4-Hydroxy-1-methyl-3-(3-methylbut-3-en-2-yl)quinolin-2(1H)-one

Details

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Internal ID 425e03c2-4c09-4137-9b5f-ee749d6c2077
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
IUPAC Name 4-hydroxy-1-methyl-3-(3-methylbut-3-en-2-yl)quinolin-2-one
SMILES (Canonical) CC(C1=C(C2=CC=CC=C2N(C1=O)C)O)C(=C)C
SMILES (Isomeric) CC(C1=C(C2=CC=CC=C2N(C1=O)C)O)C(=C)C
InChI InChI=1S/C15H17NO2/c1-9(2)10(3)13-14(17)11-7-5-6-8-12(11)16(4)15(13)18/h5-8,10,17H,1H2,2-4H3
InChI Key JMBZNSBOSHLXFX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H17NO2
Molecular Weight 243.30 g/mol
Exact Mass 243.125928785 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.92
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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20105-23-1
4-Hydroxy-1-methyl-3-(3-methylbut-3-en-2-yl)quinolin-2(1H)-one

2D Structure

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2D Structure of 4-Hydroxy-1-methyl-3-(3-methylbut-3-en-2-yl)quinolin-2(1H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9857 98.57%
Caco-2 + 0.8975 89.75%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5629 56.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9118 91.18%
OATP1B3 inhibitior + 0.9514 95.14%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.6656 66.56%
P-glycoprotein inhibitior - 0.9001 90.01%
P-glycoprotein substrate - 0.8475 84.75%
CYP3A4 substrate + 0.5449 54.49%
CYP2C9 substrate + 0.5937 59.37%
CYP2D6 substrate - 0.8828 88.28%
CYP3A4 inhibition - 0.6968 69.68%
CYP2C9 inhibition - 0.8041 80.41%
CYP2C19 inhibition - 0.5544 55.44%
CYP2D6 inhibition - 0.9153 91.53%
CYP1A2 inhibition + 0.6225 62.25%
CYP2C8 inhibition - 0.9606 96.06%
CYP inhibitory promiscuity - 0.5622 56.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4800 48.00%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8244 82.44%
Skin irritation - 0.8203 82.03%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5968 59.68%
Micronuclear + 0.7659 76.59%
Hepatotoxicity + 0.8375 83.75%
skin sensitisation - 0.8644 86.44%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6423 64.23%
Acute Oral Toxicity (c) III 0.5639 56.39%
Estrogen receptor binding + 0.6986 69.86%
Androgen receptor binding + 0.5552 55.52%
Thyroid receptor binding + 0.6341 63.41%
Glucocorticoid receptor binding - 0.6062 60.62%
Aromatase binding + 0.6166 61.66%
PPAR gamma - 0.5523 55.23%
Honey bee toxicity - 0.9060 90.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.7844 78.44%

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
CHEMBL2581 P07339 Cathepsin D 98.76% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 98.69% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.27% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.43% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.16% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.99% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.69% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 88.21% 98.59%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 87.84% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.25% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.79% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 84.35% 94.73%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 84.28% 85.94%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.32% 93.65%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.38% 86.33%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.17% 80.78%

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.
Ravenia spectabilis

Cross-Links

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PubChem 54735254
LOTUS LTS0137792
wikiData Q82653929