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(3R,4S,7R,10R)-3-[(1S,2R,4aS,8aS)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-10-hydroxy-5-oxa-1-azatricyclo[5.2.1.04,10]decane-2,6-dione

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 333c4e3c-0482-4381-90aa-446134ebdc63
Taxonomy Organoheterocyclic compounds > Pyrrolizidines > Pyrrolizidinones
IUPAC Name (3R,4S,7R,10R)-3-[(1S,2R,4aS,8aS)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-10-hydroxy-5-oxa-1-azatricyclo[5.2.1.04,10]decane-2,6-dione
SMILES (Canonical) CC1C=CC2CCCCC2C1C(=O)C3C4C5(C(CCN5C3=O)C(=O)O4)O
SMILES (Isomeric) C[C@@H]1C=C[C@@H]2CCCC[C@@H]2[C@H]1C(=O)[C@H]3[C@H]4[C@@]5([C@@H](CCN5C3=O)C(=O)O4)O
InChI InChI=1S/C20H25NO5/c1-10-6-7-11-4-2-3-5-12(11)14(10)16(22)15-17-20(25)13(19(24)26-17)8-9-21(20)18(15)23/h6-7,10-15,17,25H,2-5,8-9H2,1H3/t10-,11+,12+,13+,14+,15+,17+,20-/m1/s1
InChI Key VUQSZZXQGQSRJA-XRWRKZFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H25NO5
Molecular Weight 359.40 g/mol
Exact Mass 359.17327290 g/mol
Topological Polar Surface Area (TPSA) 83.90 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.28
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4S,7R,10R)-3-[(1S,2R,4aS,8aS)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-10-hydroxy-5-oxa-1-azatricyclo[5.2.1.04,10]decane-2,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8026 80.26%
Caco-2 - 0.6065 60.65%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7322 73.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8851 88.51%
OATP1B3 inhibitior + 0.9345 93.45%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7922 79.22%
P-glycoprotein inhibitior - 0.6695 66.95%
P-glycoprotein substrate - 0.6175 61.75%
CYP3A4 substrate + 0.6348 63.48%
CYP2C9 substrate - 0.8131 81.31%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition - 0.9318 93.18%
CYP2C9 inhibition - 0.8697 86.97%
CYP2C19 inhibition - 0.8726 87.26%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.8538 85.38%
CYP2C8 inhibition - 0.8848 88.48%
CYP inhibitory promiscuity - 0.8782 87.82%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4726 47.26%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9696 96.96%
Skin irritation - 0.7545 75.45%
Skin corrosion - 0.9212 92.12%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6294 62.94%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.6338 63.38%
skin sensitisation - 0.8687 86.87%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5618 56.18%
Acute Oral Toxicity (c) III 0.6446 64.46%
Estrogen receptor binding + 0.8700 87.00%
Androgen receptor binding + 0.7373 73.73%
Thyroid receptor binding - 0.6339 63.39%
Glucocorticoid receptor binding + 0.7906 79.06%
Aromatase binding + 0.5210 52.10%
PPAR gamma + 0.5947 59.47%
Honey bee toxicity - 0.8714 87.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5750 57.50%
Fish aquatic toxicity + 0.8474 84.74%

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
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 96.00% 83.57%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.18% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 92.68% 89.63%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 92.25% 93.04%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.47% 94.78%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.62% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.02% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.19% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.91% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.74% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.11% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.06% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.21% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.36% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.62% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 83.40% 92.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.01% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.83% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.63% 93.03%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.50% 85.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.03% 94.33%

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 162936841
LOTUS LTS0027524
wikiData Q105297377