Chlorobiocin
AlkaPlorer ID: AK292288
Synonym: Clorobiocin, Antibiotic RP 18631, Antibiotic 2562A, RP 18631
IUPAC Name: [6-[8-chloro-4-hydroxy-3-[[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]amino]-2-oxochromen-7-yl]oxy-5-hydroxy-3-methoxy-2,2-dimethyloxan-4-yl] 5-methyl-1H-pyrrole-2-carboxylate
Structure
SMILES: COC1C(OC(=O)C2=CC=C(C)N2)C(O)C(OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2Cl)OC1(C)C
InChI: InChI=1S/C35H37ClN2O11/c1-16(2)7-9-18-15-19(10-13-22(18)39)31(42)38-25-26(40)20-11-14-23(24(36)28(20)47-33(25)44)46-34-27(41)29(30(45-6)35(4,5)49-34)48-32(43)21-12-8-17(3)37-21/h7-8,10-15,27,29-30,34,37,39-41H,9H2,1-6H3,(H,38,42)
InChIKey: FJAQNRBDVKIIKK-UHFFFAOYSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
| Streptomyces hygroscopicus | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
| Streptomyces griseovariabilis | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 697.1370000000002
TPSA？: 189.78
MolLogP？: 5.370320000000004
Number of H-Donors: 5
Number of H-Acceptors: 11
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Acinetobacter baumannii | Acinetobacter baumannii | MIC | 10000.0 | nM | 10.6019/CHEMBL4296182 |
| Candida albicans | Candida albicans | MIC | 10000.0 | nM | 10.6019/CHEMBL4296182 |
| Cryptococcus neoformans | Cryptococcus neoformans | MIC | 10000.0 | nM | 10.6019/CHEMBL4296182 |
| Escherichia coli | Escherichia coli | MIC | 10000.0 | nM | 10.6019/CHEMBL4296182 |
| Homo sapiens | 786-0 | GI50 | 15848.93 | nM | None |
| Homo sapiens | A498 | GI50 | 17947.34 | nM | None |
| Homo sapiens | A549 | GI50 | 24322.04 | nM | None |
| Homo sapiens | ACHN | GI50 | 38282.47 | nM | None |
| Homo sapiens | Ataxin-2 | Potency | 39810.7 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 29081.0 | nM | None |
| Homo sapiens | ATP-dependent DNA helicase Q1 | Potency | 35481.3 | nM | None |
| Homo sapiens | Bromodomain adjacent to zinc finger domain protein 2B | Potency | 50118.7 | nM | None |
| Homo sapiens | BT-549 | GI50 | 16982.44 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 18706.82 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 18113.4 | nM | None |
| Homo sapiens | Chromobox protein homolog 1 | Potency | 44668.4 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 15922.09 | nM | None |
| Homo sapiens | DNA dC->dU-editing enzyme APOBEC-3F | Potency | 28183.8 | nM | None |
| Homo sapiens | DNA polymerase beta | Potency | 44668.4 | nM | None |
| Homo sapiens | DNA polymerase eta | Potency | 89125.1 | nM | None |
| Homo sapiens | DU-145 | GI50 | 31045.6 | nM | None |
| Homo sapiens | EKVX | GI50 | 18663.8 | nM | None |
| Homo sapiens | ELAV-like protein 1 | IC50 | 41900.0 | nM | None |
| Homo sapiens | Geminin | Potency | 29092.9 | nM | None |
| Homo sapiens | Glucagon-like peptide 1 receptor | Potency | 28183.8 | nM | None |
| Homo sapiens | Glutaminase kidney isoform, mitochondrial | Potency | 35481.3 | nM | None |
| Homo sapiens | Guanine nucleotide-binding protein G(s), subunit alpha | Potency | 31622.8 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 18071.74 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 16368.17 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 18535.32 | nM | None |
| Homo sapiens | HEK293 | CC50 | 9550.0 | nM | 10.6019/CHEMBL4296182 |
| Homo sapiens | HepG2 | Potency | 19952.6 | nM | None |
| Homo sapiens | Histone acetyltransferase GCN5 | Potency | 28183.8 | nM | None |
| Homo sapiens | HL-60 | GI50 | 26302.68 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 15452.54 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 16106.46 | nM | None |
| Homo sapiens | HT-29 | GI50 | 14962.36 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 15523.87 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 11582.1 | nM | None |
| Homo sapiens | K562 | GI50 | 29648.31 | nM | None |
| Homo sapiens | KM12 | GI50 | 12502.59 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 18113.4 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4A | Potency | 50118.7 | nM | None |
| Homo sapiens | M14 | GI50 | 16032.45 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 15488.17 | nM | None |
| Homo sapiens | MCF7 | GI50 | 18365.38 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 21086.28 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 30199.52 | nM | None |
| Homo sapiens | MDA-N | GI50 | 23014.42 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 17782.8 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 31622.8 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 16218.1 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 25118.9 | nM | None |
| Homo sapiens | MRC5 | EC50 | 50000.0 | nM | 10.1021/jm100456a |
| Homo sapiens | NCI-H226 | GI50 | 12473.84 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 20137.24 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 20276.83 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 21183.61 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 13243.42 | nM | None |
| Homo sapiens | Neuropeptide S receptor | Potency | 10000.0 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 18749.95 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 26607.25 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 15885.47 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 17947.34 | nM | None |
| Homo sapiens | Parathyroid hormone receptor | Potency | 11220.2 | nM | None |
| Homo sapiens | PC-3 | GI50 | 12852.87 | nM | None |
| Homo sapiens | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | Potency | 19952.6 | nM | None |
| Homo sapiens | Rap guanine nucleotide exchange factor 3 | Potency | 39810.7 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 8222.43 | nM | None |
| Homo sapiens | Runt-related transcription factor 1/Core-binding factor subunit beta | Potency | 15848.9 | nM | None |
| Homo sapiens | Runt-related transcription factor 1/Core-binding factor subunit beta | Potency | 100000.0 | nM | None |
| Homo sapiens | SF-268 | GI50 | 17298.16 | nM | None |
| Homo sapiens | SF-295 | GI50 | 17660.38 | nM | None |
| Homo sapiens | SF-539 | GI50 | 17988.71 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 13182.57 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 16330.52 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 19724.23 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 20417.38 | nM | None |
| Homo sapiens | SN12C | GI50 | 20701.41 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 15667.51 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 19142.56 | nM | None |
| Homo sapiens | Sphingomyelin phosphodiesterase | Potency | 562341.3 | nM | None |
| Homo sapiens | SR | GI50 | 22542.39 | nM | None |
| Homo sapiens | SW-620 | GI50 | 18492.69 | nM | None |
| Homo sapiens | T47D | GI50 | 15885.47 | nM | None |
| Homo sapiens | TK-10 | GI50 | 55335.01 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 29092.9 | nM | None |
| Homo sapiens | U-251 | GI50 | 12793.81 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 53951.06 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 15739.83 | nM | None |
| Human immunodeficiency virus 1 | Envelope glycoprotein gp160 | IC50 | 13000.0 | nM | None |
| Influenza A virus | Nonstructural protein 1 | Potency | 1000.0 | nM | None |
| Klebsiella pneumoniae | Klebsiella pneumoniae | MIC | 10000.0 | nM | 10.6019/CHEMBL4296182 |
| Photinus pyralis | Luciferin 4-monooxygenase | Potency | 26854.5 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 5858.4 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 10417.9 | nM | None |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 10000.0 | nM | 10.6019/CHEMBL4296182 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 78.1 | nM | 10.6019/CHEMBL4296182 |
| Staphylococcus aureus (strain N315) | Probable nicotinate-nucleotide adenylyltransferase | IC50 | 2100.0 | nM | None |
| Staphylococcus aureus (strain N315) | Probable nicotinate-nucleotide adenylyltransferase | IC50 | 7010.0 | nM | None |
| Trypanosoma brucei | Trypanosoma brucei | EC50 | 4400.0 | nM | 10.1021/jm100456a |
| Trypanosoma brucei | UDP-galactose 4-epimerase | IC50 | 5000.0 | nM | 10.1021/jm100456a |
| None | Unchecked | EC50 | 50000.0 | nM | None |
| None | Unchecked | IC50 | 11760.0 | nM | None |
| None | Unchecked | IC50 | 16460.0 | nM | None |
| None | Unchecked | IC50 | 19340.0 | nM | None |
| None | Unchecked | IC50 | 38350.0 | nM | None |
| None | Unchecked | Potency | 1584.9 | nM | None |
| None | Unchecked | Potency | 20596.2 | nM | None |
| None | Unchecked | Potency | 22387.2 | nM | None |
| None | Unchecked | Potency | 39810.7 | nM | None |