ambiguine B isonitrile
| Internal ID | eaf07fe4-dbd8-4d1c-97c5-4ccfb14119e3 |
| Taxonomy | Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles |
| IUPAC Name | (2R,3S,4R,5R,7R)-5-chloro-4-ethenyl-3-isocyano-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),9(16),10,12-tetraen-2-ol |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C26H31ClN2O/c1-9-23(3,4)21-20-19-15(12-11-13-16(19)29-21)24(5,6)17-14-18(27)25(7,10-2)22(28-8)26(17,20)30/h9-13,17-18,22,29-30H,1-2,14H2,3-7H3/t17-,18-,22+,25+,26-/m1/s1 |
| InChI Key | XNSXDDHLEKKURV-PJYKFWTKSA-N |
| Popularity | 9 references in papers |
| Molecular Formula | C26H31ClN2O |
| Molecular Weight | 423.00 g/mol |
| Exact Mass | 422.2124913 g/mol |
| Topological Polar Surface Area (TPSA) | 40.40 Ų |
| XlogP | 6.10 |
| Atomic LogP (AlogP) | 6.22 |
| H-Bond Acceptor | 1 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 3 |
| ambiguine B |
| MLS005974904 |
| CHEMBL552445 |
| DTXSID901319342 |
| SMR004647649 |
| (6aR,8R,9R,10S,10aR)-8-Chloro-9-ethenyl-10-isocyano-6,6,9-trimethyl-1-(2-methylbut-3-en-2-yl)-6,6a,7,8,9,10-hexahydronaphtho[1,2,3-cd]indol-10a(2H)-ol |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9801 | 98.01% |
| Caco-2 | - | 0.6105 | 61.05% |
| Blood Brain Barrier | + | 0.7250 | 72.50% |
| Human oral bioavailability | - | 0.5143 | 51.43% |
| Subcellular localzation | Mitochondria | 0.4535 | 45.35% |
| OATP2B1 inhibitior | - | 0.8588 | 85.88% |
| OATP1B1 inhibitior | + | 0.8751 | 87.51% |
| OATP1B3 inhibitior | + | 0.9355 | 93.55% |
| MATE1 inhibitior | - | 0.9200 | 92.00% |
| OCT2 inhibitior | - | 0.8000 | 80.00% |
| BSEP inhibitior | + | 0.7350 | 73.50% |
| P-glycoprotein inhibitior | - | 0.6012 | 60.12% |
| P-glycoprotein substrate | + | 0.5531 | 55.31% |
| CYP3A4 substrate | + | 0.6959 | 69.59% |
| CYP2C9 substrate | - | 0.5926 | 59.26% |
| CYP2D6 substrate | - | 0.8140 | 81.40% |
| CYP3A4 inhibition | + | 0.5548 | 55.48% |
| CYP2C9 inhibition | + | 0.5625 | 56.25% |
| CYP2C19 inhibition | + | 0.7192 | 71.92% |
| CYP2D6 inhibition | - | 0.7136 | 71.36% |
| CYP1A2 inhibition | + | 0.5185 | 51.85% |
| CYP2C8 inhibition | + | 0.7128 | 71.28% |
| CYP inhibitory promiscuity | + | 0.9256 | 92.56% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.7938 | 79.38% |
| Carcinogenicity (trinary) | Non-required | 0.4828 | 48.28% |
| Eye corrosion | - | 0.9871 | 98.71% |
| Eye irritation | - | 0.9198 | 91.98% |
| Skin irritation | - | 0.7757 | 77.57% |
| Skin corrosion | - | 0.9168 | 91.68% |
| Ames mutagenesis | + | 0.6700 | 67.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7340 | 73.40% |
| Micronuclear | + | 0.7400 | 74.00% |
| Hepatotoxicity | + | 0.5500 | 55.00% |
| skin sensitisation | - | 0.7906 | 79.06% |
| Respiratory toxicity | + | 0.6778 | 67.78% |
| Reproductive toxicity | + | 0.6444 | 64.44% |
| Mitochondrial toxicity | + | 0.6250 | 62.50% |
| Nephrotoxicity | - | 0.6002 | 60.02% |
| Acute Oral Toxicity (c) | III | 0.5163 | 51.63% |
| Estrogen receptor binding | + | 0.7553 | 75.53% |
| Androgen receptor binding | + | 0.7031 | 70.31% |
| Thyroid receptor binding | + | 0.8091 | 80.91% |
| Glucocorticoid receptor binding | + | 0.5842 | 58.42% |
| Aromatase binding | + | 0.6628 | 66.28% |
| PPAR gamma | + | 0.7070 | 70.70% |
| Honey bee toxicity | - | 0.7228 | 72.28% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | + | 0.7200 | 72.00% |
| Fish aquatic toxicity | + | 0.9861 | 98.61% |
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 |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.83% | 91.11% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 94.95% | 95.56% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 94.65% | 94.45% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 93.90% | 96.09% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 93.26% | 97.25% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 91.18% | 94.62% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 90.44% | 97.79% |
| CHEMBL284 | P27487 | Dipeptidyl peptidase IV | 90.36% | 95.69% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 85.74% | 97.09% |
| CHEMBL1821 | P08173 | Muscarinic acetylcholine receptor M4 | 85.28% | 94.08% |
| CHEMBL3310 | Q96DB2 | Histone deacetylase 11 | 84.89% | 88.56% |
| CHEMBL1841 | P06241 | Tyrosine-protein kinase FYN | 84.57% | 81.29% |
| CHEMBL2335 | P42785 | Lysosomal Pro-X carboxypeptidase | 82.75% | 100.00% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 82.02% | 97.14% |
| CHEMBL2581 | P07339 | Cathepsin D | 81.71% | 98.95% |
| CHEMBL5028 | O14672 | ADAM10 | 81.53% | 97.50% |
| CHEMBL2095226 | P05556 | Integrin alpha-5/beta-1 | 81.32% | 96.39% |
| CHEMBL213 | P08588 | Beta-1 adrenergic receptor | 81.19% | 95.56% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 81.19% | 95.89% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 80.86% | 100.00% |
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.
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| There are no matching plants. |
| PubChem | 21610113 |
| LOTUS | LTS0096953 |
| wikiData | Q100146245 |