leupeptin A
naturalproductmech:mibig-42f99235c6 MINTED SEEDED enzyme inhibitortoxin
Structure
| Standard InChIKey | GDBQQVLCIARPGH-BSOSBYQFSA-N |
|---|---|
| SMILES | CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | pubchem:72429, CHEBI:6426, npatlas:NPA017329 |
Filing pathway
Amino acids and peptides — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is nrps, other, from MIBiG.
Producer organisms 2
A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Streptomyces roseus NCBITaxon:66430 |
BGC_CHARACTERIZED | mibig:BGC0002095 | DOI:10.1101/2020.10.26.356543 |
| Xenorhabdus bovienii SS-2004 NCBITaxon:406818 |
SOURCE_ASSERTION | mibig:BGC0002134 | DOI:10.1002/anie.202005506 |
Occurrences 2
Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.
| Taxon | Source | Reference |
|---|---|---|
| Xenorhabdus bovienii NCBITaxon:40576 |
LOTUS | DOI:10.1002/ANIE.202005506 |
| Streptomyces roseus NCBITaxon:66430 |
LOTUS | DOI:10.1248/CPB.17.1896 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002095 | Streptomyces roseus NCBITaxon:66430 |
CLUSTER_DEMONSTRATED | genbank:LFML01000163.1 |
| mibig:BGC0002134 | Xenorhabdus bovienii SS-2004 NCBITaxon:406818 |
CLUSTER_DEMONSTRATED | genbank:FN667741.1 |
A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.
Bioactivities 8
| Assay | Result | Reference |
|---|---|---|
| Confirmatory qHTS assay for inhibitors of the protease papain | 0.0102 uM | pubchem.aid:1645872 |
| Confirmatory qHTS assay for inhibitors of the protease papain | 0.0102 uM | pubchem.aid:1645872 |
| Primary qHTS for inhibitors of NSP2Pro chikungunya virus (CHIKV) | 15.6655 uM | pubchem.aid:1964107 |
| Primary qHTS for inhibitors of NSP2Pro chikungunya virus (CHIKV) | 0.0039 uM | pubchem.aid:1964107 |
| qHTS Assay for Compounds Blocking the Interaction Between CBF-beta and RUNX1 for the Treatment of Acute Myeloid Leukemia | 31.6228 uM | pubchem.aid:1477 |
| qHTS for Inhibitors of binding or entry into cells for Marburg Virus | 0.1122 uM | pubchem.aid:720532 |
| DSSTox (CPDBAS) Carcinogenic Potency Database Summary Mouse Bioassay Results | ACTIVE | pubchem.aid:1199 |
| DSSTox (CPDBAS) Carcinogenic Potency Database Summary SingleCellCall Results | ACTIVE | pubchem.aid:1189 |
Open questions 2
shared-structure — This structure is reported by more than one MIBiG entry: BGC0002095, BGC0002134. Confirm they describe the same compound rather than an upstream cross-reference error.
structure-disagreement — MIBiG cross-references this compound to CHEBI:6426, but ChEBI holds CHEBI:6426 with Standard InChIKey GDBQQVLCIARPGH-ULQDDVLXSA-N and this record's structure is GDBQQVLCIARPGH-BSOSBYQFSA-N. The skeleton blocks match, so the two disagree about stereochemistry: check which configuration the primary literature supports.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002095 | MIBIG | 3 |
| BGC0002134 | MIBIG | 4 |
This page is generated from data/natural_products/amino_acids_and_peptides/leupeptin-a.yaml, which is generated from the committed inventories. Neither is edited by hand.