K-252a
naturalproductmech:mibig-6af212b9a4 MINTED SEEDED cytotoxicenzyme inhibitor
What these status tags mean
Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.
Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.
Structure
| Standard InChIKey | KOZFSFOOLUUIGY-BLIZRMSTSA-N |
|---|---|
| SMILES | [H][C@]12C[C@@](O)(C(=O)OC)[C@](C)(O1)N1C3=C(C=CC=C3)C3=C1C1=C(C4=C(C=CC=C4)N21)C1=C3CNC1=O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:3035817, npatlas:NPA02183 |
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 other, from MIBiG.
Producer organisms 1
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 |
|---|---|---|---|
| Nonomuraea longicatena NCBITaxon:83682 |
SOURCE_ASSERTION | mibig:BGC0000813 | DOI:10.7164/antibiotics.39.1059 |
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 |
|---|---|---|
| Nocardiopsis NCBITaxon:2013 |
LOTUS | DOI:10.7164/ANTIBIOTICS.39.1059 |
| Streptomyces sanyensis NCBITaxon:568869 |
LOTUS | DOI:10.3390/MD11020466 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000813 | Nonomuraea longicatena NCBITaxon:83682 |
CLUSTER_UNSTATED | genbank:DQ399653.1 |
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.
Mechanism & Biosynthesis Overview
Causal graph — bioactivity 2 nodes, 1 edge
K-252a inhibits human serine/threonine-protein kinase PIM1.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| K-252a | inhibits | human serine/threonine-protein kinase PIM1 | BindingDB-deposited PubChem BioAssay AID 1796959 maps this exact Standard InChIKey to an active 0.15 uM IC50 kinase measurement against UniProtKB:P11309; P11309 resolves in UniProtKB to the human PIM1 gene product. | DOI:10.1074/jbc.M413155200
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — bioactivity 4 nodes, 3 edges
K-252a inhibits human mixed lineage kinases 1, 2, and 3.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| K-252a | inhibits | human mixed lineage kinase 1 | BindingDB-deposited PubChem BioAssay AID 1797180 maps this exact Standard InChIKey to an active 0.022 uM IC50 measurement against UniProtKB:P80192; P80192 resolves in UniProtKB to the reviewed human MAP3K9/MLK1 gene product. | DOI:10.1021/jm051074u
|
| K-252a | inhibits | human mixed lineage kinase 2 | BindingDB-deposited PubChem BioAssay AID 1797180 maps this exact Standard InChIKey to an active 0.045 uM IC50 measurement against UniProtKB:Q02779; Q02779 resolves in UniProtKB to the reviewed human MAP3K10/MLK2 gene product. | DOI:10.1021/jm051074u
|
| K-252a | inhibits | human mixed lineage kinase 3 | BindingDB-deposited PubChem BioAssay AID 1797180 maps this exact Standard InChIKey to an active 0.013 uM IC50 measurement against UniProtKB:Q16584; Q16584 resolves in UniProtKB to the reviewed human MAP3K11/MLK3 gene product. | DOI:10.1021/jm051074u
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — bioactivity 7 nodes, 6 edges
K-252a inhibits human CDK4-cyclin D1 and CDK2-cyclin E1 protein complexes.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| K-252a | inhibits | human CDK4-cyclin D1 complex | BindingDB-deposited PubChem BioAssay AID 1795945 maps this exact Standard InChIKey to active 0.03 uM IC50 measurements against UniProtKB:P11802 and UniProtKB:P24385; UniProt cross-references for these reviewed human CDK4 and cyclin D1 accessions place both in ComplexPortal:CPX-2010. | DOI:10.1016/s0960-894x(03)00792-3
|
| K-252a | inhibits | human CDK2-cyclin E1 complex | BindingDB-deposited PubChem BioAssay AID 1795945 maps this exact Standard InChIKey to active 0.26 uM IC50 measurements against UniProtKB:P24864 and UniProtKB:P24941; UniProt cross-references for these reviewed human cyclin E1 and CDK2 accessions place both in ComplexPortal:CPX-2015. | DOI:10.1016/s0960-894x(03)00792-3
|
| human cyclin-dependent kinase 4 (CDK4) | is a subunit of | human CDK4-cyclin D1 complex | ComplexPortal:CPX-2010 (human CDK4-cyclin D1 complex) lists UniProtKB:P11802 (human cyclin-dependent kinase 4 (CDK4)) as a constituent polypeptide subunit. | https://www.ebi.ac.uk/complexportal/complex/CPX-2010 |
| human G1/S-specific cyclin-D1 (CCND1) | is a subunit of | human CDK4-cyclin D1 complex | ComplexPortal:CPX-2010 (human CDK4-cyclin D1 complex) lists UniProtKB:P24385 (human G1/S-specific cyclin-D1 (CCND1)) as a constituent polypeptide subunit. | https://www.ebi.ac.uk/complexportal/complex/CPX-2010 |
| human cyclin-dependent kinase 2 (CDK2) | is a subunit of | human CDK2-cyclin E1 complex | ComplexPortal:CPX-2015 (human CDK2-cyclin E1 complex) lists UniProtKB:P24941 (human cyclin-dependent kinase 2 (CDK2)) as a constituent polypeptide subunit. | https://www.ebi.ac.uk/complexportal/complex/CPX-2015 |
| human G1/S-specific cyclin-E1 (CCNE1) | is a subunit of | human CDK2-cyclin E1 complex | ComplexPortal:CPX-2015 (human CDK2-cyclin E1 complex) lists UniProtKB:P24864 (human G1/S-specific cyclin-E1 (CCNE1)) as a constituent polypeptide subunit. | https://www.ebi.ac.uk/complexportal/complex/CPX-2015 |
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Bioactivities 25
Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.
| Assay | Result | Target enzyme | Source detail |
|---|---|---|---|
| CDK Kinase Inhibition Assay from Article 10.1016/s0960-894x(03)00792-3: "Studies on cyclin-dependent kinase inhibitors: indolo-[2,3-a]pyrrolo[3,4-c]carbazoles versus bis-indolylmaleimides." | IC50 0.03 uM; ACTIVE | UniProtKB:P11802 | PMID:14552792
|
| CDK Kinase Inhibition Assay from Article 10.1016/s0960-894x(03)00792-3: "Studies on cyclin-dependent kinase inhibitors: indolo-[2,3-a]pyrrolo[3,4-c]carbazoles versus bis-indolylmaleimides." | IC50 0.03 uM; ACTIVE | UniProtKB:P24385 | PMID:14552792
|
| CDK Kinase Inhibition Assay from Article 10.1016/s0960-894x(03)00792-3: "Studies on cyclin-dependent kinase inhibitors: indolo-[2,3-a]pyrrolo[3,4-c]carbazoles versus bis-indolylmaleimides." | IC50 0.26 uM; ACTIVE | UniProtKB:P24864 | PMID:14552792
|
| CDK Kinase Inhibition Assay from Article 10.1016/s0960-894x(03)00792-3: "Studies on cyclin-dependent kinase inhibitors: indolo-[2,3-a]pyrrolo[3,4-c]carbazoles versus bis-indolylmaleimides." | IC50 0.26 uM; ACTIVE | UniProtKB:P24941 | PMID:14552792
|
| Experimentally measured binding affinity data (IC50) for protein-ligand complexes derived from PDB | IC50 1 uM; ACTIVE | Not recorded | PMID:19008858
|
| Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB | KD 0.01 uM; ACTIVE | Not recorded | PMID:14559966
|
| Kinase Assay from Article 10.1074/jbc.M413155200: "Pim-1 ligand-bound structures reveal the mechanism of serine/threonine kinase inhibition by LY294002." | IC50 0.15 uM; ACTIVE | UniProtKB:P11309 | PMID:15657054
|
| Mixed-Lineage Kinase Assays from Article 10.1021/jm051074u: "Synthesis and mixed lineage kinase activity of pyrrolocarbazole and isoindolone analogs of (+)K-252a." | IC50 0.022 uM; ACTIVE | UniProtKB:P80192 | PMID:17266195
|
| Mixed-Lineage Kinase Assays from Article 10.1021/jm051074u: "Synthesis and mixed lineage kinase activity of pyrrolocarbazole and isoindolone analogs of (+)K-252a." | IC50 0.045 uM; ACTIVE | UniProtKB:Q02779 | PMID:17266195
|
| Mixed-Lineage Kinase Assays from Article 10.1021/jm051074u: "Synthesis and mixed lineage kinase activity of pyrrolocarbazole and isoindolone analogs of (+)K-252a." | IC50 0.013 uM; ACTIVE | UniProtKB:Q16584 | PMID:17266195
|
| PDGFRα Kinase Assay from US Patent US20250129067: "PLATELET-DERIVED GROWTH FACTOR RECEPTOR (PDGFR) ALPHA INHIBITORS AND USES THEREOF" | IC50 0.427 uM; ACTIVE | UniProtKB:P16234 | pubchem.aid:2061288
|
| Experimentally measured binding affinity data derived from PDB | ACTIVE | Not recorded | PMID:14559966
|
| NCI human tumor cell line growth inhibition assay. Data for the 786-0 Non-Small Cell Lung cell line, single concentration | ACTIVE | Not recorded | pubchem.aid:1794775
|
| NCI human tumor cell line growth inhibition assay. Data for the 786-0 Renal cell line | ACTIVE | Not recorded | pubchem.aid:137
|
| NCI human tumor cell line growth inhibition assay. Data for the A498 Non-Small Cell Lung cell line, single concentration | ACTIVE | Not recorded | pubchem.aid:1794774
|
| NCI human tumor cell line growth inhibition assay. Data for the A498 Renal cell line | ACTIVE | Not recorded | pubchem.aid:129
|
| NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell line | ACTIVE | Not recorded | pubchem.aid:19
|
| NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell line, single concentration | ACTIVE | Not recorded | pubchem.aid:1794740
|
| NCI human tumor cell line growth inhibition assay. Data for the ACHN Non-Small Cell Lung cell line, single concentration | ACTIVE | Not recorded | pubchem.aid:1794771
|
| NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line | ACTIVE | Not recorded | pubchem.aid:139
|
| NCI human tumor cell line growth inhibition assay. Data for the BT-549 Breast cell line | ACTIVE | Not recorded | pubchem.aid:89
|
| NCI human tumor cell line growth inhibition assay. Data for the BT-549 Non-Small Cell Lung cell line, single concentration | ACTIVE | Not recorded | pubchem.aid:1794793
|
| NCI human tumor cell line growth inhibition assay. Data for the CAKI-1 Non-Small Cell Lung cell line, single concentration | ACTIVE | Not recorded | pubchem.aid:1794772
|
| NCI human tumor cell line growth inhibition assay. Data for the CAKI-1 Renal cell line | ACTIVE | Not recorded | pubchem.aid:131
|
| NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Leukemia cell line | ACTIVE | Not recorded | pubchem.aid:119
|
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Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000813 | MIBIG | 3 |
This page is generated from data/natural_products/alkaloids/k-252a-2.yaml, which is generated from the committed inventories. Neither is edited by hand.