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[2-[[1-(3-Acetyloxy-4-hydroxy-1-azabicyclo[3.1.0]hexan-2-ylidene)-2-[(1-hydroxy-3-oxobut-1-en-2-yl)amino]-2-oxoethyl]amino]-1-(2-methyloxiran-2-yl)-2-oxoethyl] 3-methoxy-5-methylnaphthalene-1-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 85a1387c-cedd-46f0-b01a-03a7919a50df
Taxonomy Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives
IUPAC Name [2-[[1-(3-acetyloxy-4-hydroxy-1-azabicyclo[3.1.0]hexan-2-ylidene)-2-[(1-hydroxy-3-oxobut-1-en-2-yl)amino]-2-oxoethyl]amino]-1-(2-methyloxiran-2-yl)-2-oxoethyl] 3-methoxy-5-methylnaphthalene-1-carboxylate
SMILES (Canonical) CC1=C2C=C(C=C(C2=CC=C1)C(=O)OC(C(=O)NC(=C3C(C(C4N3C4)O)OC(=O)C)C(=O)NC(=CO)C(=O)C)C5(CO5)C)OC
SMILES (Isomeric) CC1=C2C=C(C=C(C2=CC=C1)C(=O)OC(C(=O)NC(=C3C(C(C4N3C4)O)OC(=O)C)C(=O)NC(=CO)C(=O)C)C5(CO5)C)OC
InChI InChI=1S/C31H33N3O11/c1-14-7-6-8-18-19(14)9-17(42-5)10-20(18)30(41)45-27(31(4)13-43-31)29(40)33-23(28(39)32-21(12-35)15(2)36)24-26(44-16(3)37)25(38)22-11-34(22)24/h6-10,12,22,25-27,35,38H,11,13H2,1-5H3,(H,32,39)(H,33,40)
InChI Key QIKVYJOCQXXRSJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H33N3O11
Molecular Weight 623.60 g/mol
Exact Mass 623.21150888 g/mol
Topological Polar Surface Area (TPSA) 193.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.89
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[[1-(3-Acetyloxy-4-hydroxy-1-azabicyclo[3.1.0]hexan-2-ylidene)-2-[(1-hydroxy-3-oxobut-1-en-2-yl)amino]-2-oxoethyl]amino]-1-(2-methyloxiran-2-yl)-2-oxoethyl] 3-methoxy-5-methylnaphthalene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6928 69.28%
Caco-2 - 0.8523 85.23%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.4165 41.65%
OATP2B1 inhibitior + 0.5757 57.57%
OATP1B1 inhibitior + 0.8568 85.68%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9887 98.87%
P-glycoprotein inhibitior + 0.8296 82.96%
P-glycoprotein substrate + 0.7413 74.13%
CYP3A4 substrate + 0.7398 73.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8158 81.58%
CYP3A4 inhibition - 0.6037 60.37%
CYP2C9 inhibition - 0.7482 74.82%
CYP2C19 inhibition - 0.7554 75.54%
CYP2D6 inhibition - 0.8280 82.80%
CYP1A2 inhibition - 0.7515 75.15%
CYP2C8 inhibition + 0.7253 72.53%
CYP inhibitory promiscuity - 0.6917 69.17%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4926 49.26%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9344 93.44%
Skin irritation - 0.7543 75.43%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3987 39.87%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.5226 52.26%
skin sensitisation - 0.8529 85.29%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.4880 48.80%
Acute Oral Toxicity (c) III 0.5579 55.79%
Estrogen receptor binding + 0.8119 81.19%
Androgen receptor binding + 0.7451 74.51%
Thyroid receptor binding + 0.5570 55.70%
Glucocorticoid receptor binding + 0.7833 78.33%
Aromatase binding + 0.6055 60.55%
PPAR gamma + 0.8011 80.11%
Honey bee toxicity - 0.6031 60.31%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9676 96.76%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.26% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.67% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.45% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.12% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.67% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.96% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.65% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 93.14% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 93.05% 94.73%
CHEMBL2535 P11166 Glucose transporter 91.85% 98.75%
CHEMBL1914 P06276 Butyrylcholinesterase 91.17% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.14% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.62% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.13% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.08% 86.33%
CHEMBL5028 O14672 ADAM10 85.79% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.68% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.48% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.39% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.04% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.36% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.07% 94.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.92% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.73% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.86% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.11% 97.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.00% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.27% 91.07%

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 129347
LOTUS LTS0170534
wikiData Q105221452