congocidine
naturalproductmech:mibig-0a89c3541b MINTED SEEDED antiparasitic
Structure
| Standard InChIKey | IDBIFFKSXLYUOT-UHFFFAOYSA-N |
|---|---|
| SMILES | CN1C=C(C=C1C(=O)NC2=CN(C(=C2)C(=O)NCCC(=N)N)C)NC(=O)CN=C(N)N |
| Stereochemistry | fully defined |
| Cross-references | pubchem:4461, npatlas:NPA018236 |
Filing pathway
Alkaloids — 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, 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 netropsis NCBITaxon:55404 |
BGC_CHARACTERIZED | mibig:BGC0001147 | PMID:25415678 |
| Streptomyces ambofaciens ATCC 23877 NCBITaxon:278992 |
SOURCE_ASSERTION | mibig:BGC0000327 | PMID:17074905 |
Occurrences 6
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 |
|---|---|---|
| Streptomyces ambofaciens NCBITaxon:1889 |
LOTUS | DOI:10.1002/JOBM.200410529 |
| Streptomyces ambofaciens NCBITaxon:1889 |
LOTUS | DOI:10.1016/J.CHEMBIOL.2009.03.010 |
| Streptomyces ambofaciens NCBITaxon:1889 |
LOTUS | DOI:10.1099/MIC.0.29161-0 |
| Streptomyces ambofaciens NCBITaxon:1889 |
LOTUS | DOI:10.1128/JB.01269-10 |
| Streptomyces ambofaciens NCBITaxon:1889 |
LOTUS | DOI:10.1371/JOURNAL.PONE.0099077 |
| Streptomyces netropsis NCBITaxon:55404 |
LOTUS | DOI:10.1021/JA01145A113 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001147 | Streptomyces netropsis NCBITaxon:55404 |
CLUSTER_DEMONSTRATED | genbank:KJ634466.1 |
| mibig:BGC0000327 | Streptomyces ambofaciens ATCC 23877 NCBITaxon:278992 |
CLUSTER_UNSTATED | genbank:AM238664.2 |
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.
Causal graph — bioactivity 4 nodes, 4 edges
Congocidine/netropsin inhibition of recombinant Plasmodium falciparum 3D7 PfUDN ATPase and DNA-unwinding activities.
| Subject | Predicate | Object | Evidence |
|---|---|---|---|
| P. falciparum PfUDN fragment | has activity | PfUDN ssDNA-dependent ATPase activity | DOI:10.1371/journal.pone.0049385 |
| P. falciparum PfUDN fragment | has activity | PfUDN DNA unwinding activity | DOI:10.1371/journal.pone.0049385 |
| congocidine | inhibits | PfUDN ssDNA-dependent ATPase activity | DOI:10.1186/1471-2091-15-9 |
| congocidine | inhibits | PfUDN DNA unwinding activity | DOI:10.1186/1471-2091-15-9 |
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Molecular targets 4
| Target | Assay organism | Measurement | Reference |
|---|---|---|---|
| DNA helicase [35-727] | Plasmodium falciparum NCBITaxon:5833 |
IC50 3100 nM | PMID:24707807 |
| DNA helicase [35-727] | Plasmodium falciparum NCBITaxon:5833 |
IC50 4700 nM | PMID:24707807 |
| Plasminogen UniProtKB:P00747 |
Homo sapiens NCBITaxon:9606 |
IC50 40000 nM | PMID:20429779 |
| Urokinase-type plasminogen activator UniProtKB:P00749 |
Homo sapiens NCBITaxon:9606 |
IC50 30000 nM | PMID:20429779 |
Bioactivities 4
| Assay | Result | Reference |
|---|---|---|
| Antiamidolytic Assay from Article 10.3109/14756360903389872: "Carbocyclic potential DNA minor groove binders and their biological evaluation." | IC50 40 uM | PMID:20429779 |
| Antiamidolytic Assay from Article 10.3109/14756360903389872: "Carbocyclic potential DNA minor groove binders and their biological evaluation." | IC50 30 uM | PMID:20429779 |
| DNA Helicase Assay from Article 10.1186/1471-2091-15-9: "Plasmodium falciparum UvrD activities are downregulated by DNA-interacting compounds and its dsRNA inhibits malaria parasite growth." | IC50 4.7 uM | PMID:24707807 |
| DNA-Dependent ATPase Assay from Article 10.1186/1471-2091-15-9: "Plasmodium falciparum UvrD activities are downregulated by DNA-interacting compounds and its dsRNA inhibits malaria parasite growth." | IC50 3.1 uM | PMID:24707807 |
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000327, BGC0001147. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001147 | MIBIG | 4 |
| BGC0000327 | MIBIG | 5 |
This page is generated from data/natural_products/alkaloids/congocidine.yaml, which is generated from the committed inventories. Neither is edited by hand.