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[(3S,6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl] (E)-2-methylbut-2-enoate

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 c9c28a04-230c-4a87-911a-899049c2f8b8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
IUPAC Name [(3S,6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(OC(=O)C(COC(=O)C1CC2=CC=CC=C2)NC(=O)C3=NC=CC(=C3O)OC)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@H](OC(=O)[C@H](COC(=O)[C@@H]1CC2=CC=CC=C2)NC(=O)C3=NC=CC(=C3O)OC)C
InChI InChI=1S/C27H30N2O9/c1-5-15(2)25(32)38-23-16(3)37-27(34)19(29-24(31)21-22(30)20(35-4)11-12-28-21)14-36-26(33)18(23)13-17-9-7-6-8-10-17/h5-12,16,18-19,23,30H,13-14H2,1-4H3,(H,29,31)/b15-5+/t16-,18+,19-,23-/m0/s1
InChI Key NRCFYQYMBDTOBT-BAHVDLOCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30N2O9
Molecular Weight 526.50 g/mol
Exact Mass 526.19513054 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7619 76.19%
Caco-2 - 0.7196 71.96%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Nucleus 0.6216 62.16%
OATP2B1 inhibitior - 0.7123 71.23%
OATP1B1 inhibitior + 0.8400 84.00%
OATP1B3 inhibitior + 0.9200 92.00%
MATE1 inhibitior - 0.8872 88.72%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9879 98.79%
P-glycoprotein inhibitior + 0.8413 84.13%
P-glycoprotein substrate + 0.7161 71.61%
CYP3A4 substrate + 0.6779 67.79%
CYP2C9 substrate + 0.6056 60.56%
CYP2D6 substrate - 0.8791 87.91%
CYP3A4 inhibition + 0.6150 61.50%
CYP2C9 inhibition - 0.5988 59.88%
CYP2C19 inhibition - 0.7607 76.07%
CYP2D6 inhibition - 0.9247 92.47%
CYP1A2 inhibition - 0.7727 77.27%
CYP2C8 inhibition + 0.6796 67.96%
CYP inhibitory promiscuity + 0.6306 63.06%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6029 60.29%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9534 95.34%
Skin irritation - 0.8084 80.84%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8407 84.07%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8735 87.35%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8025 80.25%
Acute Oral Toxicity (c) III 0.6512 65.12%
Estrogen receptor binding + 0.7064 70.64%
Androgen receptor binding + 0.6839 68.39%
Thyroid receptor binding + 0.6515 65.15%
Glucocorticoid receptor binding + 0.8119 81.19%
Aromatase binding - 0.5355 53.55%
PPAR gamma + 0.6861 68.61%
Honey bee toxicity - 0.7051 70.51%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.7690 76.90%

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 97.65% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.89% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.99% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.75% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.94% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.81% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.87% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 88.05% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.53% 94.00%
CHEMBL2581 P07339 Cathepsin D 86.50% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.16% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.13% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.87% 94.73%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.63% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.59% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.42% 95.89%
CHEMBL1255126 O15151 Protein Mdm4 82.22% 90.20%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.39% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.71% 95.50%
CHEMBL3891 P07384 Calpain 1 80.68% 93.04%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.64% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.02% 91.07%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163075987
LOTUS LTS0066294
wikiData Q105184336