Simulanoquinoline
| Internal ID | ec852589-72f9-4691-b9fe-6b71204f3baa |
| Taxonomy | Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids |
| IUPAC Name | 2-[(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)methyl]-7-methoxy-2,6-dimethylpyrano[3,2-c]quinolin-5-one |
| SMILES (Canonical) | CC1(C=CC2=C(O1)C3=C(C(=CC=C3)OC)N(C2=O)C)CC4C5=C(C=CC(=C5OC)OC)C6=C(N4C)C7=CC8=C(C=C7C=C6)OCO8 |
| SMILES (Isomeric) | CC1(C=CC2=C(O1)C3=C(C(=CC=C3)OC)N(C2=O)C)CC4C5=C(C=CC(=C5OC)OC)C6=C(N4C)C7=CC8=C(C=C7C=C6)OCO8 |
| InChI | InChI=1S/C37H34N2O7/c1-37(15-14-24-34(46-37)23-8-7-9-27(41-4)33(23)39(3)36(24)40)18-26-31-21(12-13-28(42-5)35(31)43-6)22-11-10-20-16-29-30(45-19-44-29)17-25(20)32(22)38(26)2/h7-17,26H,18-19H2,1-6H3 |
| InChI Key | NUVWARFQHKLGOS-UHFFFAOYSA-N |
| Popularity | 1 reference in papers |
| Molecular Formula | C37H34N2O7 |
| Molecular Weight | 618.70 g/mol |
| Exact Mass | 618.23660143 g/mol |
| Topological Polar Surface Area (TPSA) | 78.90 Ų |
| XlogP | 6.20 |
| Atomic LogP (AlogP) | 6.86 |
| H-Bond Acceptor | 9 |
| H-Bond Donor | 0 |
| Rotatable Bonds | 5 |
| 155416-22-1 |
| CHEMBL504077 |
| CHEBI:172774 |
| DTXSID201099642 |
| 2-[(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)methyl]-7-methoxy-2,6-dimethylpyrano[3,2-c]quinolin-5-one |
| 5H-Pyrano[3,2-c]quinolin-5-one, 2-[(12,13-dihydro-1,2-dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)methyl]-2,6-dihydro-7-methoxy-2,6-dimethyl- |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9553 | 95.53% |
| Caco-2 | - | 0.6725 | 67.25% |
| Blood Brain Barrier | + | 0.6750 | 67.50% |
| Human oral bioavailability | - | 0.7000 | 70.00% |
| Subcellular localzation | Mitochondria | 0.3809 | 38.09% |
| OATP2B1 inhibitior | - | 0.8572 | 85.72% |
| OATP1B1 inhibitior | + | 0.8407 | 84.07% |
| OATP1B3 inhibitior | + | 0.9349 | 93.49% |
| MATE1 inhibitior | - | 0.8200 | 82.00% |
| OCT2 inhibitior | - | 0.9250 | 92.50% |
| BSEP inhibitior | + | 0.9917 | 99.17% |
| P-glycoprotein inhibitior | + | 0.9494 | 94.94% |
| P-glycoprotein substrate | + | 0.7571 | 75.71% |
| CYP3A4 substrate | + | 0.7435 | 74.35% |
| CYP2C9 substrate | - | 0.8035 | 80.35% |
| CYP2D6 substrate | - | 0.8020 | 80.20% |
| CYP3A4 inhibition | - | 0.6543 | 65.43% |
| CYP2C9 inhibition | - | 0.6837 | 68.37% |
| CYP2C19 inhibition | + | 0.5064 | 50.64% |
| CYP2D6 inhibition | - | 0.8886 | 88.86% |
| CYP1A2 inhibition | - | 0.5873 | 58.73% |
| CYP2C8 inhibition | + | 0.7282 | 72.82% |
| CYP inhibitory promiscuity | + | 0.8175 | 81.75% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.9500 | 95.00% |
| Carcinogenicity (trinary) | Non-required | 0.4901 | 49.01% |
| Eye corrosion | - | 0.9882 | 98.82% |
| Eye irritation | - | 0.9126 | 91.26% |
| Skin irritation | - | 0.8037 | 80.37% |
| Skin corrosion | - | 0.9412 | 94.12% |
| Ames mutagenesis | + | 0.6200 | 62.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.9463 | 94.63% |
| Micronuclear | + | 0.7300 | 73.00% |
| Hepatotoxicity | + | 0.5284 | 52.84% |
| skin sensitisation | - | 0.8720 | 87.20% |
| Respiratory toxicity | + | 0.6667 | 66.67% |
| Reproductive toxicity | + | 0.8556 | 85.56% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.9213 | 92.13% |
| Acute Oral Toxicity (c) | III | 0.6685 | 66.85% |
| Estrogen receptor binding | + | 0.8549 | 85.49% |
| Androgen receptor binding | + | 0.8015 | 80.15% |
| Thyroid receptor binding | + | 0.7544 | 75.44% |
| Glucocorticoid receptor binding | + | 0.8896 | 88.96% |
| Aromatase binding | + | 0.7147 | 71.47% |
| PPAR gamma | + | 0.7158 | 71.58% |
| Honey bee toxicity | - | 0.7281 | 72.81% |
| Biodegradation | - | 0.9500 | 95.00% |
| Crustacea aquatic toxicity | + | 0.5500 | 55.00% |
| Fish aquatic toxicity | + | 0.9177 | 91.77% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| No proven targets yet! | |||||
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 98.45% | 98.95% |
| CHEMBL4303 | P08238 | Heat shock protein HSP 90-beta | 98.07% | 96.77% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.26% | 96.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 97.13% | 86.33% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 96.55% | 95.56% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 96.27% | 89.00% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 96.07% | 92.62% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 95.33% | 94.00% |
| CHEMBL240 | Q12809 | HERG | 94.40% | 89.76% |
| CHEMBL4302 | P08183 | P-glycoprotein 1 | 93.38% | 92.98% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 93.31% | 94.75% |
| CHEMBL4835 | P00338 | L-lactate dehydrogenase A chain | 93.13% | 95.34% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 92.82% | 96.00% |
| CHEMBL2730 | P21980 | Protein-glutamine gamma-glutamyltransferase | 92.79% | 92.38% |
| CHEMBL1907 | P15144 | Aminopeptidase N | 92.31% | 93.31% |
| CHEMBL225 | P28335 | Serotonin 2c (5-HT2c) receptor | 91.77% | 89.62% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 91.11% | 95.89% |
| CHEMBL2535 | P11166 | Glucose transporter | 91.10% | 98.75% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 90.25% | 85.14% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 89.55% | 91.11% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 89.52% | 99.23% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 89.12% | 93.99% |
| CHEMBL6175 | Q9H3R0 | Lysine-specific demethylase 4C | 88.02% | 96.69% |
| CHEMBL2094127 | P06493 | Cyclin-dependent kinase 1/cyclin B | 87.13% | 96.00% |
| CHEMBL1741221 | Q9Y4P1 | Cysteine protease ATG4B | 86.59% | 87.50% |
| CHEMBL2378 | P30307 | Dual specificity phosphatase Cdc25C | 86.17% | 96.67% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 85.04% | 96.47% |
| CHEMBL5805 | Q9NR97 | Toll-like receptor 8 | 84.93% | 96.25% |
| CHEMBL5925 | P22413 | Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 | 84.92% | 92.38% |
| CHEMBL4145 | Q9UKV0 | Histone deacetylase 9 | 84.24% | 85.49% |
| CHEMBL2095226 | P05556 | Integrin alpha-5/beta-1 | 83.86% | 96.39% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 82.66% | 89.50% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 82.46% | 97.09% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 82.28% | 99.17% |
| CHEMBL4306 | P22460 | Voltage-gated potassium channel subunit Kv1.5 | 82.26% | 94.03% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 82.00% | 90.71% |
| CHEMBL5896 | O75164 | Lysine-specific demethylase 4A | 82.00% | 99.09% |
| CHEMBL1966 | Q02127 | Dihydroorotate dehydrogenase | 81.44% | 96.09% |
| CHEMBL4805 | Q99572 | P2X purinoceptor 7 | 81.32% | 97.50% |
| CHEMBL2335 | P42785 | Lysosomal Pro-X carboxypeptidase | 80.64% | 100.00% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 80.13% | 100.00% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 80.09% | 99.15% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
To see more specific details click the taxa you are interested in.
| Zanthoxylum simulans |
| PubChem | 5321314 |
| NPASS | NPC312994 |
| LOTUS | LTS0131536 |
| wikiData | Q104403040 |