[(2S,3R,4S,5S)-3,4-dihydroxy-5-[6-(3-methylbut-2-enylamino)purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate

Details

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Internal ID 2914709e-4897-4b73-9970-ef79dfe28867
Taxonomy Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine ribonucleotides > Purine ribonucleoside monophosphates
IUPAC Name [(2S,3R,4S,5S)-3,4-dihydroxy-5-[6-(3-methylbut-2-enylamino)purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate
SMILES (Canonical) CC(=CCNC1=C2C(=NC=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)C
SMILES (Isomeric) CC(=CCNC1=C2C(=NC=N1)N(C=N2)[C@@H]3[C@H]([C@H]([C@@H](O3)COP(=O)(O)O)O)O)C
InChI InChI=1S/C15H22N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m0/s1
InChI Key DUISZFLWBAPRBR-OXUWNYNTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H22N5O7P
Molecular Weight 415.34 g/mol
Exact Mass 415.12568506 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -0.07
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S)-3,4-dihydroxy-5-[6-(3-methylbut-2-enylamino)purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7880 78.80%
Caco-2 - 0.8625 86.25%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.3831 38.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9287 92.87%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9205 92.05%
P-glycoprotein inhibitior - 0.7255 72.55%
P-glycoprotein substrate - 0.7801 78.01%
CYP3A4 substrate + 0.5927 59.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.9292 92.92%
CYP2C9 inhibition - 0.8588 85.88%
CYP2C19 inhibition - 0.8398 83.98%
CYP2D6 inhibition - 0.8095 80.95%
CYP1A2 inhibition - 0.7267 72.67%
CYP2C8 inhibition - 0.7545 75.45%
CYP inhibitory promiscuity - 0.8724 87.24%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5525 55.25%
Eye corrosion - 0.9817 98.17%
Eye irritation - 0.9604 96.04%
Skin irritation - 0.7526 75.26%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6312 63.12%
Micronuclear + 0.9800 98.00%
Hepatotoxicity - 0.5038 50.38%
skin sensitisation - 0.8290 82.90%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6281 62.81%
Acute Oral Toxicity (c) III 0.5133 51.33%
Estrogen receptor binding + 0.7638 76.38%
Androgen receptor binding + 0.5958 59.58%
Thyroid receptor binding + 0.6174 61.74%
Glucocorticoid receptor binding - 0.5588 55.88%
Aromatase binding + 0.7824 78.24%
PPAR gamma + 0.5363 53.63%
Honey bee toxicity - 0.6567 65.67%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8155 81.55%

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
CHEMBL3401 O75469 Pregnane X receptor 97.67% 94.73%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 97.32% 80.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.99% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.42% 95.93%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 90.00% 93.10%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.30% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.27% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.41% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.47% 96.90%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.53% 97.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.45% 94.00%
CHEMBL5957 P21589 5'-nucleotidase 84.10% 97.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.60% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.52% 94.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.21% 89.34%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.89% 91.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.80% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.68% 96.00%

Plants that contains it

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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.
Arabidopsis thaliana
Humulus lupulus

Cross-Links

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PubChem 154496787
LOTUS LTS0228055
wikiData Q104989252