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(2R)-2-hydroxy-N-[(1S)-1-[(3R)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl]-3-methylbutyl]-2-[(2S)-5-oxo-2H-furan-2-yl]acetamide

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 f7bd288e-7a14-4373-ba5c-a1af5b69ac18
Taxonomy Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
IUPAC Name (2R)-2-hydroxy-N-[(1S)-1-[(3R)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl]-3-methylbutyl]-2-[(2S)-5-oxo-2H-furan-2-yl]acetamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H23NO7/c1-10(2)8-12(21-19(25)18(24)14-6-7-16(23)27-14)15-9-11-4-3-5-13(22)17(11)20(26)28-15/h3-7,10,12,14-15,18,22,24H,8-9H2,1-2H3,(H,21,25)/t12-,14-,15+,18+/m0/s1
InChI Key MXZNZZJLGOWQFM-CTNYNGJSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H23NO7
Molecular Weight 389.40 g/mol
Exact Mass 389.14745207 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 0.85
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-hydroxy-N-[(1S)-1-[(3R)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl]-3-methylbutyl]-2-[(2S)-5-oxo-2H-furan-2-yl]acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9359 93.59%
Caco-2 - 0.6655 66.55%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6982 69.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8852 88.52%
OATP1B3 inhibitior + 0.9267 92.67%
MATE1 inhibitior - 0.8846 88.46%
OCT2 inhibitior - 0.9317 93.17%
BSEP inhibitior - 0.7286 72.86%
P-glycoprotein inhibitior - 0.6330 63.30%
P-glycoprotein substrate + 0.6627 66.27%
CYP3A4 substrate + 0.6300 63.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8696 86.96%
CYP3A4 inhibition - 0.9487 94.87%
CYP2C9 inhibition - 0.8117 81.17%
CYP2C19 inhibition - 0.8348 83.48%
CYP2D6 inhibition - 0.8748 87.48%
CYP1A2 inhibition - 0.8434 84.34%
CYP2C8 inhibition - 0.7862 78.62%
CYP inhibitory promiscuity - 0.8454 84.54%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4678 46.78%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9785 97.85%
Skin irritation - 0.7928 79.28%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4327 43.27%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5943 59.43%
skin sensitisation - 0.8274 82.74%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4770 47.70%
Acute Oral Toxicity (c) III 0.5501 55.01%
Estrogen receptor binding + 0.6329 63.29%
Androgen receptor binding + 0.6287 62.87%
Thyroid receptor binding - 0.6309 63.09%
Glucocorticoid receptor binding + 0.6446 64.46%
Aromatase binding - 0.7131 71.31%
PPAR gamma - 0.5286 52.86%
Honey bee toxicity - 0.9068 90.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9249 92.49%

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
CHEMBL2581 P07339 Cathepsin D 98.99% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.21% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.85% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.69% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.46% 95.56%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 92.18% 83.10%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.60% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.74% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.64% 99.23%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.59% 98.05%
CHEMBL3401 O75469 Pregnane X receptor 87.20% 94.73%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.02% 96.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.48% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.45% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.30% 93.03%
CHEMBL1951 P21397 Monoamine oxidase A 84.89% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.54% 99.15%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.69% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.39% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.23% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.81% 95.89%
CHEMBL5028 O14672 ADAM10 81.94% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.67% 95.71%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.69% 90.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.32% 97.25%

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 163000272
LOTUS LTS0163162
wikiData Q105174717