PlantaeDB Logo
Login Sign-up

[(2R,3S,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [[(2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphate

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

Top
Internal ID f0df5f2a-41b3-44ad-8839-142b99bc8047
Taxonomy Nucleosides, nucleotides, and analogues > (5->5)-dinucleotides
IUPAC Name [(2R,3S,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [[(2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13+,14-,15+,16+,20-,21-/m1/s1
InChI Key BAWFJGJZGIEFAR-ZRZUFYBISA-N
Popularity 5 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H27N7O14P2
Molecular Weight 663.40 g/mol
Exact Mass 663.10912256 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP -6.00
Atomic LogP (AlogP) -3.65
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [[(2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6567 65.67%
Caco-2 - 0.8776 87.76%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.3910 39.10%
OATP2B1 inhibitior - 0.7147 71.47%
OATP1B1 inhibitior + 0.9391 93.91%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6807 68.07%
P-glycoprotein inhibitior + 0.6903 69.03%
P-glycoprotein substrate + 0.5456 54.56%
CYP3A4 substrate + 0.6525 65.25%
CYP2C9 substrate - 0.8012 80.12%
CYP2D6 substrate - 0.8734 87.34%
CYP3A4 inhibition - 0.8838 88.38%
CYP2C9 inhibition - 0.9141 91.41%
CYP2C19 inhibition - 0.9039 90.39%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.6660 66.60%
CYP inhibitory promiscuity - 0.9202 92.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5142 51.42%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.7677 76.77%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3758 37.58%
Micronuclear + 1.0000 100.00%
Hepatotoxicity - 0.5486 54.86%
skin sensitisation - 0.8527 85.27%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8181 81.81%
Acute Oral Toxicity (c) III 0.4352 43.52%
Estrogen receptor binding + 0.7527 75.27%
Androgen receptor binding + 0.7750 77.50%
Thyroid receptor binding + 0.5740 57.40%
Glucocorticoid receptor binding + 0.6428 64.28%
Aromatase binding + 0.6885 68.85%
PPAR gamma + 0.7564 75.64%
Honey bee toxicity - 0.7282 72.82%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.6435 64.35%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293235 P02545 Prelamin-A/C 125.9 nM
 Potency
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 96.42% 80.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.49% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 92.16% 94.73%
CHEMBL3902 P09211 Glutathione S-transferase Pi 90.47% 93.81%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.42% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.12% 95.56%
CHEMBL2535 P11166 Glucose transporter 87.97% 98.75%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 87.55% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.15% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.80% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 85.47% 90.17%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 85.28% 95.48%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.25% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.12% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.71% 99.17%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 82.07% 87.50%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.88% 88.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.48% 95.83%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.36% 97.53%
CHEMBL288 Q08499 Phosphodiesterase 4D 81.10% 97.50%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 163190097
LOTUS LTS0197741
wikiData Q104922493