(R)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-3-yl)methanol

Details

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Internal ID 2bbbe3ee-3706-44b0-800f-ae7b385c080e
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives
IUPAC Name (R)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-3-yl)methanol
SMILES (Canonical) COC1=CC2=CC(=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O
SMILES (Isomeric) COC1=CC2=CC(=CN=C2C=C1)[C@H]([C@H]3CC4CCN3C[C@@H]4C=C)O
InChI InChI=1S/C20H24N2O2/c1-3-13-12-22-7-6-14(13)10-19(22)20(23)16-8-15-9-17(24-2)4-5-18(15)21-11-16/h3-5,8-9,11,13-14,19-20,23H,1,6-7,10,12H2,2H3/t13-,14?,19+,20+/m0/s1
InChI Key SWUJZPBOVFEUQT-DMHQBCLBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24N2O2
Molecular Weight 324.40 g/mol
Exact Mass 324.183778013 g/mol
Topological Polar Surface Area (TPSA) 45.60 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.17
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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AC-20296

2D Structure

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2D Structure of (R)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-3-yl)methanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9797 97.97%
Caco-2 + 0.6969 69.69%
Blood Brain Barrier + 0.5076 50.76%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.7938 79.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9333 93.33%
OATP1B3 inhibitior + 0.9508 95.08%
MATE1 inhibitior - 0.8205 82.05%
OCT2 inhibitior + 1.0000 100.00%
BSEP inhibitior - 0.4557 45.57%
P-glycoprotein inhibitior - 0.5079 50.79%
P-glycoprotein substrate + 0.6658 66.58%
CYP3A4 substrate + 0.6592 65.92%
CYP2C9 substrate - 0.8672 86.72%
CYP2D6 substrate + 0.6226 62.26%
CYP3A4 inhibition - 0.8565 85.65%
CYP2C9 inhibition - 0.9094 90.94%
CYP2C19 inhibition - 0.8620 86.20%
CYP2D6 inhibition + 0.8206 82.06%
CYP1A2 inhibition - 0.8567 85.67%
CYP2C8 inhibition - 0.8701 87.01%
CYP inhibitory promiscuity - 0.7498 74.98%
UGT catelyzed + 0.5159 51.59%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6287 62.87%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9843 98.43%
Skin irritation + 0.6102 61.02%
Skin corrosion - 0.9142 91.42%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7892 78.92%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation - 0.8657 86.57%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7604 76.04%
Acute Oral Toxicity (c) II 0.6954 69.54%
Estrogen receptor binding + 0.6552 65.52%
Androgen receptor binding + 0.6713 67.13%
Thyroid receptor binding - 0.5191 51.91%
Glucocorticoid receptor binding + 0.7245 72.45%
Aromatase binding + 0.6311 63.11%
PPAR gamma - 0.7270 72.70%
Honey bee toxicity - 0.7563 75.63%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity - 0.5637 56.37%

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 97.35% 96.09%
CHEMBL2243 O00519 Anandamide amidohydrolase 96.76% 97.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.90% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.38% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.04% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.94% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.34% 93.40%
CHEMBL240 Q12809 HERG 91.92% 89.76%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.88% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.22% 94.45%
CHEMBL5203 P33316 dUTP pyrophosphatase 91.01% 99.18%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.84% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.45% 91.03%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.13% 96.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 90.12% 95.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.88% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.26% 93.99%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 87.57% 94.97%
CHEMBL4208 P20618 Proteasome component C5 87.31% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.28% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.30% 94.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 84.57% 98.33%
CHEMBL290 Q13370 Phosphodiesterase 3B 83.87% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.36% 97.09%
CHEMBL5747 Q92793 CREB-binding protein 82.81% 95.12%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.54% 98.99%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.40% 94.08%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.36% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 80.16% 92.98%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.15% 92.62%

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.
Cinchona calisaya

Cross-Links

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PubChem 46705407
NPASS NPC251430