(1R,15S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene
| Internal ID | 2979a7a5-127a-448e-80ed-8d32e5a4ed5e |
| Taxonomy | Alkaloids and derivatives > Ibogan-type alkaloids |
| IUPAC Name | (1R,15S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene |
| SMILES (Canonical) | CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=C(C=C5)OC |
| SMILES (Isomeric) | CCC1C[C@H]2C[C@@H]3C1N(C2)CCC4=C3NC5=C4C=C(C=C5)OC |
| InChI | InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13?,17-,20?/m0/s1 |
| InChI Key | HSIBGVUMFOSJPD-WBPAKMTCSA-N |
| Popularity | 31 references in papers |
| Molecular Formula | C20H26N2O |
| Molecular Weight | 310.40 g/mol |
| Exact Mass | 310.204513457 g/mol |
| Topological Polar Surface Area (TPSA) | 28.30 Ų |
| XlogP | 3.90 |
| Atomic LogP (AlogP) | 3.94 |
| H-Bond Acceptor | 2 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 2 |
| SCHEMBL14964144 |
![2D Structure of (1R,15S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene](https://plantaedb.com/storage/docs/compounds/2023/11/77a112c0-8562-11ee-b2ef-9733e37086be.jpg "2D Structure of (1R,15S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9961 | 99.61% |
| Caco-2 | + | 0.9061 | 90.61% |
| Blood Brain Barrier | + | 0.9038 | 90.38% |
| Human oral bioavailability | - | 0.6571 | 65.71% |
| Subcellular localzation | Mitochondria | 0.6131 | 61.31% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8861 | 88.61% |
| OATP1B3 inhibitior | + | 0.9406 | 94.06% |
| MATE1 inhibitior | - | 0.8600 | 86.00% |
| OCT2 inhibitior | + | 0.7000 | 70.00% |
| BSEP inhibitior | + | 0.8817 | 88.17% |
| P-glycoprotein inhibitior | - | 0.6182 | 61.82% |
| P-glycoprotein substrate | + | 0.7511 | 75.11% |
| CYP3A4 substrate | + | 0.6008 | 60.08% |
| CYP2C9 substrate | - | 0.8153 | 81.53% |
| CYP2D6 substrate | + | 0.6832 | 68.32% |
| CYP3A4 inhibition | + | 0.5000 | 50.00% |
| CYP2C9 inhibition | - | 0.8569 | 85.69% |
| CYP2C19 inhibition | - | 0.8795 | 87.95% |
| CYP2D6 inhibition | + | 0.9006 | 90.06% |
| CYP1A2 inhibition | + | 0.6874 | 68.74% |
| CYP2C8 inhibition | - | 0.6719 | 67.19% |
| CYP inhibitory promiscuity | + | 0.6572 | 65.72% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.9900 | 99.00% |
| Carcinogenicity (trinary) | Non-required | 0.7349 | 73.49% |
| Eye corrosion | - | 0.9907 | 99.07% |
| Eye irritation | - | 0.9800 | 98.00% |
| Skin irritation | - | 0.7349 | 73.49% |
| Skin corrosion | - | 0.9218 | 92.18% |
| Ames mutagenesis | - | 0.7000 | 70.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.9442 | 94.42% |
| Micronuclear | + | 0.5800 | 58.00% |
| Hepatotoxicity | + | 0.5250 | 52.50% |
| skin sensitisation | - | 0.8880 | 88.80% |
| Respiratory toxicity | + | 0.8556 | 85.56% |
| Reproductive toxicity | + | 0.8889 | 88.89% |
| Mitochondrial toxicity | + | 0.9125 | 91.25% |
| Nephrotoxicity | - | 0.9185 | 91.85% |
| Acute Oral Toxicity (c) | II | 0.7459 | 74.59% |
| Estrogen receptor binding | + | 0.6674 | 66.74% |
| Androgen receptor binding | + | 0.7100 | 71.00% |
| Thyroid receptor binding | - | 0.5000 | 50.00% |
| Glucocorticoid receptor binding | - | 0.4831 | 48.31% |
| Aromatase binding | + | 0.5569 | 55.69% |
| PPAR gamma | - | 0.6596 | 65.96% |
| Honey bee toxicity | - | 0.8633 | 86.33% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | + | 0.6100 | 61.00% |
| Fish aquatic toxicity | + | 0.7939 | 79.39% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL4105907 | Q5BJF2 | Sigma intracellular receptor 2 |
90.4 nM |
Ki |
via Super-PRED
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.78% | 96.09% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.62% | 91.11% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 96.44% | 97.09% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 95.76% | 94.45% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 95.26% | 92.94% |
| CHEMBL255 | P29275 | Adenosine A2b receptor | 94.37% | 98.59% |
| CHEMBL1907 | P15144 | Aminopeptidase N | 94.22% | 93.31% |
| CHEMBL3192 | Q9BY41 | Histone deacetylase 8 | 93.28% | 93.99% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 90.56% | 95.56% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 89.72% | 93.40% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 89.19% | 95.89% |
| CHEMBL2581 | P07339 | Cathepsin D | 89.07% | 98.95% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 88.47% | 90.00% |
| CHEMBL5747 | Q92793 | CREB-binding protein | 87.94% | 95.12% |
| CHEMBL205 | P00918 | Carbonic anhydrase II | 86.83% | 98.44% |
| CHEMBL2373 | P21730 | C5a anaphylatoxin chemotactic receptor | 85.05% | 92.62% |
| CHEMBL2535 | P11166 | Glucose transporter | 84.26% | 98.75% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 84.07% | 94.00% |
| CHEMBL240 | Q12809 | HERG | 83.80% | 89.76% |
| CHEMBL2146302 | O94925 | Glutaminase kidney isoform, mitochondrial | 82.65% | 100.00% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 80.76% | 91.71% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 89578867 |
| LOTUS | LTS0163154 |
| wikiData | Q104392591 |