AT2433-B3
AlkaPlorer ID: AK024660
Synonym: None
IUPAC Name: 3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]-13-methyl-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione
Structure
SMILES: CO[C@H]1[C@H](O)[C@@H](O)[C@H](N2C3=CC=CC=C3C3=C2C2=C(C4=C3C(=O)N(C)C4=O)C3=CC=CC=C3N2)O[C@@H]1CO
InChI: InChI=1S/C28H25N3O7/c1-30-26(35)19-17-12-7-3-5-9-14(12)29-21(17)22-18(20(19)27(30)36)13-8-4-6-10-15(13)31(22)28-24(34)23(33)25(37-2)16(11-32)38-28/h3-10,16,23-25,28-29,32-34H,11H2,1-2H3/t16-,23-,24-,25-,28-/m1/s1
InChIKey: DCJDTHHXEQWNBO-KWHOMZPESA-N
Reference
Cytotoxic Indolocarbazoles from<i>Actinomadura melliaura</i>ATCC 39691
PubChem CID: 10481621
LOTUS: LTS0034432
NPASS: NPC472207
{NPAtlas: NPA000927
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Actinomadura melliaura | Actinomadura | Thermomonosporaceae | Streptosporangiales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 515.5220000000003
TPSA？: 137.25
MolLogP？: 2.2813000000000003
Number of H-Donors: 4
Number of H-Acceptors: 8
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus cereus | Bacillus cereus | MIC | 1550.0 | nM | 10.1021/jm9702084 |
| Bacillus cereus | Bacillus cereus | MIC | 1550.0 | nM | 10.1021/jm970843+ |
| Bacillus cereus | Bacillus cereus | MIC | 1550.0 | nM | 10.1021/jm980702n |
| Escherichia coli | Escherichia coli | GI | nan | None | 10.1021/acs.jnatprod.5b00429 |
| Homo sapiens | A549 | Activity | 96.6 | % | 10.1021/acs.jnatprod.5b00429 |
| Homo sapiens | CEM-SS | CC50 | 7900.0 | nM | 10.1021/jm980702n |
| Homo sapiens | CEM-SS | CC50 | 7960.0 | nM | 10.1021/jm970843+ |
| Homo sapiens | CEM-SS | IC50 | 4000.0 | nM | 10.1021/jm980702n |
| Homo sapiens | CEM-SS | IC50 | 4170.0 | nM | 10.1021/jm970843+ |
| Homo sapiens | CEM-SS | Selectivity index | 2.0 | None | 10.1021/jm980702n |
| Homo sapiens | DNA topoisomerase I | MIC | 580.0 | nM | 10.1021/jm980702n |
| Homo sapiens | DNA topoisomerase I | MIC | 600.0 | nM | 10.1021/jm9702084 |
| Homo sapiens | DNA topoisomerase I | MIC | 600.0 | nM | 10.1021/jm970843+ |
| Homo sapiens | PC-3 | Activity | 98.3 | % | 10.1021/acs.jnatprod.5b00429 |
| Homo sapiens | Protein kinase C alpha | IC50 | 100000.0 | nM | 10.1021/jm9702084 |
| Homo sapiens | Protein kinase C (PKC) | IC50 | 100000.0 | nM | 10.1021/jm970843+ |
| Micrococcus luteus | Micrococcus luteus | MIC | 15000.0 | nM | 10.1021/acs.jnatprod.5b00429 |
| Mus musculus | B16 | IC50 | 1060.0 | nM | 10.1021/jm9702084 |
| Mus musculus | P388 | IC50 | 670.0 | nM | 10.1021/jm980702n |
| Mus musculus | P388 | IC50 | 700.0 | nM | 10.1021/jm9702084 |
| Mus musculus | P388 | IC50 | 1060.0 | nM | 10.1021/jm970843+ |
| Mus musculus | P388CPT5 | IC50 | 700.0 | nM | 10.1021/jm970843+ |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 7500.0 | nM | 10.1021/acs.jnatprod.5b00429 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | MIC | 7500.0 | nM | 10.1021/acs.jnatprod.5b00429 |
| Salmonella enterica | Salmonella enterica | GI | nan | None | 10.1021/acs.jnatprod.5b00429 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 7500.0 | nM | 10.1021/acs.jnatprod.5b00429 |
| None | NON-PROTEIN TARGET | Activity | 61.0 | % | 10.1021/acs.jnatprod.5b00429 |
| None | Unchecked | Selectivity index | 1.9 | None | 10.1021/jm970843+ |