Nitidine, chloride
AlkaPlorer ID: AK005499
Synonym: None
IUPAC Name: 2,3-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium;chloride
Structure
SMILES: C[N+]1=CC2=CC(=C(C=C2C3=C1C4=CC5=C(C=C4C=C3)OCO5)OC)OC.[Cl-]
InChI: InChI=1S/C21H18NO4.ClH/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1
InChIKey: QLDAACVSUMUMOR-UHFFFAOYSA-M
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Zanthoxylum rubescens | Zanthoxylum | Rutaceae | Sapindales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 383.83100000000013
TPSA？: 40.8
MolLogP？: 0.7205999999999995
Number of H-Donors: 0
Number of H-Acceptors: 4
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Aspergillus niger | Aspergillus niger | Activity | 5000.0 | ug ml-1 | 10.1021/np040027m |
| Aspergillus niger | Aspergillus niger | IC50 | 3000.0 | ug.mL-1 | 10.1021/np040027m |
| Bos taurus | Calf thymus DNA | Activity | nan | None | 10.1016/j.ejmech.2011.02.065 |
| Candida albicans | Candida albicans | Activity | 20.0 | ug ml-1 | 10.1021/np040027m |
| Candida albicans | Candida albicans | Activity | 200.0 | ug ml-1 | 10.1021/np040027m |
| Cryptococcus neoformans | Cryptococcus neoformans | Activity | 80.0 | ug ml-1 | 10.1021/np040027m |
| Cryptococcus neoformans | Cryptococcus neoformans | Activity | 300.0 | ug ml-1 | 10.1021/np040027m |
| Homo sapiens | 786-0 | GI50 | 2488.86 | nM | None |
| Homo sapiens | A498 | GI50 | 1091.44 | nM | None |
| Homo sapiens | A549 | GI50 | 180.3 | nM | None |
| Homo sapiens | ACHN | GI50 | 71944.9 | nM | None |
| Homo sapiens | BT-549 | GI50 | 6501.3 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 2371.37 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 751.62 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 1659.59 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 14859.36 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 1238.8 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 744.73 | nM | None |
| Homo sapiens | DNA ligase 1 | IC50 | 25.0 | ug.mL-1 | 10.1016/j.ejmech.2019.111657 |
| Homo sapiens | DNA topoisomerase I | Inhibition | nan | % | 10.1016/j.ejmech.2011.02.065 |
| Homo sapiens | DNA topoisomerase II alpha | Inhibition | nan | % | 10.1016/j.ejmech.2011.02.065 |
| Homo sapiens | DU-145 | GI50 | 2523.48 | nM | None |
| Homo sapiens | EKVX | GI50 | 1698.24 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 2070.14 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 5956.62 | nM | None |
| Homo sapiens | HCT-116 | IC50 | 4420.0 | nM | 10.1016/j.bmcl.2015.05.031 |
| Homo sapiens | HCT-15 | GI50 | 100000.0 | nM | None |
| Homo sapiens | HeLa | IC50 | 0.05 | ug.mL-1 | 10.1021/np990005d |
| Homo sapiens | HepG2 | IC50 | 3520.0 | nM | 10.1016/j.bmcl.2015.05.031 |
| Homo sapiens | HL-60 | GI50 | 4246.2 | nM | None |
| Homo sapiens | HL-60 | IC50 | 3410.0 | nM | 10.1016/j.bmcl.2015.05.031 |
| Homo sapiens | HOP-18 | GI50 | 19498.45 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 2177.71 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 2065.38 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 2904.02 | nM | None |
| Homo sapiens | HT-29 | GI50 | 1563.15 | nM | None |
| Homo sapiens | HT-29 | IC50 | 2750.0 | nM | 10.1016/j.ejmech.2011.02.065 |
| Homo sapiens | IGROV-1 | GI50 | 1030.39 | nM | None |
| Homo sapiens | K562 | GI50 | 4508.17 | nM | None |
| Homo sapiens | KB | ED50 | 4.3 | ug ml-1 | 10.1021/np50022a010 |
| Homo sapiens | KM12 | GI50 | 2070.14 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 608.14 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 3971.92 | nM | None |
| Homo sapiens | LXFL 529 | GI50 | 1399.59 | nM | None |
| Homo sapiens | M14 | GI50 | 17060.82 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 1270.57 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 14521.12 | nM | None |
| Homo sapiens | MCF7 | GI50 | 1135.01 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 2624.22 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 100000.0 | nM | None |
| Homo sapiens | MDA-N | GI50 | 63973.48 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 411.15 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 26977.39 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 3605.79 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 1071.52 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 3515.6 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 1733.8 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 240.44 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 2238.72 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 3451.44 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 1241.65 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 1807.17 | nM | None |
| Homo sapiens | Panel NCI-60 (60 carcinoma cell lines) | GI50 | 125.0 | nM | 10.1021/jm049838d |
| Homo sapiens | PC-3 | GI50 | 2333.46 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 2060.63 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 12387.97 | nM | None |
| Homo sapiens | RXF 631 | GI50 | 19769.7 | nM | None |
| Homo sapiens | SF-268 | GI50 | 126.18 | nM | None |
| Homo sapiens | SF-295 | GI50 | 5929.25 | nM | None |
| Homo sapiens | SF-539 | GI50 | 1778.28 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 2679.17 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 9375.62 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 5272.3 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 877.0 | nM | None |
| Homo sapiens | SN12C | GI50 | 446.68 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 698.23 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 219.79 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 3372.87 | nM | None |
| Homo sapiens | SR | GI50 | 839.46 | nM | None |
| Homo sapiens | SW-620 | GI50 | 1135.01 | nM | None |
| Homo sapiens | TK-10 | GI50 | 29308.93 | nM | None |
| Homo sapiens | U-251 | GI50 | 370.68 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 26121.61 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 1247.38 | nM | None |
| Homo sapiens | UO-31 | GI50 | 61376.2 | nM | None |
| Homo sapiens | XF498 | GI50 | 2660.73 | nM | None |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 14000.0 | nM | 10.1021/np0003995 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 reverse transcriptase | IC50 | 49.0 | ug.mL-1 | 10.1021/np50073a012 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 reverse transcriptase | IC50 | 50.0 | ug.mL-1 | 10.1021/np50073a012 |
| Micrococcus luteus | Micrococcus luteus | Activity | 5000.0 | ug ml-1 | 10.1021/np040027m |
| Micrococcus luteus | Micrococcus luteus | IC50 | 200.0 | ug.mL-1 | 10.1021/np040027m |
| Mus musculus | B16 | Activity | nan | None | 10.1021/np50054a014 |
| Mus musculus | B16 | T/C | 141.0 | % | 10.1021/jm00370a021 |
| Mus musculus | L1210 | T/C | 136.0 | % | 10.1021/jm00370a021 |
| Mus musculus | L1210 | T/C | 136.0 | None | 10.1021/jm00146a010 |
| Mus musculus | M5076 | T/C | 137.0 | None | 10.1021/jm00146a010 |
| Mus musculus | Mus musculus | MSD | 4.3 | day | 10.1021/np990005d |
| Mus musculus | Mus musculus | MSD | 9.5 | day | 10.1021/np990005d |
| Mus musculus | Mus musculus | MSD | 10.0 | day | 10.1021/np990005d |
| Mus musculus | P388 | T/C | 46.0 | % | 10.1021/np990005d |
| Mus musculus | P388 | T/C | 102.0 | % | 10.1021/np990005d |
| Mus musculus | P388 | T/C | 108.0 | % | 10.1021/np990005d |
| Mus musculus | P388 | T/C | 129.0 | % | 10.1021/jm00353a020 |
| Mus musculus | P388 | T/C | 209.0 | % | 10.1021/jm00370a021 |
| Mus musculus | P388 | T/C | 240.0 | % | 10.1021/np50054a014 |
| Mycobacterium avium | Mycobacterium avium | Activity | 5000.0 | ug ml-1 | 10.1021/np040027m |
| Mycobacterium avium | Mycobacterium avium | IC50 | 3000.0 | ug.mL-1 | 10.1021/np040027m |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | Activity | 5000.0 | ug ml-1 | 10.1021/np040027m |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | IC50 | 1000.0 | ug.mL-1 | 10.1021/np040027m |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 400.0 | nM | 10.1016/j.bmcl.2005.02.074 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | Activity | 3000.0 | ug ml-1 | 10.1021/np040027m |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | IC50 | 300.0 | ug.mL-1 | 10.1021/np040027m |
| Staphylococcus aureus | Staphylococcus aureus | Activity | 5000.0 | ug ml-1 | 10.1021/np040027m |
| Staphylococcus aureus | Staphylococcus aureus | IC50 | 300.0 | ug.mL-1 | 10.1021/np040027m |
| None | ADMET | TI | 3.0 | None | 10.1021/np0003995 |
| None | Unchecked | Activity | 1.0 | % | 10.1021/np50040a016 |
| None | Unchecked | Activity | 2.0 | % | 10.1021/np50040a016 |
| None | Unchecked | Activity | 5.0 | % | 10.1021/np50040a016 |
| None | Unchecked | Activity | 11.0 | % | 10.1021/np50040a016 |
| None | Unchecked | Activity | 85.0 | % | 10.1021/np50040a016 |
| None | Unchecked | Activity | 88.0 | % | 10.1021/np50040a016 |
| None | Unchecked | Activity | 102.0 | % | 10.1021/np50040a016 |
| None | Unchecked | Activity | 116.0 | % | 10.1021/np50040a016 |
| None | Unchecked | Activity | nan | None | 10.1021/acs.jnatprod.0c00564 |
| None | Unchecked | Activity | nan | None | 10.1021/np990442s |
| None | Unchecked | Activity | nan | None | None |
| None | Unchecked | IC50 | 400.0 | nM | 10.1021/acs.jnatprod.0c00564 |
| None | Unchecked | Inhibition | 50.0 | % | None |
| None | Unchecked | Inhibition | nan | % | 10.1021/acs.jnatprod.0c00564 |