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methyl (2S,4R,5S,6S)-6-[3-(cyanomethyl)-4-methoxyindol-1-yl]-4,5-dihydroxyoxane-2-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

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Internal ID 54ecc895-8523-457c-b34a-4cc3d72c3942
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glucuronides > N-glucuronides
IUPAC Name methyl (2S,4R,5S,6S)-6-[3-(cyanomethyl)-4-methoxyindol-1-yl]-4,5-dihydroxyoxane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C18H20N2O6/c1-24-13-5-3-4-11-15(13)10(6-7-19)9-20(11)17-16(22)12(21)8-14(26-17)18(23)25-2/h3-5,9,12,14,16-17,21-22H,6,8H2,1-2H3/t12-,14+,16+,17+/m1/s1
InChI Key HTFYSSZLIDVAIP-QCPWZWHMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C18H20N2O6
Molecular Weight 360.40 g/mol
Exact Mass 360.13213636 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.90
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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methyl (2S,4R,5S,6S)-6-[3-(cyanomethyl)-4-methoxyindol-1-yl]-4,5-dihydroxyoxane-2-carboxylate

2D Structure

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2D Structure of methyl (2S,4R,5S,6S)-6-[3-(cyanomethyl)-4-methoxyindol-1-yl]-4,5-dihydroxyoxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6459 64.59%
Caco-2 - 0.6077 60.77%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.4362 43.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9210 92.10%
OATP1B3 inhibitior + 0.9246 92.46%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8929 89.29%
BSEP inhibitior - 0.4877 48.77%
P-glycoprotein inhibitior - 0.6065 60.65%
P-glycoprotein substrate - 0.5255 52.55%
CYP3A4 substrate + 0.6647 66.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7760 77.60%
CYP3A4 inhibition - 0.6874 68.74%
CYP2C9 inhibition - 0.7528 75.28%
CYP2C19 inhibition - 0.7367 73.67%
CYP2D6 inhibition - 0.8379 83.79%
CYP1A2 inhibition - 0.8497 84.97%
CYP2C8 inhibition + 0.4601 46.01%
CYP inhibitory promiscuity - 0.6716 67.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4998 49.98%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9653 96.53%
Skin irritation - 0.8126 81.26%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4227 42.27%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5857 58.57%
skin sensitisation - 0.8878 88.78%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8712 87.12%
Nephrotoxicity + 0.5215 52.15%
Acute Oral Toxicity (c) III 0.6122 61.22%
Estrogen receptor binding + 0.6424 64.24%
Androgen receptor binding + 0.5211 52.11%
Thyroid receptor binding + 0.6227 62.27%
Glucocorticoid receptor binding + 0.6200 62.00%
Aromatase binding - 0.5277 52.77%
PPAR gamma - 0.4831 48.31%
Honey bee toxicity - 0.7142 71.42%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity - 0.5196 51.96%

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 99.37% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.10% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.78% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.03% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.89% 89.62%
CHEMBL2535 P11166 Glucose transporter 91.74% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.55% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.26% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.04% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 87.60% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.45% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.51% 95.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.37% 89.00%
CHEMBL5028 O14672 ADAM10 84.96% 97.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.66% 95.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.45% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.95% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.88% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.01% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.53% 82.69%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.34% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.20% 99.23%

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.
There are no matching plants.

Cross-Links

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PubChem 6917832
LOTUS LTS0188621
wikiData Q105110498