4,8-Dimethoxy-1-methyl-3-(3-methylbut-2-en-1-yl)quinolin-2(1H)-one

Details

• Internal ID: ae3809be-19a9-4cbc-99eb-0537ce0d7f51
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4,8-dimethoxy-1-methyl-3-(3-methylbut-2-enyl)quinolin-2-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C(=CC=C2)OC)N(C1=O)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C(=CC=C2)OC)N(C1=O)C)OC)C
• InChI: InChI=1S/C17H21NO3/c1-11(2)9-10-13-16(21-5)12-7-6-8-14(20-4)15(12)18(3)17(13)19/h6-9H,10H2,1-5H3
• InChI Key: SRNUIOCZZWKSIO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₃
• Molecular Weight: 287.35 g/mol
• Exact Mass: 287.15214353 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• SCHEMBL15944327
• DTXSID70573271
• 4,8-Dimethoxy-1-methyl-3-(3-methylbut-2-en-1-yl)quinolin-2(1H)-one
• 3-(3',3'-dimethylallyl)-4,8-dimethoxy-N-methylquinolin-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.9633	96.33%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6095	60.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5608	56.08%
P-glycoprotein inhibitior	-	0.7450	74.50%
P-glycoprotein substrate	-	0.7739	77.39%
CYP3A4 substrate	+	0.5900	59.00%
CYP2C9 substrate	-	0.6060	60.60%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	+	0.5684	56.84%
CYP2C9 inhibition	-	0.6205	62.05%
CYP2C19 inhibition	+	0.7290	72.90%
CYP2D6 inhibition	-	0.8469	84.69%
CYP1A2 inhibition	+	0.8587	85.87%
CYP2C8 inhibition	-	0.8179	81.79%
CYP inhibitory promiscuity	+	0.9212	92.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5555	55.55%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.6315	63.15%
Skin irritation	-	0.8396	83.96%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6626	66.26%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8855	88.55%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7628	76.28%
Acute Oral Toxicity (c)	III	0.6647	66.47%
Estrogen receptor binding	+	0.6970	69.70%
Androgen receptor binding	-	0.5398	53.98%
Thyroid receptor binding	+	0.7354	73.54%
Glucocorticoid receptor binding	-	0.4684	46.84%
Aromatase binding	-	0.6177	61.77%
PPAR gamma	+	0.6119	61.19%
Honey bee toxicity	-	0.8985	89.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8994	89.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.56%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.98%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.21%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.94%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.35%	94.00%
CHEMBL2535	P11166	Glucose transporter	85.97%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.45%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.65%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.11%	89.00%

Plants that contains it

• Glycosmis mauritiana
• Glycosmis parviflora
• Glycosmis pentaphylla
• Zanthoxylum scandens

Cross-Links

• PubChem: 15491437
• LOTUS: LTS0025901
• wikiData: Q82461914