4-Methoxy-1-methyl-3-(3-methylbut-2-enyl)quinolin-2-one

Details

• Internal ID: 85d50ef0-29fd-4df1-a4e0-60e8af58c7c5
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4-methoxy-1-methyl-3-(3-methylbut-2-enyl)quinolin-2-one
• SMILES (Canonical): CC(=CCC1=C(C2=CC=CC=C2N(C1=O)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C2=CC=CC=C2N(C1=O)C)OC)C
• InChI: InChI=1S/C16H19NO2/c1-11(2)9-10-13-15(19-4)12-7-5-6-8-14(12)17(3)16(13)18/h5-9H,10H2,1-4H3
• InChI Key: OGNDPMMWXRHXND-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.33 g/mol
• Exact Mass: 257.141578849 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.06
• 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	+	0.9586	95.86%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5658	56.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5735	57.35%
P-glycoprotein inhibitior	-	0.8472	84.72%
P-glycoprotein substrate	-	0.8612	86.12%
CYP3A4 substrate	+	0.5576	55.76%
CYP2C9 substrate	-	0.6060	60.60%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.6071	60.71%
CYP2C9 inhibition	-	0.5918	59.18%
CYP2C19 inhibition	+	0.7056	70.56%
CYP2D6 inhibition	-	0.8043	80.43%
CYP1A2 inhibition	+	0.7990	79.90%
CYP2C8 inhibition	-	0.9017	90.17%
CYP inhibitory promiscuity	+	0.8901	89.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5081	50.81%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.5388	53.88%
Skin irritation	-	0.8329	83.29%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3597	35.97%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8679	86.79%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7603	76.03%
Acute Oral Toxicity (c)	III	0.6726	67.26%
Estrogen receptor binding	+	0.7058	70.58%
Androgen receptor binding	+	0.5245	52.45%
Thyroid receptor binding	+	0.6568	65.68%
Glucocorticoid receptor binding	+	0.5997	59.97%
Aromatase binding	-	0.6132	61.32%
PPAR gamma	+	0.6700	67.00%
Honey bee toxicity	-	0.9008	90.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8902	89.02%

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	97.33%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.92%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	93.06%	98.59%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.36%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.32%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.83%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.74%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.28%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.73%	89.00%

Plants that contains it

• Citrus maxima
• Conchocarpus guyanensis
• Drummondita calida
• Orixa japonica
• Zanthoxylum beecheyanum

Cross-Links

• PubChem: 15460082
• LOTUS: LTS0048124
• wikiData: Q104193346