AT 181
AlkaPlorer ID: AK006212
Synonym: '', 'B 656501 K003', 'ICI 180 base', 'MLS000736760', 'Ellipticine, 9-methoxy-', '9-Methoxyellipticine', 'B 656501K003', 'ELLIPTICINE, 9-METHOXY', '6H-Pyrido4,3-bcarbazole, 9-methoxy-5,11-dimethyl-', 'Methoxyelliptione', 'MLSMR', 'Methoxyellipticine', 'SMR000528314'
IUPAC Name: 9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole
Structure
SMILES: COC1=CC=C2NC3=C(C)C4=CC=NC=C4C(C)=C3C2=C1
InChI: InChI=1S/C18H16N2O/c1-10-15-9-19-7-6-13(15)11(2)18-17(10)14-8-12(21-3)4-5-16(14)20-18/h4-9,20H,1-3H3
InChIKey: BKRMCDAOAQWNTG-UHFFFAOYSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 276.339
TPSA？: 37.91
MolLogP？: 4.494740000000003
Number of H-Donors: 1
Number of H-Acceptors: 2
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | 4'-phosphopantetheinyl transferase ffp | Potency | 15848.9 | nM | None |
| Bos taurus | Calf thymus DNA | K app | 1.1e-05 | M-1 | 10.1021/jm00383a011 |
| Bos taurus | Calf thymus DNA | rf50 | 0.64 | None | 10.1021/jm00383a011 |
| Candida albicans (strain WO-1) (Yeast) | ATP-dependent molecular chaperone HSP82 | EC50 | 1439.0 | nM | None |
| Escherichia coli | Escherichia coli | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmc.2011.07.020 |
| Homo sapiens | 78 kDa glucose-regulated protein | Potency | 7943.3 | nM | None |
| Homo sapiens | A498 | GI50 | 503.5 | nM | None |
| Homo sapiens | A549 | GI50 | 263.63 | nM | None |
| Homo sapiens | Ataxin-2 | Potency | 11220.2 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 9196.2 | nM | None |
| Homo sapiens | ATP-dependent DNA helicase Q1 | Potency | 7943.3 | nM | None |
| Homo sapiens | ATP-dependent DNA helicase Q1 | Potency | 22387.2 | nM | None |
| Homo sapiens | BJ | EC50 | 3648.0 | nM | None |
| Homo sapiens | BJ | EC50 | 4945.0 | nM | None |
| Homo sapiens | BJ | EC50 | 9284.0 | nM | None |
| Homo sapiens | Bromodomain adjacent to zinc finger domain protein 2B | Potency | 15848.9 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 601.17 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 98.17 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 190.11 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 123.31 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 445.66 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 218.27 | nM | None |
| Homo sapiens | DNA-(apurinic or apyrimidinic site) lyase | Potency | 7943.3 | nM | None |
| Homo sapiens | DNA dC->dU-editing enzyme APOBEC-3F | Potency | 5623.4 | nM | None |
| Homo sapiens | DNA polymerase beta | Potency | 1258.9 | nM | None |
| Homo sapiens | DNA polymerase eta | Potency | 50118.7 | nM | None |
| Homo sapiens | DNA polymerase iota | Potency | 3548.1 | nM | None |
| Homo sapiens | DNA polymerase iota | Potency | 7519.3 | nM | None |
| Homo sapiens | DNA polymerase kappa | Potency | 50118.7 | nM | None |
| Homo sapiens | DNA repair protein RAD52 homolog | AC50 | 11120.0 | nM | None |
| Homo sapiens | EKVX | GI50 | 1006.93 | nM | None |
| Homo sapiens | Flap endonuclease 1 | Potency | 2818.4 | nM | None |
| Homo sapiens | Geminin | Potency | 1458.1 | nM | None |
| Homo sapiens | Glucagon-like peptide 1 receptor | Potency | 25118.9 | nM | None |
| Homo sapiens | Glucocorticoid receptor | IC50 | 90000.0 | nM | 10.1021/np070655e |
| Homo sapiens | Glycoprotein hormones alpha chain | Potency | 31622.8 | nM | None |
| Homo sapiens | GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 | Potency | 7079.5 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 1923.09 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 42.46 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 220.29 | nM | None |
| Homo sapiens | HEK293 | EC50 | 59719.0 | nM | None |
| Homo sapiens | HepG2 | Potency | 11220.2 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 39810.7 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase MLL | Potency | 2818.4 | nM | None |
| Homo sapiens | HL-60 | GI50 | 532.11 | nM | None |
| Homo sapiens | Homo sapiens | TGI | 3200.0 | nM | 10.1021/jm00040a010 |
| Homo sapiens | Homo sapiens | TGI | 3600.0 | nM | 10.1021/jm00040a010 |
| Homo sapiens | Homo sapiens | TGI correlation coefficient | 0.5 | None | 10.1021/jm00040a010 |
| Homo sapiens | HOP-18 | GI50 | 1291.22 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 946.24 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 229.61 | nM | None |
| Homo sapiens | HT-29 | GI50 | 211.84 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 289.07 | nM | None |
| Homo sapiens | Importin subunit beta-1/Snurportin-1 | Potency | 22387.2 | nM | None |
| Homo sapiens | Induced myeloid leukemia cell differentiation protein Mcl-1 | IC50 | 54000.0 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 23109.3 | nM | None |
| Homo sapiens | K562 | GI50 | 196.34 | nM | None |
| Homo sapiens | KB | ED50 | 8.7 | ug ml-1 | 10.1021/np50022a010 |
| Homo sapiens | KM12 | GI50 | 151.71 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 169.43 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 251.19 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 8912.5 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 397.19 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 1438.8 | nM | None |
| Homo sapiens | MCF7 | GI50 | 358.92 | nM | None |
| Homo sapiens | Melanocortin receptor 4 | EC50 | 89313.0 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 70962.7 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 89062.7 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 125892.5 | nM | None |
| Homo sapiens | microRNA 21 | Potency | 2930.9 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 3548.1 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 7079.5 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 63.53 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 2310.9 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 2592.9 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 3548.1 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 29092.9 | nM | None |
| Homo sapiens | Muscleblind-like protein 1 | Potency | 19952.6 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 139.0 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 1132.4 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 339.63 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 198.15 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 29.24 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 680.77 | nM | None |
| Homo sapiens | Neuropeptide S receptor | Potency | 10000.0 | nM | None |
| Homo sapiens | Nuclear factor erythroid 2-related factor 2 | Potency | 2592.9 | nM | None |
| Homo sapiens | Nuclear factor erythroid 2-related factor 2 | Potency | 8199.5 | nM | None |
| Homo sapiens | Opioid receptors; mu & delta | EC50 | 64664.0 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 401.79 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 258.23 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 1419.06 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 111.43 | nM | None |
| Homo sapiens | Parathyroid hormone receptor | Potency | 39810.7 | nM | None |
| Homo sapiens | Probable global transcription activator SNF2L2 | EC50 | 3381.0 | nM | None |
| Homo sapiens | Pyruvate kinase isozymes M1/M2 | Potency | 35481.3 | nM | None |
| Homo sapiens | quadruplex DNA | Kd | 8500.0 | nM | 10.1016/j.bmcl.2019.126942 |
| Homo sapiens | Rac GTPase-activating protein 1 | IC50 | 28760.0 | nM | None |
| Homo sapiens | Ras-related protein Rab-9A | Potency | 1412.5 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 289.07 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 100.46 | nM | None |
| Homo sapiens | SF-268 | GI50 | 428.55 | nM | None |
| Homo sapiens | SF-295 | GI50 | 521.19 | nM | None |
| Homo sapiens | SF-539 | GI50 | 409.26 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 1857.8 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 2089.3 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 1261.83 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 749.89 | nM | None |
| Homo sapiens | SN12C | GI50 | 177.01 | nM | None |
| Homo sapiens | SN12K1 | GI50 | 244.91 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 532.11 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 1166.81 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 2685.34 | nM | None |
| Homo sapiens | Stem cell growth factor receptor | IC50 | 300.0 | nM | 10.1021/jm050231m |
| Homo sapiens | Stem cell growth factor receptor | IC50 | 500.0 | nM | 10.1021/jm050231m |
| Homo sapiens | Stem cell growth factor receptor | IC50 | 600.0 | nM | 10.1021/jm050231m |
| Homo sapiens | Stem cell growth factor receptor | IC50 | 800.0 | nM | 10.1021/jm050231m |
| Homo sapiens | SW-620 | GI50 | 91.83 | nM | None |
| Homo sapiens | TAR DNA-binding protein 43 | Potency | 35481.3 | nM | None |
| Homo sapiens | Transcriptional regulator ERG | Potency | 12589.3 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 259.3 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 920.0 | nM | None |
| Homo sapiens | U-251 | GI50 | 512.86 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 1845.02 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 731.14 | nM | None |
| Homo sapiens | UO-31 | GI50 | 1422.33 | nM | None |
| Homo sapiens | Werner syndrome ATP-dependent helicase | Potency | 22387.2 | nM | None |
| Homo sapiens | X-box-binding protein 1 | IC50 | 10000.0 | nM | None |
| Homo sapiens | XF498 | GI50 | 2697.74 | nM | None |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 reverse transcriptase | IC50 | 150.0 | ug.mL-1 | 10.1021/np50073a012 |
| Influenza A virus | Nonstructural protein 1 | Potency | 10000.0 | nM | None |
| Mus musculus | DNA damage-inducible transcript 3 protein | IC50 | 5280.0 | nM | None |
| Mus musculus | Heat shock factor protein 1 | EC50 | 260000.0 | nM | None |
| Mus musculus | L1210 | ID50 | 0.6 | uM | 10.1021/jm00135a010 |
| Mus musculus | L1210 | ID50 | 5.0 | uM | 10.1021/jm00185a012 |
| Mus musculus | L1210 | LD0 | 70.0 | mg kg-1 | 10.1021/jm00135a010 |
| Mus musculus | Mus musculus | ILS | 70.0 | % | 10.1021/jm00135a010 |
| Mus musculus | Mus musculus | NADH oxidized | 0.22 | nM min-1 | 10.1021/jm00135a010 |
| Mus musculus | Mus musculus | Oxygen consumed | 0.0 | nM min-1 | 10.1021/jm00135a010 |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 3162.3 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 4466.8 | nM | None |
| Mus musculus | P388 | GI50 | 238.78 | nM | None |
| Mus musculus | P388/ADR | GI50 | 438.53 | nM | None |
| Mus musculus | R1 | Activity | nan | None | 10.1021/np070655e |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 1150.0 | nM | 10.1016/j.bmcl.2014.04.070 |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 369.6 | nM | None |
| Rattus norvegicus | Dual specificity tyrosine-phosphorylation-regulated kinase 1A | AC50 | 2856.0 | nM | None |
| Rattus norvegicus | INS1 | AC50 | 1931.0 | nM | None |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1016/j.bmc.2011.07.020 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 256.0 | ug.mL-1 | 10.1016/j.bmc.2011.07.020 |
| Streptococcus | Streptococcus | EC50 | 8858.0 | nM | None |
| Streptococcus pyogenes serotype M1 | Streptokinase A | EC50 | 1867.0 | nM | None |
| Streptococcus pyogenes serotype M1 | Streptokinase A | EC50 | 150000.0 | nM | None |
| Streptococcus sp. 'group A' | Streptococcus sp. 'group A' | EC50 | 2524.0 | nM | None |
| None | NON-PROTEIN TARGET | CC50 | 31161.0 | nM | None |
| None | No relevant target | EC50 | 91271.0 | nM | None |
| None | Unchecked | Activity | 11.0 | % | 10.1016/j.bmc.2011.07.020 |
| None | Unchecked | CC50 | 838.0 | nM | None |
| None | Unchecked | CC50 | 930.0 | nM | None |
| None | Unchecked | CC50 | 2939.0 | nM | None |
| None | Unchecked | CC50 | 8785.0 | nM | None |
| None | Unchecked | EC50 | 698.0 | nM | None |
| None | Unchecked | EC50 | 1270.0 | nM | None |
| None | Unchecked | EC50 | 1450.0 | nM | None |
| None | Unchecked | EC50 | 2509.0 | nM | None |
| None | Unchecked | EC50 | 4357.0 | nM | None |
| None | Unchecked | IC50 | 370.0 | nM | None |
| None | Unchecked | IC50 | 590.0 | nM | None |
| None | Unchecked | IC50 | 890.0 | nM | None |
| None | Unchecked | IC50 | 1330.0 | nM | None |
| None | Unchecked | IC50 | 20490.0 | nM | None |
| None | Unchecked | IC50 | 20540.0 | nM | None |
| None | Unchecked | IC50 | 21470.0 | nM | None |
| None | Unchecked | IC50 | 31920.0 | nM | None |
| None | Unchecked | IC50 | 39177.0 | nM | None |
| None | Unchecked | IC50 | 60000.0 | nM | 10.1016/j.bmc.2011.07.020 |
| None | Unchecked | IC50 | 80620.0 | nM | None |
| None | Unchecked | Potency | 1778.3 | nM | None |
| None | Unchecked | Potency | 2238.7 | nM | None |
| None | Unchecked | Potency | 4109.5 | nM | None |
| None | Unchecked | Potency | 7079.5 | nM | None |
| None | Unchecked | Potency | 8912.5 | nM | None |
| None | Unchecked | Potency | 10000.0 | nM | None |
| None | Unchecked | Potency | 12589.3 | nM | None |
| None | Unchecked | Potency | 14581.0 | nM | None |
| None | Unchecked | Potency | 18356.4 | nM | None |
| None | Unchecked | Potency | 35481.3 | nM | None |
| None | Unchecked | Ratio | 0.9 | None | 10.1021/jm00040a010 |