1-Methyl-2-((2E)-1-hydroxy-3,7-dimethyl-2,6-octenyl)quinoline-4(1H)-one

Details

• Internal ID: f3124988-a243-4a3d-8197-649077180418
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 2-[(2E)-1-hydroxy-3,7-dimethylocta-2,6-dienyl]-1-methylquinolin-4-one
• SMILES (Canonical): CC(=CCCC(=CC(C1=CC(=O)C2=CC=CC=C2N1C)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/C(C1=CC(=O)C2=CC=CC=C2N1C)O)/C)C
• InChI: InChI=1S/C20H25NO2/c1-14(2)8-7-9-15(3)12-20(23)18-13-19(22)16-10-5-6-11-17(16)21(18)4/h5-6,8,10-13,20,23H,7,9H2,1-4H3/b15-12+
• InChI Key: AWAMJTQSWCOGDM-NTCAYCPXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅NO₂
• Molecular Weight: 311.40 g/mol
• Exact Mass: 311.188529040 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• SCHEMBL14519807

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9362	93.62%
Caco-2	+	0.8150	81.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6653	66.53%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8931	89.31%
P-glycoprotein inhibitior	-	0.6008	60.08%
P-glycoprotein substrate	-	0.7485	74.85%
CYP3A4 substrate	+	0.5451	54.51%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8311	83.11%
CYP3A4 inhibition	-	0.8368	83.68%
CYP2C9 inhibition	-	0.6763	67.63%
CYP2C19 inhibition	-	0.5943	59.43%
CYP2D6 inhibition	-	0.5311	53.11%
CYP1A2 inhibition	+	0.8088	80.88%
CYP2C8 inhibition	-	0.8050	80.50%
CYP inhibitory promiscuity	+	0.7832	78.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5737	57.37%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9195	91.95%
Skin irritation	-	0.7872	78.72%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6988	69.88%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5304	53.04%
skin sensitisation	-	0.8242	82.42%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7334	73.34%
Acute Oral Toxicity (c)	III	0.7609	76.09%
Estrogen receptor binding	+	0.8412	84.12%
Androgen receptor binding	+	0.6608	66.08%
Thyroid receptor binding	+	0.7460	74.60%
Glucocorticoid receptor binding	+	0.8210	82.10%
Aromatase binding	+	0.6962	69.62%
PPAR gamma	+	0.8414	84.14%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8945	89.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.80%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.13%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.06%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.65%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.48%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.97%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.52%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.84%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.39%	94.62%

Plants that contains it

• Strychnos guianensis

Cross-Links

• PubChem: 9883214
• LOTUS: LTS0105510
• wikiData: Q105027387