4-[[(1S)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-2-methoxy-5-methylphenol

Details

• Internal ID: 26d71826-dee5-4115-baa0-768c8c989f27
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 4-[[(1S)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-2-methoxy-5-methylphenol
• InChI: InChI=1S/C20H25NO4/c1-12-7-17(22)18(23-2)10-14(12)8-16-15-11-20(25-4)19(24-3)9-13(15)5-6-21-16/h7,9-11,16,21-22H,5-6,8H2,1-4H3/t16-/m0/s1
• InChI Key: WUDYMJWUAJFWRM-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅NO₄
• Molecular Weight: 343.40 g/mol
• Exact Mass: 343.17835828 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9623	96.23%
Caco-2	+	0.8357	83.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5948	59.48%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7874	78.74%
P-glycoprotein inhibitior	+	0.6852	68.52%
P-glycoprotein substrate	-	0.5119	51.19%
CYP3A4 substrate	+	0.5723	57.23%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	+	0.7329	73.29%
CYP3A4 inhibition	-	0.8020	80.20%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	-	0.8176	81.76%
CYP2D6 inhibition	+	0.5337	53.37%
CYP1A2 inhibition	-	0.6653	66.53%
CYP2C8 inhibition	+	0.5312	53.12%
CYP inhibitory promiscuity	-	0.8387	83.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7692	76.92%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8546	85.46%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7335	73.35%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6416	64.16%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8340	83.40%
Acute Oral Toxicity (c)	III	0.5619	56.19%
Estrogen receptor binding	+	0.8897	88.97%
Androgen receptor binding	-	0.7334	73.34%
Thyroid receptor binding	+	0.8417	84.17%
Glucocorticoid receptor binding	+	0.6476	64.76%
Aromatase binding	-	0.6020	60.20%
PPAR gamma	+	0.6904	69.04%
Honey bee toxicity	-	0.8886	88.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.3752	37.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.30%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.93%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.79%	97.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.31%	91.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.06%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.00%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.95%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.44%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.23%	89.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.08%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.69%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.52%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.04%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.01%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.04%	94.75%
CHEMBL2535	P11166	Glucose transporter	83.70%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.62%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.20%	91.07%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	82.42%	95.70%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.23%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.39%	89.05%

Plants that contains it

• Ocotea pittieri

Cross-Links

• PubChem: 162988616
• LOTUS: LTS0264467
• wikiData: Q105312995