ACNQ
AlkaPlorer ID: AK120831
Synonym: None
IUPAC Name: 2-amino-3-chloronaphthalene-1,4-dione
Structure
SMILES: NC1=C(Cl)C(=O)C2=CC=CC=C2C1=O
InChI: InChI=1S/C10H6ClNO2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H,12H2
InChIKey: OBLNWSCLAYSJJR-UHFFFAOYSA-N
Reference
An elusive electron shuttle from a facultative anaerobe
PubChem CID: 17748
CAS: 2797-51-5
LOTUS: LTS0090387
COCONUT: CNP0459653
{NPAtlas: NPA029018
Source
Properties Information
Molecule Weight: 207.616
TPSA？: 60.16
MolLogP？: 1.4747
Number of H-Donors: 1
Number of H-Acceptors: 3
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Enterococcus faecalis | Enterococcus faecalis | IZ | 0.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Escherichia coli | Escherichia coli | IZ | 10.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Escherichia coli | Escherichia coli | MBC99.9 | 128.0 | ug ml-1 | 10.1016/j.ejmech.2018.06.050 |
| Escherichia coli | Escherichia coli | MIC | 128.0 | ug.mL-1 | 10.1016/j.ejmech.2018.06.050 |
| Escherichia coli | Escherichia coli | Ratio | 1.0 | None | 10.1016/j.ejmech.2018.06.050 |
| Homo sapiens | 786-0 | GI50 | 7396.05 | nM | None |
| Homo sapiens | A498 | GI50 | 19860.95 | nM | None |
| Homo sapiens | A549 | GI50 | 2930.89 | nM | None |
| Homo sapiens | ACHN | GI50 | 9268.3 | nM | None |
| Homo sapiens | BT-549 | GI50 | 2466.04 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 17338.04 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 5152.29 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 11297.96 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 8749.84 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 3890.45 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 5821.03 | nM | None |
| Homo sapiens | DU-145 | GI50 | 1874.99 | nM | None |
| Homo sapiens | EKVX | GI50 | 14723.13 | nM | None |
| Homo sapiens | Flap endonuclease 1 | Potency | 79432.8 | nM | None |
| Homo sapiens | Geminin | Potency | 5804.8 | nM | None |
| Homo sapiens | Geminin | Potency | 16360.1 | nM | None |
| Homo sapiens | Glucagon-like peptide 1 receptor | Potency | 28183.8 | nM | None |
| Homo sapiens | Glycoprotein hormones alpha chain | Potency | 1584.9 | nM | None |
| Homo sapiens | Guanine nucleotide-binding protein G(s), subunit alpha | Potency | 1995.3 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 10616.96 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 3767.04 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 3459.39 | nM | None |
| Homo sapiens | HepG2 | Potency | 5623.4 | nM | None |
| Homo sapiens | HL-60 | GI50 | 3548.13 | nM | None |
| Homo sapiens | HOP-18 | GI50 | 9660.51 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 11402.5 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 14554.59 | nM | None |
| Homo sapiens | HT-29 | GI50 | 4988.84 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 9817.48 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 16360.1 | nM | None |
| Homo sapiens | K562 | GI50 | 8109.61 | nM | None |
| Homo sapiens | KM12 | GI50 | 8053.78 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 9120.11 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 2275.1 | nM | None |
| Homo sapiens | LXFL 529 | GI50 | 12647.36 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4A | Potency | 89125.1 | nM | None |
| Homo sapiens | M14 | GI50 | 893.31 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 517.61 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 1383.57 | nM | None |
| Homo sapiens | MCF7 | GI50 | 2055.89 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 799.83 | nM | None |
| Homo sapiens | MDA-N | GI50 | 1625.55 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 5701.64 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 1995.3 | nM | None |
| Homo sapiens | MRC5 | IC50 | 41670.0 | nM | 10.6019/CHEMBL2094269 |
| Homo sapiens | NCI-H226 | GI50 | 7345.14 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 1774.19 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 7834.3 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 3427.68 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 5223.96 | nM | None |
| Homo sapiens | Nuclear factor erythroid 2-related factor 2 | Potency | 16360.1 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 2454.71 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 7079.46 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 10256.52 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 8336.81 | nM | None |
| Homo sapiens | PC-3 | GI50 | 1790.61 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 18365.38 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 7673.61 | nM | None |
| Homo sapiens | RXF 631 | GI50 | 4045.76 | nM | None |
| Homo sapiens | SF-268 | GI50 | 11194.38 | nM | None |
| Homo sapiens | SF-295 | GI50 | 6870.68 | nM | None |
| Homo sapiens | SF-539 | GI50 | 8241.38 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 7079.46 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 4666.59 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 833.68 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 2517.68 | nM | None |
| Homo sapiens | SN12C | GI50 | 5035.01 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 9462.37 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 11271.97 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 25409.73 | nM | None |
| Homo sapiens | SR | GI50 | 4315.19 | nM | None |
| Homo sapiens | SW-620 | GI50 | 5420.01 | nM | None |
| Homo sapiens | T47D | GI50 | 2870.78 | nM | None |
| Homo sapiens | TK-10 | GI50 | 22233.1 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 4610.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 5173.5 | nM | None |
| Homo sapiens | U-251 | GI50 | 4335.11 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 2570.4 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 1081.43 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 25118.9 | nM | None |
| Homo sapiens | UO-31 | GI50 | 13677.29 | nM | None |
| Homo sapiens | XF498 | GI50 | 11168.63 | nM | None |
| Human immunodeficiency virus 1 | Aberrant vpr protein | Potency | 25118.9 | nM | None |
| Klebsiella pneumoniae | Klebsiella pneumoniae | IZ | 0.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Mus musculus | Mus musculus | LD50 | 800.0 | mg.kg-1 | 10.1021/jm00358a021 |
| Mus musculus | Mus musculus | Optimal dose | 112.0 | % | 10.1021/jm00358a021 |
| Proteus mirabilis | Proteus mirabilis | IZ | 0.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | IZ | 15.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MBC99.9 | 16.0 | ug ml-1 | 10.1016/j.ejmech.2018.06.050 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 16.0 | ug.mL-1 | 10.1016/j.ejmech.2018.06.050 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | Ratio | 1.0 | None | 10.1016/j.ejmech.2018.06.050 |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 12589.3 | nM | None |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 0.0 | mg | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 0.07 | mg | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 0.23 | nM | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 1.1 | uL | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 1.3 | uL | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 2.0 | nM | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 2.1 | uL | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 2.6 | uL | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 3.5 | nM | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 3.67 | mg | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 4.2 | uL | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 4.76 | mg | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 5.22 | mg | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 7.51 | nM | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | Activity | 10.43 | nM | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | IC50 | 831.76 | nM | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | IC50 | 1513.56 | nM | 10.1271/bbb.58.1210 |
| Scenedesmus acutus | Scenedesmus acutus | IC50 | 81283.05 | nM | 10.1271/bbb.58.1210 |
| Staphylococcus aureus | Staphylococcus aureus | IZ | 12.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus aureus | Staphylococcus aureus | IZ | 20.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus aureus | Staphylococcus aureus | MBC99.9 | 64.0 | ug ml-1 | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 64.0 | ug.mL-1 | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus aureus | Staphylococcus aureus | Ratio | 1.0 | None | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus epidermidis | Staphylococcus epidermidis | Activity | nan | None | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus epidermidis | Staphylococcus epidermidis | IZ | 21.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus simulans | Staphylococcus simulans | IZ | 14.0 | mm | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus simulans | Staphylococcus simulans | MBC99.9 | 128.0 | ug ml-1 | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus simulans | Staphylococcus simulans | MIC | 128.0 | ug.mL-1 | 10.1016/j.ejmech.2018.06.050 |
| Staphylococcus simulans | Staphylococcus simulans | Ratio | 1.0 | None | 10.1016/j.ejmech.2018.06.050 |
| Trypanosoma brucei brucei | Trypanosoma brucei brucei | IC50 | 2440.0 | nM | 10.6019/CHEMBL2094269 |
| None | ADMET | Log K | 0.259 | None | 10.1021/jm9405147 |
| None | Erythrocyte | Activity | 10.08 | % | 10.1016/j.ejmech.2018.06.050 |
| None | No relevant target | LogP | 2.08 | None | 10.1021/jm00358a021 |
| None | No relevant target | LogP | 2.08 | None | 10.1021/jm9405147 |
| None | No relevant target | LogP | 2.12 | None | 10.1021/jm9405147 |
| None | No relevant target | Solubility | 37.7 | ug.mL-1 | 10.1021/jm00358a021 |
| None | Unchecked | Activity | nan | None | 10.1021/acs.jmedchem.0c00942 |
| None | Unchecked | ED25 | 0.123 | mM kg-1 | 10.1021/jm00358a021 |
| None | Unchecked | ED25 | 25.5 | mg kg-1 | 10.1021/jm00358a021 |
| None | Unchecked | Potency | 7079.5 | nM | None |
| None | Unchecked | Potency | 8912.5 | nM | None |
| None | Unchecked | Potency | 10000.0 | nM | None |
| None | Unchecked | Potency | 15848.9 | nM | None |
| None | Unchecked | Potency | 20596.2 | nM | None |
| None | Unchecked | Potency | 28183.8 | nM | None |
| None | Unchecked | Potency | 29092.9 | nM | None |
| None | Unchecked | Potency | 39810.7 | nM | None |