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[2-(6-aminopurin-9-yl)-4-[3-(1H-imidazol-5-yl)prop-2-enoyloxy]-5-(methylsulfanylmethyl)oxolan-3-yl] 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 68ea7400-310b-4048-9fde-4d619132f749
Taxonomy Nucleosides, nucleotides, and analogues > 5-deoxyribonucleosides > 5-deoxy-5-thionucleosides
IUPAC Name [2-(6-aminopurin-9-yl)-4-[3-(1H-imidazol-5-yl)prop-2-enoyloxy]-5-(methylsulfanylmethyl)oxolan-3-yl] 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)CSC)OC(=O)C=CC5=CN=CN5
SMILES (Isomeric) COC(=CC1=CC=C(C=C1)O)C(=O)OC2C(C(OC2N3C=NC4=C(N=CN=C43)N)CSC)OC(=O)C=CC5=CN=CN5
InChI InChI=1S/C27H27N7O7S/c1-38-18(9-15-3-6-17(35)7-4-15)27(37)41-23-22(40-20(36)8-5-16-10-29-12-30-16)19(11-42-2)39-26(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)
InChI Key YKXZBOLWPFOSEE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H27N7O7S
Molecular Weight 593.60 g/mol
Exact Mass 593.16926740 g/mol
Topological Polar Surface Area (TPSA) 215.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.32
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 [2-(6-aminopurin-9-yl)-4-[3-(1H-imidazol-5-yl)prop-2-enoyloxy]-5-(methylsulfanylmethyl)oxolan-3-yl] 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 + 0.9306 93.06%
Caco-2 - 0.8492 84.92%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Plasma membrane 0.3307 33.07%
OATP2B1 inhibitior - 0.7095 70.95%
OATP1B1 inhibitior + 0.8641 86.41%
OATP1B3 inhibitior + 0.9275 92.75%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9771 97.71%
P-glycoprotein inhibitior + 0.8055 80.55%
P-glycoprotein substrate + 0.7186 71.86%
CYP3A4 substrate + 0.6777 67.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.8841 88.41%
CYP2C9 inhibition - 0.6881 68.81%
CYP2C19 inhibition - 0.6945 69.45%
CYP2D6 inhibition - 0.8815 88.15%
CYP1A2 inhibition - 0.9063 90.63%
CYP2C8 inhibition + 0.8287 82.87%
CYP inhibitory promiscuity - 0.8758 87.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5042 50.42%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9356 93.56%
Skin irritation - 0.7894 78.94%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.5785 57.85%
Human Ether-a-go-go-Related Gene inhibition - 0.4116 41.16%
Micronuclear + 0.9300 93.00%
Hepatotoxicity + 0.5641 56.41%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6999 69.99%
Acute Oral Toxicity (c) III 0.6690 66.90%
Estrogen receptor binding + 0.8114 81.14%
Androgen receptor binding + 0.6517 65.17%
Thyroid receptor binding + 0.7156 71.56%
Glucocorticoid receptor binding + 0.7623 76.23%
Aromatase binding - 0.4874 48.74%
PPAR gamma + 0.6862 68.62%
Honey bee toxicity - 0.6854 68.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8773 87.73%

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 96.68% 91.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.43% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.74% 94.45%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.98% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.88% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 91.50% 94.73%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 88.70% 93.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.33% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.01% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.92% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.81% 97.28%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.99% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.42% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.44% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.76% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.37% 94.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.44% 89.34%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 80.40% 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 73837710
LOTUS LTS0154418
wikiData Q105349961