4,8-dimethoxy-3-(3-methyl-2-oxobut-3-enyl)-1H-quinolin-2-one

Details

Top
Internal ID 58c47c12-c4f4-43a1-a4a1-f932ad119cf9
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
IUPAC Name 4,8-dimethoxy-3-(3-methyl-2-oxobut-3-enyl)-1H-quinolin-2-one
SMILES (Canonical) CC(=C)C(=O)CC1=C(C2=C(C(=CC=C2)OC)NC1=O)OC
SMILES (Isomeric) CC(=C)C(=O)CC1=C(C2=C(C(=CC=C2)OC)NC1=O)OC
InChI InChI=1S/C16H17NO4/c1-9(2)12(18)8-11-15(21-4)10-6-5-7-13(20-3)14(10)17-16(11)19/h5-7H,1,8H2,2-4H3,(H,17,19)
InChI Key VFWNCZFTWWFXGW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C16H17NO4
Molecular Weight 287.31 g/mol
Exact Mass 287.11575802 g/mol
Topological Polar Surface Area (TPSA) 64.60 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.23
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 4,8-dimethoxy-3-(3-methyl-2-oxobut-3-enyl)-1H-quinolin-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9934 99.34%
Caco-2 + 0.7571 75.71%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.5694 56.94%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.9239 92.39%
OATP1B3 inhibitior + 0.9397 93.97%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.4788 47.88%
P-glycoprotein inhibitior - 0.8544 85.44%
P-glycoprotein substrate - 0.7919 79.19%
CYP3A4 substrate + 0.5843 58.43%
CYP2C9 substrate - 0.5979 59.79%
CYP2D6 substrate - 0.8401 84.01%
CYP3A4 inhibition + 0.6490 64.90%
CYP2C9 inhibition - 0.7085 70.85%
CYP2C19 inhibition + 0.5454 54.54%
CYP2D6 inhibition - 0.9171 91.71%
CYP1A2 inhibition + 0.6861 68.61%
CYP2C8 inhibition - 0.6261 62.61%
CYP inhibitory promiscuity + 0.7315 73.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6649 66.49%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.7446 74.46%
Skin irritation - 0.8410 84.10%
Skin corrosion - 0.9539 95.39%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5656 56.56%
Micronuclear + 0.6959 69.59%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.8865 88.65%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6037 60.37%
Acute Oral Toxicity (c) III 0.5946 59.46%
Estrogen receptor binding + 0.7622 76.22%
Androgen receptor binding + 0.5298 52.98%
Thyroid receptor binding + 0.6018 60.18%
Glucocorticoid receptor binding + 0.6776 67.76%
Aromatase binding + 0.5453 54.53%
PPAR gamma + 0.6646 66.46%
Honey bee toxicity - 0.8833 88.33%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9139 91.39%

Targets

Top

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.57% 95.56%
CHEMBL2535 P11166 Glucose transporter 95.40% 98.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.02% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.35% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.04% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.00% 98.95%
CHEMBL1255126 O15151 Protein Mdm4 91.74% 90.20%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.70% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.11% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.01% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.80% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.62% 99.17%
CHEMBL255 P29275 Adenosine A2b receptor 83.21% 98.59%
CHEMBL2047 Q96RI1 Bile acid receptor FXR 83.21% 96.10%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.63% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.43% 96.00%
CHEMBL4040 P28482 MAP kinase ERK2 81.24% 83.82%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.52% 94.80%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.20% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.09% 89.00%

Plants that contains it

Top
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.
Orixa japonica

Cross-Links

Top
PubChem 11426211
LOTUS LTS0246177
wikiData Q105285622