(1R)-1-[[3-hydroxy-4-[[(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol

Details

• Internal ID: fe51d8b9-4b3a-4e2a-8a9d-7b6c28f3a7d1
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1R)-1-[[3-hydroxy-4-[[(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)OC4=C(C=C(C=C4)CC5C6=CC(=C(C=C6CCN5C)OC)O)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)O)OC4=C(C=C(C=C4)C[C@@H]5C6=CC(=C(C=C6CCN5C)OC)O)O)OC
• InChI: InChI=1S/C36H40N2O6/c1-37-14-12-25-19-35(43-4)36(21-28(25)29(37)15-22-5-8-26(39)9-6-22)44-33-10-7-23(17-31(33)40)16-30-27-20-32(41)34(42-3)18-24(27)11-13-38(30)2/h5-10,17-21,29-30,39-41H,11-16H2,1-4H3/t29-,30-/m1/s1
• InChI Key: MXVKZTHARDQLEC-LOYHVIPDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₀N₂O₆
• Molecular Weight: 596.70 g/mol
• Exact Mass: 596.28863700 g/mol
• Topological Polar Surface Area (TPSA): 94.90 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.16
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6651	66.51%
Caco-2	-	0.7521	75.21%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6702	67.02%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9878	98.78%
P-glycoprotein inhibitior	+	0.9088	90.88%
P-glycoprotein substrate	+	0.6379	63.79%
CYP3A4 substrate	+	0.6896	68.96%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9352	93.52%
CYP2C9 inhibition	-	0.9517	95.17%
CYP2C19 inhibition	-	0.9371	93.71%
CYP2D6 inhibition	-	0.6610	66.10%
CYP1A2 inhibition	-	0.7634	76.34%
CYP2C8 inhibition	+	0.7544	75.44%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9370	93.70%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9030	90.30%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8522	85.22%
skin sensitisation	-	0.9036	90.36%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8490	84.90%
Acute Oral Toxicity (c)	III	0.7357	73.57%
Estrogen receptor binding	+	0.8202	82.02%
Androgen receptor binding	+	0.7331	73.31%
Thyroid receptor binding	+	0.6144	61.44%
Glucocorticoid receptor binding	+	0.8007	80.07%
Aromatase binding	+	0.6267	62.67%
PPAR gamma	+	0.7421	74.21%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8443	84.43%

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	99.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.51%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.77%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	93.91%	96.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.67%	95.89%
CHEMBL2535	P11166	Glucose transporter	90.76%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.03%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.87%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.24%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.15%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.58%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	86.89%	95.62%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.62%	93.10%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.56%	92.94%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.98%	96.69%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.56%	95.78%
CHEMBL2056	P21728	Dopamine D1 receptor	84.97%	91.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.02%	90.95%
CHEMBL5747	Q92793	CREB-binding protein	82.22%	95.12%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.77%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.11%	90.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.73%	89.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.42%	93.40%

Plants that contains it

• Cyclea sutchuenensis

Cross-Links

• PubChem: 162913230
• LOTUS: LTS0156146
• wikiData: Q105174633