5-hydroxy-8-methoxy-4-phenylisoquinolin-1(2H)-one

Details

• Internal ID: c96e9c6c-6d97-4530-922b-644fc849e2d7
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Phenylpyridines
• IUPAC Name: 5-hydroxy-8-methoxy-4-phenyl-2H-isoquinolin-1-one
• InChI: InChI=1S/C16H13NO3/c1-20-13-8-7-12(18)14-11(9-17-16(19)15(13)14)10-5-3-2-4-6-10/h2-9,18H,1H3,(H,17,19)
• InChI Key: ZOITXTLCKPXXHV-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₃NO₃
• Molecular Weight: 267.28 g/mol
• Exact Mass: 267.08954328 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:141354
• 5-hydroxy-8-methoxy-4-phenyl-2H-isoquinolin-1-one
• RefChem:102849
• 8-methoxy-4-phenylisoquinoline-1,5-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7183	71.83%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7481	74.81%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9356	93.56%
OATP1B3 inhibitior	+	0.9727	97.27%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6229	62.29%
P-glycoprotein inhibitior	-	0.6323	63.23%
P-glycoprotein substrate	-	0.9143	91.43%
CYP3A4 substrate	-	0.5344	53.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8343	83.43%
CYP3A4 inhibition	-	0.7390	73.90%
CYP2C9 inhibition	-	0.8487	84.87%
CYP2C19 inhibition	-	0.7850	78.50%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	+	0.8377	83.77%
CYP2C8 inhibition	-	0.6108	61.08%
CYP inhibitory promiscuity	-	0.7449	74.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9023	90.23%
Carcinogenicity (trinary)	Non-required	0.5061	50.61%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.6973	69.73%
Skin irritation	-	0.8675	86.75%
Skin corrosion	-	0.9792	97.92%
Ames mutagenesis	+	0.5336	53.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7467	74.67%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.7060	70.60%
Acute Oral Toxicity (c)	III	0.6704	67.04%
Estrogen receptor binding	+	0.8440	84.40%
Androgen receptor binding	+	0.8199	81.99%
Thyroid receptor binding	+	0.6506	65.06%
Glucocorticoid receptor binding	+	0.9543	95.43%
Aromatase binding	+	0.8945	89.45%
PPAR gamma	+	0.7888	78.88%
Honey bee toxicity	-	0.8518	85.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5323	53.23%
Fish aquatic toxicity	-	0.7856	78.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	94.47%	90.20%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.76%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.14%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.13%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.61%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.94%	99.15%
CHEMBL2535	P11166	Glucose transporter	85.56%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	85.33%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.57%	93.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.22%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.18%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134692094
• LOTUS: LTS0145105
• wikiData: Q105380514