1-[[4-[2-hydroxy-5-(hydroxymethyl)phenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol

Details

• Internal ID: 470ba378-8c22-4a20-80bd-51a44ec93468
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 1-[[4-[2-hydroxy-5-(hydroxymethyl)phenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CO)O)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CO)O)O)OC
• InChI: InChI=1S/C25H27NO5/c1-26-10-9-18-13-24(30-2)23(29)14-20(18)21(26)11-16-3-6-19(7-4-16)31-25-12-17(15-27)5-8-22(25)28/h3-8,12-14,21,27-29H,9-11,15H2,1-2H3
• InChI Key: SPAVXPIRHUDLJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₇NO₅
• Molecular Weight: 421.50 g/mol
• Exact Mass: 421.18892296 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9222	92.22%
Caco-2	-	0.6667	66.67%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5414	54.14%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9581	95.81%
P-glycoprotein inhibitior	+	0.8596	85.96%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6719	67.19%
CYP2C9 substrate	+	0.7907	79.07%
CYP2D6 substrate	+	0.7011	70.11%
CYP3A4 inhibition	-	0.7428	74.28%
CYP2C9 inhibition	-	0.9065	90.65%
CYP2C19 inhibition	-	0.8003	80.03%
CYP2D6 inhibition	-	0.5055	50.55%
CYP1A2 inhibition	+	0.5479	54.79%
CYP2C8 inhibition	+	0.5793	57.93%
CYP inhibitory promiscuity	-	0.7854	78.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7022	70.22%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.7687	76.87%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8643	86.43%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8102	81.02%
Acute Oral Toxicity (c)	III	0.7662	76.62%
Estrogen receptor binding	+	0.7916	79.16%
Androgen receptor binding	-	0.4940	49.40%
Thyroid receptor binding	+	0.6888	68.88%
Glucocorticoid receptor binding	+	0.8601	86.01%
Aromatase binding	+	0.6362	63.62%
PPAR gamma	+	0.7716	77.16%
Honey bee toxicity	-	0.8291	82.91%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7380	73.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.50%	95.89%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.15%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.72%	93.99%
CHEMBL4208	P20618	Proteasome component C5	93.43%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.36%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.44%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.62%	91.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.17%	92.62%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	87.90%	97.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.83%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	86.69%	91.00%
CHEMBL2535	P11166	Glucose transporter	86.69%	98.75%
CHEMBL3438	Q05513	Protein kinase C zeta	84.89%	88.48%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.75%	90.95%
CHEMBL3820	P35557	Hexokinase type IV	84.65%	91.96%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.26%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	80.74%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.64%	92.94%

Plants that contains it

• Berberis lycium

Cross-Links

• PubChem: 163034539
• LOTUS: LTS0102782
• wikiData: Q105257328