2-(4-Hydroxyphenyl)-1-methylquinolin-4-one

Details

• Internal ID: c718a307-f52e-4e78-9158-7fce1c9fd2b6
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
• IUPAC Name: 2-(4-hydroxyphenyl)-1-methylquinolin-4-one
• InChI: InChI=1S/C16H13NO2/c1-17-14-5-3-2-4-13(14)16(19)10-15(17)11-6-8-12(18)9-7-11/h2-10,18H,1H3
• InChI Key: IVVGAXUISDFFMZ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₃NO₂
• Molecular Weight: 251.28 g/mol
• Exact Mass: 251.094628657 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL276760
• SCHEMBL9390355

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.9267	92.67%
Blood Brain Barrier	+	0.8067	80.67%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8951	89.51%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5361	53.61%
P-glycoprotein inhibitior	-	0.8535	85.35%
P-glycoprotein substrate	-	0.8548	85.48%
CYP3A4 substrate	+	0.5502	55.02%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.7549	75.49%
CYP2C9 inhibition	-	0.7708	77.08%
CYP2C19 inhibition	-	0.8287	82.87%
CYP2D6 inhibition	-	0.8646	86.46%
CYP1A2 inhibition	+	0.6228	62.28%
CYP2C8 inhibition	-	0.6009	60.09%
CYP inhibitory promiscuity	-	0.5906	59.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9410	94.10%
Carcinogenicity (trinary)	Non-required	0.4635	46.35%
Eye corrosion	-	0.9956	99.56%
Eye irritation	+	0.7127	71.27%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7095	70.95%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.6429	64.29%
skin sensitisation	-	0.9055	90.55%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6579	65.79%
Acute Oral Toxicity (c)	III	0.6560	65.60%
Estrogen receptor binding	+	0.8160	81.60%
Androgen receptor binding	+	0.9312	93.12%
Thyroid receptor binding	+	0.6577	65.77%
Glucocorticoid receptor binding	+	0.8321	83.21%
Aromatase binding	+	0.6901	69.01%
PPAR gamma	+	0.7844	78.44%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.5808	58.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.02%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.39%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.70%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	87.41%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.38%	91.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.38%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.37%	93.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.25%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.57%	93.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.16%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.63%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.66%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.52%	99.15%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.26%	92.67%

Plants that contains it

• Skimmia reevesiana

Cross-Links

• PubChem: 11043197
• LOTUS: LTS0082822
• wikiData: Q105121318