.

openupdated 2026-06-05

Does this short peptide actually bind the opioid receptor on its own, or does it only work when attached to the opioid tail that is missing from the stored sequence?

If the label is wrong, correcting it would prevent wasted experiments chasing a false opioid lead. It would also help researchers correctly identify which part of the original molecule does the opioid work, potentially enabling safer analgesic design.

The hypothesis
The annotated OPRD1 target assignment for HRWKDF is incorrect or incomplete: the high structural prediction confidence (ipTM=0.947) against OPRD1 is driven by the Trp-Lys-Asp triad mimicking an endomorphin-like binding pose, but the functional activity of the parent compound at delta-opioid receptors is carried entirely by the conjugated enkephalin segment absent from the stored sequence.
Why it’s plausible
The readme explicitly states the stored HRWKDF sequence is missing the D-Ala-Gly-Phe enkephalin segment and the C-terminal amide cap. Delta-opioid receptor pharmacophores canonically require a Tyr at position 1 (or a Tyr-mimetic) for mu/delta engagement. HRWKDF begins with His, not Tyr. The high ipTM may reflect non-specific amphipathic docking rather than true agonist binding geometry at OPRD1.
Why it matters
Misattributed target labels propagate errors through downstream hypothesis generation and compound prioritization pipelines. Confirming that HRWKDF has no intrinsic OPRD1 activity would correctly re-classify it as a pure melanocortin fragment, redirecting research effort.
Plausibility.75
Novelty.50
Impact.60
Basis · grounding3 computed/notes
[1]
noteReadme states the enkephalin segment (Tyr-D-Ala-Gly-Phe) is absent from the stored HRWKDF sequence; this segment is the conventional OPRD1 pharmacophore.
[2]
sequenceHRWKDF begins with His, not Tyr; canonical delta-opioid ligands require a Tyr1 hydroxyl for receptor H-bond to Asp128/His278 in OPRD1 binding pocket.
[3]
structureipTM=0.947 is high but pLDDT=81.9 is moderate; strong interface score with mediocre peptide confidence can indicate a docking pose stabilized by crystal contacts rather than a true agonist geometry.
openupdated 2026-06-05

Could chemically linking the two ends of this peptide into a circular shape make it a more powerful and consistent activator of both its target receptors at once?

Cyclic peptides are generally more stable and potent than linear ones, lasting longer in the body and hitting their targets more reliably. If this approach works, it could yield a research tool, or eventually a drug, that controls pain through two brain circuits simultaneously, potentially requiring lower doses and causing fewer side effects.

The hypothesis
Cyclizing HRWKDF head-to-tail or via a Lys4 side-chain lactam would lock the peptide into a beta-turn conformation that simultaneously satisfies the geometric requirements of both MC4R and OPRD1, converting it from a flexible multi-target probe into a conformationally defined dual agonist with improved receptor residence time.
Why it’s plausible
Multi-target opioid-melanocortin peptides depend on a shared conformational space, but linear hexapeptides sample many non-productive conformations in solution, reducing effective receptor occupancy. Cyclization strategies in melanocortin peptides (e.g., Ac-Nle-c[Asp-His-D-Phe-Arg-Trp-Lys]-NH2, a clinical melanocortin analog) have previously demonstrated that ring closure enhances both potency and selectivity. For HRWKDF, a Lys4-to-N-terminus lactam would constrain residues 1-4 into a beta-turn, leaving Asp5-Phe6 as a flexible tail that could adopt induced-fit geometries at each receptor independently.
Why it matters
A conformationally defined dual-receptor agonist derived from HRWKDF would be a pharmacologically valuable tool for dissecting the relative contributions of MC4R and OPRD1 to spinal analgesia, tolerance development, and appetite suppression in the same animal model.
Plausibility.55
Novelty.30
Impact.50
Basis · grounding1 paper · 2 computed/notes
[1]
sequenceHRWKDF: Lys4 epsilon-amine and N-terminal His alpha-amine are appropriately spaced for a head-to-side-chain lactam ring; ring size would be approximately 14 atoms, within the range of bioactive melanocortin cyclic analogs.
[2]
paper
Lee et al. designed the linear chimera to exploit overlapping pharmacophore geometry; cyclization is the logical next step to pre-organize this geometry and improve receptor engagement efficiency.
doi: 10.1016/j.bmcl.2010.05.078
[3]
structurepLDDT=81.9 for the linear form indicates moderate structural order; cyclization is expected to increase pLDDT by reducing conformational entropy, consistent with improved predicted confidence at both targets.
details expand to inspect
full evidence table1 metrics
metricvaluetool
IC50 7.943 nM GPCRDB/ChEMBL
structural qualityopenfold3
metricvaluenote
gpde0.691global PDE — lower = better
disorderNaNfraction disordered
3-letter notation
His-Arg-Trp-Lys-Asp-Phe
recipeboltz-2 1.0
parametervalue
modelboltz-2 1.0
weights
hardwarenvidia_nim_api
mlx version
python
random seed
msa strategynone
diffusion samples1
runtime
predicted bymlx@peptide
predicted at2026-04-24
citationbibtex
peptidemodel (2026). Opioid system research probe (CHEMBL1172245) (pep-10416, v1). PeptideModel. https://peptidemodel.com/card/pep-10416
@peptide{pep10416,
  sequence = {HRWKDF},
  target   = {oprd1},
  author   = {peptidemodel},
  year     = {2026},
  status   = {bioassayed}
}
related peptides 3 by signal overlap
clinical trials 0 trials · checked 2026-05-22
0
no registered clinical trials as of 2026-05-22; we'll re-check periodically
references 1 papers
discussion no comments
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