3-[(2S)-2-hydroxy-3-methylbut-3-enyl]-4-methoxy-1-methylquinolin-2-one

Details

• Internal ID: 7c330e3b-3083-44f7-9295-674feeea99d0
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 3-[(2S)-2-hydroxy-3-methylbut-3-enyl]-4-methoxy-1-methylquinolin-2-one
• SMILES (Canonical): CC(=C)C(CC1=C(C2=CC=CC=C2N(C1=O)C)OC)O
• SMILES (Isomeric): CC(=C)[C@H](CC1=C(C2=CC=CC=C2N(C1=O)C)OC)O
• InChI: InChI=1S/C16H19NO3/c1-10(2)14(18)9-12-15(20-4)11-7-5-6-8-13(11)17(3)16(12)19/h5-8,14,18H,1,9H2,2-4H3/t14-/m0/s1
• InChI Key: VGHOSFQUGUUEOL-AWEZNQCLSA-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: 2.10
• Atomic LogP (AlogP): 2.03
• 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	+	0.9854	98.54%
Caco-2	+	0.8033	80.33%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4494	44.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7907	79.07%
P-glycoprotein inhibitior	-	0.9139	91.39%
P-glycoprotein substrate	-	0.7912	79.12%
CYP3A4 substrate	+	0.5960	59.60%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.8017	80.17%
CYP3A4 inhibition	+	0.6384	63.84%
CYP2C9 inhibition	-	0.7753	77.53%
CYP2C19 inhibition	+	0.5093	50.93%
CYP2D6 inhibition	-	0.8336	83.36%
CYP1A2 inhibition	+	0.6532	65.32%
CYP2C8 inhibition	-	0.8564	85.64%
CYP inhibitory promiscuity	+	0.6218	62.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5032	50.32%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8457	84.57%
Skin irritation	-	0.8145	81.45%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6588	65.88%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.5319	53.19%
skin sensitisation	-	0.8715	87.15%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7861	78.61%
Acute Oral Toxicity (c)	III	0.6061	60.61%
Estrogen receptor binding	+	0.5985	59.85%
Androgen receptor binding	-	0.6155	61.55%
Thyroid receptor binding	+	0.5971	59.71%
Glucocorticoid receptor binding	-	0.5441	54.41%
Aromatase binding	-	0.6492	64.92%
PPAR gamma	+	0.5318	53.18%
Honey bee toxicity	-	0.8554	85.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8202	82.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.37%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.36%	83.82%
CHEMBL255	P29275	Adenosine A2b receptor	87.30%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.33%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.16%	93.99%
CHEMBL240	Q12809	HERG	82.50%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.01%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

• Skimmia laureola

Cross-Links

• PubChem: 10730970
• LOTUS: LTS0268045
• wikiData: Q104888334