5-Hydroxy-1-methyl-2-phenylquinolin-4(1H)-one

Details

• Internal ID: 479792e0-68d9-404c-8622-fb93e177acde
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
• IUPAC Name: 5-hydroxy-1-methyl-2-phenylquinolin-4-one
• InChI: InChI=1S/C16H13NO2/c1-17-12-8-5-9-14(18)16(12)15(19)10-13(17)11-6-3-2-4-7-11/h2-10,18H,1H3
• InChI Key: PKIWUAXCGOWBKS-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: 3.50
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL5283771

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8897	88.97%
Blood Brain Barrier	+	0.7817	78.17%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8697	86.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9687	96.87%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5969	59.69%
P-glycoprotein inhibitior	-	0.8423	84.23%
P-glycoprotein substrate	-	0.8734	87.34%
CYP3A4 substrate	-	0.5534	55.34%
CYP2C9 substrate	-	0.6330	63.30%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8314	83.14%
CYP2C9 inhibition	-	0.8871	88.71%
CYP2C19 inhibition	-	0.7166	71.66%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	+	0.6581	65.81%
CYP2C8 inhibition	-	0.8248	82.48%
CYP inhibitory promiscuity	-	0.6564	65.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4589	45.89%
Eye corrosion	-	0.9947	99.47%
Eye irritation	+	0.5736	57.36%
Skin irritation	-	0.7703	77.03%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7645	76.45%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.6211	62.11%
skin sensitisation	-	0.9092	90.92%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5688	56.88%
Acute Oral Toxicity (c)	III	0.6341	63.41%
Estrogen receptor binding	+	0.9314	93.14%
Androgen receptor binding	+	0.6704	67.04%
Thyroid receptor binding	+	0.6907	69.07%
Glucocorticoid receptor binding	+	0.8059	80.59%
Aromatase binding	+	0.8432	84.32%
PPAR gamma	+	0.8528	85.28%
Honey bee toxicity	-	0.9660	96.60%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6168	61.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.60%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.95%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	90.48%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.79%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.23%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.69%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.25%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.99%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.46%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.25%	94.75%

Plants that contains it

• Alpinia officinarum
• Casimiroa edulis
• Coleus hereroensis
• Espeletia purpurascens
• Helianthus californicus
• Hornstedtia reticulata
• Imperata cylindrica
• Phlebodium aureum
• Spiraea prunifolia
• Stauranthus perforatus
• Ursinia anthemoides

Cross-Links

• PubChem: 71307707
• NPASS: NPC45084
• LOTUS: LTS0022634
• wikiData: Q105210445