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

Details

• Internal ID: f17c3bfd-2e8f-4734-9aff-abec888963f2
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroquinolines
• IUPAC Name: 2-(12-hydroxy-12-methyltridecyl)-3-methoxy-3H-quinolin-4-one
• SMILES (Canonical): CC(C)(CCCCCCCCCCCC1=NC2=CC=CC=C2C(=O)C1OC)O
• SMILES (Isomeric): CC(C)(CCCCCCCCCCCC1=NC2=CC=CC=C2C(=O)C1OC)O
• InChI: InChI=1S/C24H37NO3/c1-24(2,27)18-14-10-8-6-4-5-7-9-11-17-21-23(28-3)22(26)19-15-12-13-16-20(19)25-21/h12-13,15-16,23,27H,4-11,14,17-18H2,1-3H3
• InChI Key: XOMLDXGKEMWDQG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₇NO₃
• Molecular Weight: 387.60 g/mol
• Exact Mass: 387.27734404 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.5269	52.69%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9291	92.91%
P-glycoprotein inhibitior	-	0.4664	46.64%
P-glycoprotein substrate	-	0.5946	59.46%
CYP3A4 substrate	+	0.6391	63.91%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7897	78.97%
CYP3A4 inhibition	+	0.6999	69.99%
CYP2C9 inhibition	-	0.7677	76.77%
CYP2C19 inhibition	-	0.6171	61.71%
CYP2D6 inhibition	-	0.7506	75.06%
CYP1A2 inhibition	-	0.6535	65.35%
CYP2C8 inhibition	+	0.5147	51.47%
CYP inhibitory promiscuity	-	0.7808	78.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6827	68.27%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9459	94.59%
Skin irritation	-	0.7349	73.49%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.9145	91.45%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5695	56.95%
skin sensitisation	-	0.8156	81.56%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7375	73.75%
Acute Oral Toxicity (c)	III	0.6112	61.12%
Estrogen receptor binding	+	0.6245	62.45%
Androgen receptor binding	+	0.5594	55.94%
Thyroid receptor binding	+	0.6778	67.78%
Glucocorticoid receptor binding	-	0.4864	48.64%
Aromatase binding	-	0.5310	53.10%
PPAR gamma	-	0.4926	49.26%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6366	63.66%
Fish aquatic toxicity	+	0.7699	76.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.08%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.62%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.45%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	87.53%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.13%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.09%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.33%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.03%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.59%	93.65%

Plants that contains it

• Dictyoloma vandellianum

Cross-Links

• PubChem: 78070226
• LOTUS: LTS0117052
• wikiData: Q105337810