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[(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-4-[(E)-3-(1H-imidazol-5-yl)prop-2-enoyl]oxy-5-[[(R)-methylsulfinyl]methyl]oxolan-3-yl] (Z)-3-(4-hydroxyphenyl)-2-methoxyprop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 53366e5b-1c87-4c0a-a73d-516cd375be49
Taxonomy Nucleosides, nucleotides, and analogues > 5-deoxyribonucleosides
IUPAC Name [(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-4-[(E)-3-(1H-imidazol-5-yl)prop-2-enoyl]oxy-5-[[(R)-methylsulfinyl]methyl]oxolan-3-yl] (Z)-3-(4-hydroxyphenyl)-2-methoxyprop-2-enoate
SMILES (Canonical) COC(=CC1=CC=C(C=C1)O)C(=O)OC2C(C(OC2N3C=NC4=C(N=CN=C43)N)CS(=O)C)OC(=O)C=CC5=CN=CN5
SMILES (Isomeric) CO/C(=C\C1=CC=C(C=C1)O)/C(=O)O[C@@H]2[C@@H]([C@H](O[C@H]2N3C=NC4=C(N=CN=C43)N)C[S@](=O)C)OC(=O)/C=C/C5=CN=CN5
InChI InChI=1S/C27H27N7O8S/c1-39-18(9-15-3-6-17(35)7-4-15)27(37)42-23-22(41-20(36)8-5-16-10-29-12-30-16)19(11-43(2)38)40-26(23)34-14-33-21-24(28)31-13-32-25(21)34/h3-10,12-14,19,22-23,26,35H,11H2,1-2H3,(H,29,30)(H2,28,31,32)/b8-5+,18-9-/t19-,22-,23-,26-,43-/m1/s1
InChI Key JGGBEDSTDFEDDL-YUQQPKCDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H27N7O8S
Molecular Weight 609.60 g/mol
Exact Mass 609.16418202 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.34
H-Bond Acceptor 14
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-4-[(E)-3-(1H-imidazol-5-yl)prop-2-enoyl]oxy-5-[[(R)-methylsulfinyl]methyl]oxolan-3-yl] (Z)-3-(4-hydroxyphenyl)-2-methoxyprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9499 94.99%
Caco-2 - 0.8596 85.96%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Plasma membrane 0.3970 39.70%
OATP2B1 inhibitior - 0.5705 57.05%
OATP1B1 inhibitior + 0.8541 85.41%
OATP1B3 inhibitior + 0.9310 93.10%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9895 98.95%
P-glycoprotein inhibitior + 0.7962 79.62%
P-glycoprotein substrate + 0.7397 73.97%
CYP3A4 substrate + 0.6825 68.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8752 87.52%
CYP3A4 inhibition - 0.8484 84.84%
CYP2C9 inhibition - 0.6642 66.42%
CYP2C19 inhibition - 0.7003 70.03%
CYP2D6 inhibition - 0.8611 86.11%
CYP1A2 inhibition - 0.8055 80.55%
CYP2C8 inhibition + 0.8372 83.72%
CYP inhibitory promiscuity - 0.8200 82.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7400 74.00%
Carcinogenicity (trinary) Non-required 0.5468 54.68%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9346 93.46%
Skin irritation - 0.7724 77.24%
Skin corrosion - 0.9255 92.55%
Ames mutagenesis - 0.5585 55.85%
Human Ether-a-go-go-Related Gene inhibition - 0.4851 48.51%
Micronuclear + 0.9500 95.00%
Hepatotoxicity + 0.5641 56.41%
skin sensitisation - 0.8527 85.27%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8077 80.77%
Acute Oral Toxicity (c) III 0.6098 60.98%
Estrogen receptor binding + 0.7814 78.14%
Androgen receptor binding + 0.6013 60.13%
Thyroid receptor binding + 0.7076 70.76%
Glucocorticoid receptor binding + 0.7721 77.21%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6748 67.48%
Honey bee toxicity - 0.7065 70.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9122 91.22%

Targets

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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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.49% 96.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 97.94% 91.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.04% 91.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 96.03% 95.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.71% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.73% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.14% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.81% 94.73%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 88.79% 93.10%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.45% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.05% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.41% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.34% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.01% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.89% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.96% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.02% 97.28%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.31% 85.14%
CHEMBL2535 P11166 Glucose transporter 81.63% 98.75%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 80.33% 88.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163193033
LOTUS LTS0244210
wikiData Q105127331