Ambiguine D isonitrile
| Internal ID | 780215aa-e347-480d-998d-90ecaa5af3b2 |
| Taxonomy | Benzenoids > Tetralins |
| IUPAC Name | (1R,3R,4R,5R,6R,8S,18R,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.05,19.06,8.010,18.012,17]icosa-10,12,14,16-tetraene-18,19-diol |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C26H29ClN2O3/c1-8-23(6)16(27)12-15-21(2,3)13-10-9-11-14-17(13)24(30)20(29-14)22(4,5)18-19(32-18)25(23,28-7)26(15,24)31/h8-11,15-16,18-19,30-31H,1,12H2,2-6H3/t15-,16-,18-,19+,23+,24-,25+,26-/m1/s1 |
| InChI Key | BEUWKFSFCQGVEY-QJQSJIDVSA-N |
| Popularity | 6 references in papers |
| Molecular Formula | C26H29ClN2O3 |
| Molecular Weight | 453.00 g/mol |
| Exact Mass | 452.1866705 g/mol |
| Topological Polar Surface Area (TPSA) | 69.70 Ų |
| XlogP | 3.20 |
| Atomic LogP (AlogP) | 4.27 |
| H-Bond Acceptor | 4 |
| H-Bond Donor | 2 |
| Rotatable Bonds | 1 |
| (1R,3R,4R,5R,6R,8S,18R,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.05,19.06,8.010,18.012,17]icosa-10,12,14,16-tetraene-18,19-diol |
| (1R,3R,4R,5R,6R,8S,18R,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo(14.3.1.05,19.06,8.010,18.012,17)icosa-10,12,14,16-tetraene-18,19-diol |
| (4a1R,5aS,6aR,6bR,6b1S,7R,8R,9aR)-8-chloro-6b-isocyano-5,5,7,10,10-pentamethyl-7-vinyl-5,5a,6a,6b,6b1,7,8,9,9a,10-decahydro-4a1H-6-oxa-4-azacyclopropa(6,7)cyclohepta(1,2,3,4-mno)aceanthrylene-4a1,6b1-diol |
| (4a1R,5aS,6aR,6bR,6b1S,7R,8R,9aR)-8-chloro-6b-isocyano-5,5,7,10,10-pentamethyl-7-vinyl-5,5a,6a,6b,6b1,7,8,9,9a,10-decahydro-4a1H-6-oxa-4-azacyclopropa[6,7]cyclohepta[1,2,3,4-mno]aceanthrylene-4a1,6b1-diol |
| RefChem:111862 |
| 138666-15-6 |
| MLS005974901 |
| DTXSID301046672 |
| SMR004647646 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9264 | 92.64% |
| Caco-2 | - | 0.6852 | 68.52% |
| Blood Brain Barrier | - | 0.5250 | 52.50% |
| Human oral bioavailability | - | 0.6429 | 64.29% |
| Subcellular localzation | Mitochondria | 0.4679 | 46.79% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8738 | 87.38% |
| OATP1B3 inhibitior | + | 0.9368 | 93.68% |
| MATE1 inhibitior | - | 0.9000 | 90.00% |
| OCT2 inhibitior | - | 0.8500 | 85.00% |
| BSEP inhibitior | + | 0.7191 | 71.91% |
| P-glycoprotein inhibitior | - | 0.5585 | 55.85% |
| P-glycoprotein substrate | - | 0.5000 | 50.00% |
| CYP3A4 substrate | + | 0.6812 | 68.12% |
| CYP2C9 substrate | - | 0.5989 | 59.89% |
| CYP2D6 substrate | - | 0.8357 | 83.57% |
| CYP3A4 inhibition | - | 0.7736 | 77.36% |
| CYP2C9 inhibition | - | 0.6007 | 60.07% |
| CYP2C19 inhibition | + | 0.5487 | 54.87% |
| CYP2D6 inhibition | - | 0.7617 | 76.17% |
| CYP1A2 inhibition | - | 0.5545 | 55.45% |
| CYP2C8 inhibition | + | 0.6403 | 64.03% |
| CYP inhibitory promiscuity | + | 0.7603 | 76.03% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.7638 | 76.38% |
| Carcinogenicity (trinary) | Non-required | 0.5026 | 50.26% |
| Eye corrosion | - | 0.9800 | 98.00% |
| Eye irritation | - | 0.9480 | 94.80% |
| Skin irritation | - | 0.7554 | 75.54% |
| Skin corrosion | - | 0.9109 | 91.09% |
| Ames mutagenesis | + | 0.6000 | 60.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6475 | 64.75% |
| Micronuclear | + | 0.7200 | 72.00% |
| Hepatotoxicity | + | 0.6625 | 66.25% |
| skin sensitisation | - | 0.7874 | 78.74% |
| Respiratory toxicity | + | 0.5667 | 56.67% |
| Reproductive toxicity | + | 0.7667 | 76.67% |
| Mitochondrial toxicity | + | 0.7625 | 76.25% |
| Nephrotoxicity | + | 0.6580 | 65.80% |
| Acute Oral Toxicity (c) | III | 0.5431 | 54.31% |
| Estrogen receptor binding | + | 0.7606 | 76.06% |
| Androgen receptor binding | + | 0.7347 | 73.47% |
| Thyroid receptor binding | + | 0.7408 | 74.08% |
| Glucocorticoid receptor binding | + | 0.6036 | 60.36% |
| Aromatase binding | + | 0.7581 | 75.81% |
| PPAR gamma | + | 0.6469 | 64.69% |
| Honey bee toxicity | - | 0.7787 | 77.87% |
| Biodegradation | - | 0.7500 | 75.00% |
| Crustacea aquatic toxicity | + | 0.6300 | 63.00% |
| Fish aquatic toxicity | + | 0.9903 | 99.03% |
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 |
|---|---|---|---|---|
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 96.93% | 94.45% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 95.05% | 91.11% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 90.87% | 94.62% |
| CHEMBL284 | P27487 | Dipeptidyl peptidase IV | 90.17% | 95.69% |
| CHEMBL2039 | P27338 | Monoamine oxidase B | 90.00% | 92.51% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 88.87% | 86.33% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 88.74% | 96.09% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 88.02% | 95.56% |
| CHEMBL2095226 | P05556 | Integrin alpha-5/beta-1 | 86.08% | 96.39% |
| CHEMBL4224 | P49759 | Dual specificty protein kinase CLK1 | 85.72% | 85.30% |
| CHEMBL2335 | P42785 | Lysosomal Pro-X carboxypeptidase | 85.70% | 100.00% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 82.79% | 100.00% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 82.71% | 95.89% |
| CHEMBL5805 | Q9NR97 | Toll-like receptor 8 | 82.09% | 96.25% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 80.47% | 91.49% |
| CHEMBL240 | Q12809 | HERG | 80.24% | 89.76% |
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 | 21610115 |
| LOTUS | LTS0268717 |
| wikiData | Q104399405 |