2-(12-hydroxy-12-methyltridecyl)-3H-quinolin-4-one

Details

• Internal ID: d6f51c8a-d423-4ebd-9af9-f3c421eb419a
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroquinolines
• IUPAC Name: 2-(12-hydroxy-12-methyltridecyl)-3H-quinolin-4-one
• SMILES (Canonical): CC(C)(CCCCCCCCCCCC1=NC2=CC=CC=C2C(=O)C1)O
• SMILES (Isomeric): CC(C)(CCCCCCCCCCCC1=NC2=CC=CC=C2C(=O)C1)O
• InChI: InChI=1S/C23H35NO2/c1-23(2,26)17-13-9-7-5-3-4-6-8-10-14-19-18-22(25)20-15-11-12-16-21(20)24-19/h11-12,15-16,26H,3-10,13-14,17-18H2,1-2H3
• InChI Key: FRFHCUSWGKQCJH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₂
• Molecular Weight: 357.50 g/mol
• Exact Mass: 357.266779359 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.5843	58.43%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7925	79.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7821	78.21%
P-glycoprotein inhibitior	-	0.5387	53.87%
P-glycoprotein substrate	-	0.6003	60.03%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.7926	79.26%
CYP3A4 inhibition	-	0.5439	54.39%
CYP2C9 inhibition	-	0.8140	81.40%
CYP2C19 inhibition	-	0.7180	71.80%
CYP2D6 inhibition	-	0.7398	73.98%
CYP1A2 inhibition	-	0.6289	62.89%
CYP2C8 inhibition	-	0.7963	79.63%
CYP inhibitory promiscuity	-	0.8747	87.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6648	66.48%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8379	83.79%
Skin irritation	-	0.7379	73.79%
Skin corrosion	-	0.8873	88.73%
Ames mutagenesis	-	0.7437	74.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8827	88.27%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7523	75.23%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4595	45.95%
Acute Oral Toxicity (c)	III	0.7039	70.39%
Estrogen receptor binding	+	0.6183	61.83%
Androgen receptor binding	-	0.7235	72.35%
Thyroid receptor binding	+	0.7240	72.40%
Glucocorticoid receptor binding	-	0.5573	55.73%
Aromatase binding	+	0.5237	52.37%
PPAR gamma	+	0.7624	76.24%
Honey bee toxicity	-	0.9478	94.78%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6528	65.28%
Fish aquatic toxicity	+	0.7994	79.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.39%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.22%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.18%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.24%	96.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.45%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.82%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.69%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.32%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	80.77%	93.31%

Plants that contains it

• Dictyoloma vandellianum

Cross-Links

• PubChem: 163192248
• LOTUS: LTS0064959
• wikiData: Q105000150