3-(6-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione
| Internal ID | 00de03da-b0fb-4b3a-b239-264afafc08cd |
| Taxonomy | Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles |
| IUPAC Name | 3-(6-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)pyrrole-2,5-dione |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C20H13N3O3/c24-10-5-6-12-14(9-22-16(12)7-10)18-17(19(25)23-20(18)26)13-8-21-15-4-2-1-3-11(13)15/h1-9,21-22,24H,(H,23,25,26) |
| InChI Key | FPFDAPLHFVEXKC-UHFFFAOYSA-N |
| Popularity | 8 references in papers |
| Molecular Formula | C20H13N3O3 |
| Molecular Weight | 343.30 g/mol |
| Exact Mass | 343.09569129 g/mol |
| Topological Polar Surface Area (TPSA) | 98.00 Ų |
| XlogP | 2.50 |
| Atomic LogP (AlogP) | 2.92 |
| H-Bond Acceptor | 3 |
| H-Bond Donor | 4 |
| Rotatable Bonds | 2 |
| arcyriarubin B |
| BDBM2680 |
| CHEMBL495845 |
| SCHEMBL7824639 |
| 3-(6-hydroxy-1H-indol-3-yl)-4-(1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9972 | 99.72% |
| Caco-2 | - | 0.7279 | 72.79% |
| Blood Brain Barrier | + | 0.6121 | 61.21% |
| Human oral bioavailability | + | 0.6143 | 61.43% |
| Subcellular localzation | Plasma membrane | 0.5095 | 50.95% |
| OATP2B1 inhibitior | - | 0.5819 | 58.19% |
| OATP1B1 inhibitior | + | 0.8639 | 86.39% |
| OATP1B3 inhibitior | + | 0.9311 | 93.11% |
| MATE1 inhibitior | - | 0.9000 | 90.00% |
| OCT2 inhibitior | - | 1.0000 | 100.00% |
| BSEP inhibitior | + | 0.7612 | 76.12% |
| P-glycoprotein inhibitior | - | 0.8377 | 83.77% |
| P-glycoprotein substrate | - | 0.7948 | 79.48% |
| CYP3A4 substrate | + | 0.5586 | 55.86% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8739 | 87.39% |
| CYP3A4 inhibition | + | 0.5581 | 55.81% |
| CYP2C9 inhibition | + | 0.5721 | 57.21% |
| CYP2C19 inhibition | - | 0.6551 | 65.51% |
| CYP2D6 inhibition | - | 0.7004 | 70.04% |
| CYP1A2 inhibition | + | 0.7917 | 79.17% |
| CYP2C8 inhibition | + | 0.4485 | 44.85% |
| CYP inhibitory promiscuity | + | 0.6784 | 67.84% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.8666 | 86.66% |
| Carcinogenicity (trinary) | Non-required | 0.4729 | 47.29% |
| Eye corrosion | - | 0.9921 | 99.21% |
| Eye irritation | - | 0.8898 | 88.98% |
| Skin irritation | - | 0.8773 | 87.73% |
| Skin corrosion | - | 0.9653 | 96.53% |
| Ames mutagenesis | - | 0.5000 | 50.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6886 | 68.86% |
| Micronuclear | + | 0.8800 | 88.00% |
| Hepatotoxicity | + | 0.5250 | 52.50% |
| skin sensitisation | - | 0.9136 | 91.36% |
| Respiratory toxicity | + | 0.6778 | 67.78% |
| Reproductive toxicity | + | 0.5444 | 54.44% |
| Mitochondrial toxicity | - | 0.5250 | 52.50% |
| Nephrotoxicity | - | 0.5746 | 57.46% |
| Acute Oral Toxicity (c) | III | 0.3727 | 37.27% |
| Estrogen receptor binding | + | 0.8405 | 84.05% |
| Androgen receptor binding | + | 0.8590 | 85.90% |
| Thyroid receptor binding | - | 0.5000 | 50.00% |
| Glucocorticoid receptor binding | + | 0.8060 | 80.60% |
| Aromatase binding | + | 0.6833 | 68.33% |
| PPAR gamma | + | 0.8796 | 87.96% |
| Honey bee toxicity | - | 0.8795 | 87.95% |
| Biodegradation | - | 0.9250 | 92.50% |
| Crustacea aquatic toxicity | + | 0.5300 | 53.00% |
| Fish aquatic toxicity | + | 0.8658 | 86.58% |
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 | 99.40% | 91.11% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 97.15% | 97.79% |
| CHEMBL299 | P17252 | Protein kinase C alpha | 97.07% | 98.03% |
| CHEMBL1951 | P21397 | Monoamine oxidase A | 96.47% | 91.49% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 95.68% | 95.56% |
| CHEMBL3045 | P05771 | Protein kinase C beta | 95.48% | 97.63% |
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 95.24% | 94.62% |
| CHEMBL2581 | P07339 | Cathepsin D | 94.72% | 98.95% |
| CHEMBL2095172 | P14867 | GABA-A receptor; alpha-1/beta-2/gamma-2 | 93.19% | 92.67% |
| CHEMBL2535 | P11166 | Glucose transporter | 92.23% | 98.75% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 91.88% | 89.00% |
| CHEMBL2288 | Q13526 | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | 87.93% | 91.71% |
| CHEMBL213 | P08588 | Beta-1 adrenergic receptor | 87.18% | 95.56% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 84.25% | 94.45% |
| CHEMBL216 | P11229 | Muscarinic acetylcholine receptor M1 | 84.02% | 94.23% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 83.98% | 99.23% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 83.75% | 94.00% |
| CHEMBL2708 | Q16584 | Mitogen-activated protein kinase kinase kinase 11 | 82.85% | 81.14% |
| CHEMBL242 | Q92731 | Estrogen receptor beta | 81.63% | 98.35% |
| CHEMBL262 | P49841 | Glycogen synthase kinase-3 beta | 81.32% | 95.72% |
| CHEMBL217 | P14416 | Dopamine D2 receptor | 80.40% | 95.62% |
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 | 5327725 |
| LOTUS | LTS0110916 |
| wikiData | Q77280996 |