(3R,4R,5R)-2-amino-3,4-dihydroxy-5-[[8-(hydroxymethyl)-3-oxophenoxazin-2-yl]amino]-6-oxocyclohexene-1-carboxamide
| Internal ID | 60aeedf8-f644-4258-bf47-66e0dc53a654 |
| Taxonomy | Organoheterocyclic compounds > Benzoxazines > Phenoxazines |
| IUPAC Name | (3R,4R,5R)-2-amino-3,4-dihydroxy-5-[[8-(hydroxymethyl)-3-oxophenoxazin-2-yl]amino]-6-oxocyclohexene-1-carboxamide |
| SMILES (Canonical) | C1=CC2=C(C=C1CO)N=C3C=C(C(=O)C=C3O2)NC4C(C(C(=C(C4=O)C(=O)N)N)O)O |
| SMILES (Isomeric) | C1=CC2=C(C=C1CO)N=C3C=C(C(=O)C=C3O2)N[C@@H]4[C@H]([C@@H](C(=C(C4=O)C(=O)N)N)O)O |
| InChI | InChI=1S/C20H18N4O7/c21-15-14(20(22)30)17(27)16(19(29)18(15)28)24-8-4-10-13(5-11(8)26)31-12-2-1-7(6-25)3-9(12)23-10/h1-5,16,18-19,24-25,28-29H,6,21H2,(H2,22,30)/t16-,18+,19+/m0/s1 |
| InChI Key | NURWOUVTSOIROK-QXAKKESOSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C20H18N4O7 |
| Molecular Weight | 426.40 g/mol |
| Exact Mass | 426.11754893 g/mol |
| Topological Polar Surface Area (TPSA) | 198.00 Ų |
| XlogP | -1.30 |
| Atomic LogP (AlogP) | -1.43 |
| H-Bond Acceptor | 10 |
| H-Bond Donor | 6 |
| Rotatable Bonds | 4 |
| There are no found synonyms. |
![2D Structure of (3R,4R,5R)-2-amino-3,4-dihydroxy-5-[[8-(hydroxymethyl)-3-oxophenoxazin-2-yl]amino]-6-oxocyclohexene-1-carboxamide](https://plantaedb.com/storage/docs/compounds/2023/07/774099a0-2674-11ee-8dde-35d7360240da.jpg "2D Structure of (3R,4R,5R)-2-amino-3,4-dihydroxy-5-[[8-(hydroxymethyl)-3-oxophenoxazin-2-yl]amino]-6-oxocyclohexene-1-carboxamide")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.8023 | 80.23% |
| Caco-2 | - | 0.9261 | 92.61% |
| Blood Brain Barrier | - | 0.6379 | 63.79% |
| Human oral bioavailability | + | 0.5571 | 55.71% |
| Subcellular localzation | Plasma membrane | 0.3625 | 36.25% |
| OATP2B1 inhibitior | - | 0.5693 | 56.93% |
| OATP1B1 inhibitior | + | 0.8889 | 88.89% |
| OATP1B3 inhibitior | + | 0.9468 | 94.68% |
| MATE1 inhibitior | - | 0.8600 | 86.00% |
| OCT2 inhibitior | - | 0.9750 | 97.50% |
| BSEP inhibitior | + | 0.7060 | 70.60% |
| P-glycoprotein inhibitior | - | 0.6869 | 68.69% |
| P-glycoprotein substrate | + | 0.6852 | 68.52% |
| CYP3A4 substrate | + | 0.5739 | 57.39% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8467 | 84.67% |
| CYP3A4 inhibition | - | 0.7543 | 75.43% |
| CYP2C9 inhibition | - | 0.7056 | 70.56% |
| CYP2C19 inhibition | - | 0.6210 | 62.10% |
| CYP2D6 inhibition | - | 0.8905 | 89.05% |
| CYP1A2 inhibition | - | 0.5105 | 51.05% |
| CYP2C8 inhibition | + | 0.6676 | 66.76% |
| CYP inhibitory promiscuity | - | 0.6748 | 67.48% |
| UGT catelyzed | - | 0.5000 | 50.00% |
| Carcinogenicity (binary) | - | 0.9000 | 90.00% |
| Carcinogenicity (trinary) | Non-required | 0.6535 | 65.35% |
| Eye corrosion | - | 0.9884 | 98.84% |
| Eye irritation | - | 0.9722 | 97.22% |
| Skin irritation | - | 0.8041 | 80.41% |
| Skin corrosion | - | 0.9420 | 94.20% |
| Ames mutagenesis | + | 0.5163 | 51.63% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.5242 | 52.42% |
| Micronuclear | + | 0.9300 | 93.00% |
| Hepatotoxicity | + | 0.6399 | 63.99% |
| skin sensitisation | - | 0.8534 | 85.34% |
| Respiratory toxicity | + | 0.7889 | 78.89% |
| Reproductive toxicity | + | 0.8000 | 80.00% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | - | 0.7641 | 76.41% |
| Acute Oral Toxicity (c) | III | 0.5945 | 59.45% |
| Estrogen receptor binding | - | 0.4916 | 49.16% |
| Androgen receptor binding | + | 0.6952 | 69.52% |
| Thyroid receptor binding | - | 0.5566 | 55.66% |
| Glucocorticoid receptor binding | + | 0.7222 | 72.22% |
| Aromatase binding | + | 0.5215 | 52.15% |
| PPAR gamma | + | 0.7382 | 73.82% |
| Honey bee toxicity | - | 0.8014 | 80.14% |
| Biodegradation | - | 0.8500 | 85.00% |
| Crustacea aquatic toxicity | - | 0.5800 | 58.00% |
| Fish aquatic toxicity | - | 0.5744 | 57.44% |
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 | 96.93% | 91.11% |
| CHEMBL2581 | P07339 | Cathepsin D | 91.11% | 98.95% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 90.72% | 94.00% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 90.57% | 90.71% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 88.73% | 99.17% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 87.26% | 96.09% |
| CHEMBL1293294 | P51151 | Ras-related protein Rab-9A | 86.62% | 87.67% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 86.17% | 86.33% |
| CHEMBL1293267 | Q9HC97 | G-protein coupled receptor 35 | 85.60% | 89.34% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 83.40% | 95.56% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 82.66% | 95.93% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 82.65% | 95.50% |
| CHEMBL3864 | Q06124 | Protein-tyrosine phosphatase 2C | 82.58% | 94.42% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 82.15% | 94.73% |
| CHEMBL2535 | P11166 | Glucose transporter | 81.09% | 98.75% |
| CHEMBL3891 | P07384 | Calpain 1 | 81.06% | 93.04% |
| CHEMBL5408 | Q9UHD2 | Serine/threonine-protein kinase TBK1 | 80.90% | 90.48% |
| CHEMBL3038469 | P24941 | CDK2/Cyclin A | 80.65% | 91.38% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 80.49% | 95.89% |
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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| PubChem | 46939682 |
| NPASS | NPC214368 |
| ChEMBL | CHEMBL1224596 |
| LOTUS | LTS0052838 |
| wikiData | Q105186000 |