2-methoxy-5-[2-[(2S)-1-methyl-3,4-dihydro-2H-quinolin-2-yl]ethyl]phenol

Details

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Internal ID dd88e76c-c854-4773-8eff-5177182d32bb
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Hydroquinolines
IUPAC Name 2-methoxy-5-[2-[(2S)-1-methyl-3,4-dihydro-2H-quinolin-2-yl]ethyl]phenol
SMILES (Canonical) CN1C(CCC2=CC=CC=C21)CCC3=CC(=C(C=C3)OC)O
SMILES (Isomeric) CN1[C@H](CCC2=CC=CC=C21)CCC3=CC(=C(C=C3)OC)O
InChI InChI=1S/C19H23NO2/c1-20-16(11-9-15-5-3-4-6-17(15)20)10-7-14-8-12-19(22-2)18(21)13-14/h3-6,8,12-13,16,21H,7,9-11H2,1-2H3/t16-/m0/s1
InChI Key XIKOQBHVYFFYGH-INIZCTEOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C19H23NO2
Molecular Weight 297.40 g/mol
Exact Mass 297.172878976 g/mol
Topological Polar Surface Area (TPSA) 32.70 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.78
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-methoxy-5-[2-[(2S)-1-methyl-3,4-dihydro-2H-quinolin-2-yl]ethyl]phenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9528 95.28%
Caco-2 + 0.8878 88.78%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6493 64.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9155 91.55%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8265 82.65%
P-glycoprotein inhibitior - 0.5324 53.24%
P-glycoprotein substrate + 0.5135 51.35%
CYP3A4 substrate + 0.5774 57.74%
CYP2C9 substrate + 0.7825 78.25%
CYP2D6 substrate + 0.7155 71.55%
CYP3A4 inhibition - 0.7226 72.26%
CYP2C9 inhibition - 0.8030 80.30%
CYP2C19 inhibition - 0.5200 52.00%
CYP2D6 inhibition + 0.7908 79.08%
CYP1A2 inhibition + 0.7688 76.88%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.6107 61.07%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6400 64.00%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9784 97.84%
Skin irritation - 0.7453 74.53%
Skin corrosion - 0.9056 90.56%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8648 86.48%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6699 66.99%
skin sensitisation - 0.8753 87.53%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8170 81.70%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.9568 95.68%
Acute Oral Toxicity (c) III 0.6570 65.70%
Estrogen receptor binding + 0.9267 92.67%
Androgen receptor binding + 0.6002 60.02%
Thyroid receptor binding + 0.7498 74.98%
Glucocorticoid receptor binding + 0.7000 70.00%
Aromatase binding + 0.7608 76.08%
PPAR gamma + 0.5331 53.31%
Honey bee toxicity - 0.9028 90.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.8577 85.77%

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 99.05% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.86% 93.99%
CHEMBL2581 P07339 Cathepsin D 96.36% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 94.98% 95.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.66% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.07% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.65% 95.56%
CHEMBL2535 P11166 Glucose transporter 90.99% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.87% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.39% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.81% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.75% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.12% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.05% 99.17%
CHEMBL4208 P20618 Proteasome component C5 82.02% 90.00%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.14% 91.43%

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.
Angostura trifoliata

Cross-Links

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PubChem 9971863
LOTUS LTS0006216
wikiData Q105328551