2-[(4E,6Z)-3-oxonona-4,6-dienyl]-1H-quinolin-4-one

Details

• Internal ID: 768ce10d-524b-41f5-b1bc-c26c6a6470fb
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 2-[(4E,6Z)-3-oxonona-4,6-dienyl]-1H-quinolin-4-one
• SMILES (Canonical): CCC=CC=CC(=O)CCC1=CC(=O)C2=CC=CC=C2N1
• SMILES (Isomeric): CC/C=C\C=C\C(=O)CCC1=CC(=O)C2=CC=CC=C2N1
• InChI: InChI=1S/C18H19NO2/c1-2-3-4-5-8-15(20)12-11-14-13-18(21)16-9-6-7-10-17(16)19-14/h3-10,13H,2,11-12H2,1H3,(H,19,21)/b4-3-,8-5+
• InChI Key: UGVTZPDENQHWKP-HMRFFJRGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₂
• Molecular Weight: 281.30 g/mol
• Exact Mass: 281.141578849 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5399	53.99%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6936	69.36%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8439	84.39%
P-glycoprotein inhibitior	-	0.8071	80.71%
P-glycoprotein substrate	-	0.8121	81.21%
CYP3A4 substrate	+	0.5459	54.59%
CYP2C9 substrate	-	0.5860	58.60%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.5270	52.70%
CYP2C9 inhibition	-	0.7138	71.38%
CYP2C19 inhibition	-	0.5469	54.69%
CYP2D6 inhibition	-	0.8251	82.51%
CYP1A2 inhibition	+	0.8240	82.40%
CYP2C8 inhibition	+	0.4919	49.19%
CYP inhibitory promiscuity	+	0.6227	62.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.6888	68.88%
Skin irritation	-	0.8148	81.48%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7173	71.73%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8060	80.60%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7814	78.14%
Acute Oral Toxicity (c)	III	0.7486	74.86%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.5701	57.01%
Thyroid receptor binding	+	0.6015	60.15%
Glucocorticoid receptor binding	-	0.6499	64.99%
Aromatase binding	+	0.7812	78.12%
PPAR gamma	+	0.6520	65.20%
Honey bee toxicity	-	0.9600	96.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7411	74.11%

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	98.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.00%	91.71%
CHEMBL255	P29275	Adenosine A2b receptor	92.72%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.29%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.94%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.01%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.34%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.27%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.81%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.85%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.40%	86.33%
CHEMBL1781	P11387	DNA topoisomerase I	80.55%	97.00%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 101480812
• LOTUS: LTS0059014
• wikiData: Q105272600