4-(3-Methylbut-2-enoxy)quinolin-2-ol

Details

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Internal ID b18b93dc-6ae3-44ff-9430-a8108dc63c28
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
IUPAC Name 4-(3-methylbut-2-enoxy)-1H-quinolin-2-one
SMILES (Canonical) CC(=CCOC1=CC(=O)NC2=CC=CC=C21)C
SMILES (Isomeric) CC(=CCOC1=CC(=O)NC2=CC=CC=C21)C
InChI InChI=1S/C14H15NO2/c1-10(2)7-8-17-13-9-14(16)15-12-6-4-3-5-11(12)13/h3-7,9H,8H2,1-2H3,(H,15,16)
InChI Key OMAQSBSTRQMNRM-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C14H15NO2
Molecular Weight 229.27 g/mol
Exact Mass 229.110278721 g/mol
Topological Polar Surface Area (TPSA) 38.30 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.87
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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4-(3-methylbut-2-enoxy)quinolin-2-ol
4-[(3-Methylbut-2-en-1-yl)oxy]quinolin-2-ol

2D Structure

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2D Structure of 4-(3-Methylbut-2-enoxy)quinolin-2-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5939 59.39%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7238 72.38%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.9129 91.29%
OATP1B3 inhibitior + 0.9495 94.95%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4681 46.81%
P-glycoprotein inhibitior - 0.9016 90.16%
P-glycoprotein substrate - 0.9024 90.24%
CYP3A4 substrate + 0.5088 50.88%
CYP2C9 substrate - 0.6091 60.91%
CYP2D6 substrate - 0.8593 85.93%
CYP3A4 inhibition - 0.7389 73.89%
CYP2C9 inhibition - 0.5406 54.06%
CYP2C19 inhibition + 0.6508 65.08%
CYP2D6 inhibition - 0.8367 83.67%
CYP1A2 inhibition + 0.9428 94.28%
CYP2C8 inhibition - 0.6438 64.38%
CYP inhibitory promiscuity + 0.7785 77.85%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6232 62.32%
Eye corrosion - 0.9897 98.97%
Eye irritation + 0.7694 76.94%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9658 96.58%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6804 68.04%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8000 80.00%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.5640 56.40%
Acute Oral Toxicity (c) III 0.6990 69.90%
Estrogen receptor binding + 0.7513 75.13%
Androgen receptor binding + 0.6530 65.30%
Thyroid receptor binding + 0.5375 53.75%
Glucocorticoid receptor binding - 0.5207 52.07%
Aromatase binding + 0.7591 75.91%
PPAR gamma + 0.6536 65.36%
Honey bee toxicity - 0.9280 92.80%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8440 84.40%

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 97.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.47% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.00% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.92% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.46% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 90.24% 94.73%
CHEMBL2535 P11166 Glucose transporter 88.69% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.84% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 87.82% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.42% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.59% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.26% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.89% 94.62%
CHEMBL1951 P21397 Monoamine oxidase A 81.68% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.00% 85.14%

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.
Haplophyllum acutifolium

Cross-Links

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PubChem 21770009
LOTUS LTS0023662
wikiData Q105194234