3-[(E)-but-2-enyl]-4-ethoxy-8-hydroxy-1-methylquinolin-2-one

Details

• Internal ID: af69e479-4d6e-4751-b81c-7c34fbad6fef
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroxyquinolones
• IUPAC Name: 3-[(E)-but-2-enyl]-4-ethoxy-8-hydroxy-1-methylquinolin-2-one
• SMILES (Canonical): CCOC1=C(C(=O)N(C2=C1C=CC=C2O)C)CC=CC
• SMILES (Isomeric): CCOC1=C(C(=O)N(C2=C1C=CC=C2O)C)C/C=C/C
• InChI: InChI=1S/C16H19NO3/c1-4-6-8-12-15(20-5-2)11-9-7-10-13(18)14(11)17(3)16(12)19/h4,6-7,9-10,18H,5,8H2,1-3H3/b6-4+
• InChI Key: UWIULCYKVGIOPW-GQCTYLIASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.33 g/mol
• Exact Mass: 273.13649347 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.9502	95.02%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6806	68.06%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8482	84.82%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5418	54.18%
P-glycoprotein inhibitior	-	0.8956	89.56%
P-glycoprotein substrate	-	0.8243	82.43%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	0.6034	60.34%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	+	0.5969	59.69%
CYP2C9 inhibition	-	0.7910	79.10%
CYP2C19 inhibition	+	0.6189	61.89%
CYP2D6 inhibition	-	0.8576	85.76%
CYP1A2 inhibition	+	0.8522	85.22%
CYP2C8 inhibition	-	0.6333	63.33%
CYP inhibitory promiscuity	+	0.8066	80.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6300	63.00%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7746	77.46%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5222	52.22%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9140	91.40%
Acute Oral Toxicity (c)	III	0.6935	69.35%
Estrogen receptor binding	+	0.7349	73.49%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5986	59.86%
Glucocorticoid receptor binding	+	0.5892	58.92%
Aromatase binding	-	0.5784	57.84%
PPAR gamma	+	0.6876	68.76%
Honey bee toxicity	-	0.9050	90.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8641	86.41%

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	97.66%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.31%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.30%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.98%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.86%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.88%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.97%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	85.19%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.89%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.91%	99.23%

Plants that contains it

• Glycosmis mauritiana
• Zanthoxylum scandens

Cross-Links

• PubChem: 14192079
• LOTUS: LTS0017180
• wikiData: Q104402145