PlantaeDB Logo
Login Sign-up

methyl (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxy-tetrahydrofuran-2-yl]-2-oxo-ethoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylate

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 765807ae-798a-45ae-86d4-7991ccd2d5e4
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
IUPAC Name methyl (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxyoxolan-2-yl]-2-oxoethoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylate
SMILES (Canonical) COC1C(C(OC1C(C(=O)N)OC2C(C(C=C(O2)C(=O)OC)O)O)N3C=CC(=O)NC3=O)O
SMILES (Isomeric) CO[C@H]1[C@H]([C@@H](O[C@@H]1[C@H](C(=O)N)O[C@@H]2[C@H]([C@H](C=C(O2)C(=O)OC)O)O)N3C=CC(=O)NC3=O)O
InChI InChI=1S/C18H23N3O12/c1-29-11-10(25)15(21-4-3-8(23)20-18(21)28)32-12(11)13(14(19)26)33-17-9(24)6(22)5-7(31-17)16(27)30-2/h3-6,9-13,15,17,22,24-25H,1-2H3,(H2,19,26)(H,20,23,28)/t6-,9-,10+,11-,12-,13+,15+,17+/m0/s1
InChI Key PURGDQCDJJEGGD-PTRINMDFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C18H23N3O12
Molecular Weight 473.40 g/mol
Exact Mass 473.12817318 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP -3.70
Atomic LogP (AlogP) -4.18
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

Top
A-500359E
A-500359 E
SCHEMBL13618333
BDBM50221466
methyl (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxy-tetrahydrofuran-2-yl]-2-oxo-ethoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylate
Methyl 6-{[(2S,3S,4R,5R)-5-(2,4-dioxo(1,3-dihydropyrimidinyl))-4-hydroxy-3-methoxyoxolan-2-yl]carbamoylmethoxy}(4S,5S,6S)-4,5-dihydroxy-4H-5,6-dihydropyran-2-carboxylate

2D Structure

Top
2D Structure of methyl (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxy-tetrahydrofuran-2-yl]-2-oxo-ethoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6454 64.54%
Caco-2 - 0.8427 84.27%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5014 50.14%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.9218 92.18%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.8117 81.17%
P-glycoprotein inhibitior - 0.5151 51.51%
P-glycoprotein substrate + 0.5626 56.26%
CYP3A4 substrate + 0.6255 62.55%
CYP2C9 substrate - 0.5988 59.88%
CYP2D6 substrate - 0.8677 86.77%
CYP3A4 inhibition - 0.7123 71.23%
CYP2C9 inhibition - 0.6722 67.22%
CYP2C19 inhibition - 0.6155 61.55%
CYP2D6 inhibition - 0.8350 83.50%
CYP1A2 inhibition - 0.8866 88.66%
CYP2C8 inhibition - 0.6526 65.26%
CYP inhibitory promiscuity - 0.9163 91.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.4371 43.71%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9519 95.19%
Skin irritation - 0.8112 81.12%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5654 56.54%
Micronuclear + 0.9600 96.00%
Hepatotoxicity + 0.7625 76.25%
skin sensitisation - 0.8889 88.89%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8186 81.86%
Acute Oral Toxicity (c) III 0.6616 66.16%
Estrogen receptor binding + 0.7071 70.71%
Androgen receptor binding + 0.5978 59.78%
Thyroid receptor binding + 0.5931 59.31%
Glucocorticoid receptor binding + 0.5950 59.50%
Aromatase binding - 0.4845 48.45%
PPAR gamma + 0.6048 60.48%
Honey bee toxicity - 0.8245 82.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.7608 76.08%

Targets

Top

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 98.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.47% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.79% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.88% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.68% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.66% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 89.19% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.47% 91.11%
CHEMBL204 P00734 Thrombin 86.94% 96.01%
CHEMBL255 P29275 Adenosine A2b receptor 86.18% 98.59%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.67% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.09% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.72% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.05% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.16% 86.33%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 80.03% 93.24%

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 505897
LOTUS LTS0194116
wikiData Q105215239