3,3-Bis(but-3-enyl)-4-methoxy-1,4-dihydroquinolin-2-one

Details

• Internal ID: 4da648c6-17f9-48d5-a7a7-e16bb5e59766
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 3,3-bis(but-3-enyl)-4-methoxy-1,4-dihydroquinolin-2-one
• SMILES (Canonical): COC1C2=CC=CC=C2NC(=O)C1(CCC=C)CCC=C
• SMILES (Isomeric): COC1C2=CC=CC=C2NC(=O)C1(CCC=C)CCC=C
• InChI: InChI=1S/C18H23NO2/c1-4-6-12-18(13-7-5-2)16(21-3)14-10-8-9-11-15(14)19-17(18)20/h4-5,8-11,16H,1-2,6-7,12-13H2,3H3,(H,19,20)
• InChI Key: YZVDZYQLCWDXCS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₂
• Molecular Weight: 285.40 g/mol
• Exact Mass: 285.172878976 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.6114	61.14%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7443	74.43%
P-glycoprotein inhibitior	-	0.9112	91.12%
P-glycoprotein substrate	-	0.8797	87.97%
CYP3A4 substrate	+	0.5971	59.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7717	77.17%
CYP3A4 inhibition	-	0.5576	55.76%
CYP2C9 inhibition	-	0.6662	66.62%
CYP2C19 inhibition	+	0.6381	63.81%
CYP2D6 inhibition	-	0.8096	80.96%
CYP1A2 inhibition	+	0.5803	58.03%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6443	64.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9693	96.93%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3668	36.68%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6481	64.81%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6713	67.13%
Acute Oral Toxicity (c)	III	0.5838	58.38%
Estrogen receptor binding	+	0.5300	53.00%
Androgen receptor binding	+	0.5324	53.24%
Thyroid receptor binding	-	0.5611	56.11%
Glucocorticoid receptor binding	-	0.7011	70.11%
Aromatase binding	-	0.4839	48.39%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.5593	55.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8709	87.09%

Targets

Proven Targets:

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	96.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.35%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.42%	94.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.02%	91.07%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.81%	85.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.96%	85.14%

Plants that contains it

• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 5316878
• LOTUS: LTS0053763
• wikiData: Q105369494