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3-ethyl-2-[(6-hydroxy-7-methoxy-3,4-dihydroisoquinolin-1-yl)methyl]-10-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-9-ol

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 80d95620-6a83-4f10-b51f-d9e2b012ffac
Taxonomy Alkaloids and derivatives > Emetine alkaloids
IUPAC Name 3-ethyl-2-[(6-hydroxy-7-methoxy-3,4-dihydroisoquinolin-1-yl)methyl]-10-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-9-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H34N2O4/c1-4-16-15-29-8-6-18-12-25(31)27(33-3)14-21(18)23(29)10-19(16)9-22-20-13-26(32-2)24(30)11-17(20)5-7-28-22/h11-14,16,19,23,30-31H,4-10,15H2,1-3H3
InChI Key XRAOZUADTKLWOA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34N2O4
Molecular Weight 450.60 g/mol
Exact Mass 450.25185757 g/mol
Topological Polar Surface Area (TPSA) 74.50 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.50
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-ethyl-2-[(6-hydroxy-7-methoxy-3,4-dihydroisoquinolin-1-yl)methyl]-10-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-9-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6964 69.64%
Caco-2 - 0.5154 51.54%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7277 72.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9115 91.15%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9751 97.51%
P-glycoprotein inhibitior + 0.7492 74.92%
P-glycoprotein substrate + 0.7868 78.68%
CYP3A4 substrate + 0.6623 66.23%
CYP2C9 substrate - 0.8101 81.01%
CYP2D6 substrate + 0.4880 48.80%
CYP3A4 inhibition - 0.7611 76.11%
CYP2C9 inhibition - 0.9292 92.92%
CYP2C19 inhibition - 0.8902 89.02%
CYP2D6 inhibition - 0.5575 55.75%
CYP1A2 inhibition - 0.8328 83.28%
CYP2C8 inhibition + 0.4622 46.22%
CYP inhibitory promiscuity - 0.8918 89.18%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6880 68.80%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9499 94.99%
Skin irritation - 0.7660 76.60%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8976 89.76%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8759 87.59%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6383 63.83%
Acute Oral Toxicity (c) III 0.6701 67.01%
Estrogen receptor binding + 0.8219 82.19%
Androgen receptor binding + 0.6981 69.81%
Thyroid receptor binding + 0.6896 68.96%
Glucocorticoid receptor binding + 0.7409 74.09%
Aromatase binding + 0.6830 68.30%
PPAR gamma + 0.5433 54.33%
Honey bee toxicity - 0.8063 80.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5551 55.51%
Fish aquatic toxicity + 0.8099 80.99%

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 99.49% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.50% 92.94%
CHEMBL2581 P07339 Cathepsin D 94.55% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.38% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.98% 85.14%
CHEMBL261 P00915 Carbonic anhydrase I 91.78% 96.76%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.26% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.93% 91.11%
CHEMBL5747 Q92793 CREB-binding protein 89.41% 95.12%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.96% 95.89%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 88.49% 91.79%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 88.07% 96.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.77% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.56% 93.40%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.26% 82.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.51% 99.17%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.56% 91.03%
CHEMBL3438 Q05513 Protein kinase C zeta 82.97% 88.48%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.95% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.55% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 82.34% 95.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.64% 89.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.19% 93.99%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.15% 95.69%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.51% 95.17%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.42% 90.24%

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 162967625
LOTUS LTS0229078
wikiData Q105340272