(2R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
| Internal ID | 8cbf5037-e177-4282-862d-7fd74ec7f4a8 |
| Taxonomy | Nucleosides, nucleotides, and analogues > Purine nucleosides |
| IUPAC Name | (2R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol |
| SMILES (Canonical) | C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)O)N |
| SMILES (Isomeric) | C1=NC(=C2C(=N1)N(C=N2)[C@H]3C(C([C@H](O3)CO)O)O)N |
| InChI | InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6?,7?,10-/m1/s1 |
| InChI Key | OIRDTQYFTABQOQ-DGPXGRDGSA-N |
| Popularity | 63 references in papers |
| Molecular Formula | C10H13N5O4 |
| Molecular Weight | 267.24 g/mol |
| Exact Mass | 267.09675391 g/mol |
| Topological Polar Surface Area (TPSA) | 140.00 Ų |
| XlogP | -1.10 |
| Atomic LogP (AlogP) | -1.98 |
| H-Bond Acceptor | 9 |
| H-Bond Donor | 4 |
| Rotatable Bonds | 2 |
| AKOS015960342 |
| AC-5504 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.6454 | 64.54% |
| Caco-2 | - | 0.9373 | 93.73% |
| Blood Brain Barrier | + | 0.7500 | 75.00% |
| Human oral bioavailability | - | 0.9429 | 94.29% |
| Subcellular localzation | Nucleus | 0.4394 | 43.94% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9590 | 95.90% |
| OATP1B3 inhibitior | + | 0.9512 | 95.12% |
| MATE1 inhibitior | - | 1.0000 | 100.00% |
| OCT2 inhibitior | - | 1.0000 | 100.00% |
| BSEP inhibitior | - | 0.9555 | 95.55% |
| P-glycoprotein inhibitior | - | 0.9229 | 92.29% |
| P-glycoprotein substrate | - | 0.8999 | 89.99% |
| CYP3A4 substrate | - | 0.6259 | 62.59% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8703 | 87.03% |
| CYP3A4 inhibition | - | 0.9620 | 96.20% |
| CYP2C9 inhibition | - | 0.9595 | 95.95% |
| CYP2C19 inhibition | - | 0.9514 | 95.14% |
| CYP2D6 inhibition | - | 0.9770 | 97.70% |
| CYP1A2 inhibition | - | 0.9667 | 96.67% |
| CYP2C8 inhibition | - | 0.8783 | 87.83% |
| CYP inhibitory promiscuity | - | 0.9701 | 97.01% |
| UGT catelyzed | + | 0.9000 | 90.00% |
| Carcinogenicity (binary) | - | 0.9800 | 98.00% |
| Carcinogenicity (trinary) | Non-required | 0.5680 | 56.80% |
| Eye corrosion | - | 0.9904 | 99.04% |
| Eye irritation | - | 0.9280 | 92.80% |
| Skin irritation | - | 0.7595 | 75.95% |
| Skin corrosion | - | 0.9377 | 93.77% |
| Ames mutagenesis | - | 0.8491 | 84.91% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6454 | 64.54% |
| Micronuclear | + | 1.0000 | 100.00% |
| Hepatotoxicity | - | 0.8235 | 82.35% |
| skin sensitisation | - | 0.8606 | 86.06% |
| Respiratory toxicity | + | 0.9667 | 96.67% |
| Reproductive toxicity | + | 0.9889 | 98.89% |
| Mitochondrial toxicity | + | 0.9750 | 97.50% |
| Nephrotoxicity | - | 0.8236 | 82.36% |
| Acute Oral Toxicity (c) | III | 0.7890 | 78.90% |
| Estrogen receptor binding | - | 0.5890 | 58.90% |
| Androgen receptor binding | + | 0.6240 | 62.40% |
| Thyroid receptor binding | + | 0.5830 | 58.30% |
| Glucocorticoid receptor binding | + | 0.5472 | 54.72% |
| Aromatase binding | + | 0.8260 | 82.60% |
| PPAR gamma | + | 0.7051 | 70.51% |
| Honey bee toxicity | - | 0.9226 | 92.26% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | - | 0.7400 | 74.00% |
| Fish aquatic toxicity | - | 0.9143 | 91.43% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL226 | P30542 | Adenosine A1 receptor |
2.344 nM |
IC50 |
via Super-PRED
|
| CHEMBL251 | P29274 | Adenosine A2a receptor |
700 nM |
EC50 |
via Super-PRED
|
| CHEMBL256 | P0DMS8 | Adenosine A3 receptor |
1.148 nM |
IC50 |
via Super-PRED
|
| CHEMBL284 | P27487 | Dipeptidyl peptidase IV |
62 nM |
IC50 |
via Super-PRED
|
| CHEMBL5401 | P42226 | Signal transducer and activator of transcription 6 |
0.03162 nM |
Potency |
via Super-PRED
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL3589 | P55263 | Adenosine kinase | 98.93% | 98.05% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.71% | 96.09% |
| CHEMBL3137261 | O14744 | PRMT5/MEP50 complex | 95.34% | 100.00% |
| CHEMBL1075162 | Q13304 | Uracil nucleotide/cysteinyl leukotriene receptor | 90.74% | 80.33% |
| CHEMBL5524 | Q99873 | Protein-arginine N-methyltransferase 1 | 90.27% | 96.67% |
| CHEMBL4523377 | Q86WV6 | Stimulator of interferon genes protein | 89.33% | 95.48% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 87.04% | 91.11% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 85.36% | 94.00% |
| CHEMBL2140 | P48775 | Tryptophan 2,3-dioxygenase | 84.35% | 98.46% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 83.43% | 97.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 82.13% | 86.33% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 82.01% | 94.73% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 81.74% | 95.89% |
| CHEMBL5678 | P34947 | G protein-coupled receptor kinase 5 | 80.47% | 88.00% |
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