4-Methoxy-1-methyl-3-(3-methylbuta-1,3-dienyl)quinolin-2-one

Details

• Internal ID: c08d7747-0bfe-43e4-ab94-a31ab9916a8a
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4-methoxy-1-methyl-3-(3-methylbuta-1,3-dienyl)quinolin-2-one
• SMILES (Canonical): CC(=C)C=CC1=C(C2=CC=CC=C2N(C1=O)C)OC
• SMILES (Isomeric): CC(=C)C=CC1=C(C2=CC=CC=C2N(C1=O)C)OC
• InChI: InChI=1S/C16H17NO2/c1-11(2)9-10-13-15(19-4)12-7-5-6-8-14(12)17(3)16(13)18/h5-10H,1H2,2-4H3
• InChI Key: KUJRJLUCKWRGPV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.31 g/mol
• Exact Mass: 255.125928785 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.8818	88.18%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5426	54.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5923	59.23%
P-glycoprotein inhibitior	-	0.7718	77.18%
P-glycoprotein substrate	-	0.8628	86.28%
CYP3A4 substrate	+	0.5833	58.33%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	+	0.5339	53.39%
CYP2C9 inhibition	-	0.7444	74.44%
CYP2C19 inhibition	+	0.6296	62.96%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	+	0.6973	69.73%
CYP2C8 inhibition	-	0.8169	81.69%
CYP inhibitory promiscuity	+	0.7659	76.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4506	45.06%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.5419	54.19%
Skin irritation	-	0.8391	83.91%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6709	67.09%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	+	0.7448	74.48%
skin sensitisation	-	0.8869	88.69%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5869	58.69%
Acute Oral Toxicity (c)	III	0.5480	54.80%
Estrogen receptor binding	+	0.7927	79.27%
Androgen receptor binding	+	0.5852	58.52%
Thyroid receptor binding	+	0.7692	76.92%
Glucocorticoid receptor binding	+	0.6285	62.85%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	-	0.5943	59.43%
Honey bee toxicity	-	0.8601	86.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8515	85.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.73%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.12%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.09%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.95%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.54%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.14%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.98%	91.49%
CHEMBL255	P29275	Adenosine A2b receptor	86.41%	98.59%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.74%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.57%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.41%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.04%	94.00%

Plants that contains it

• Zanthoxylum simulans

Cross-Links

• PubChem: 162951935
• LOTUS: LTS0255394
• wikiData: Q105146188