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

Details

• Internal ID: 2129c106-3084-41a6-9365-f40b4cd1e177
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1R)-1-[[4-[2-hydroxy-3-[[(1S)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-6-methoxyphenoxy]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(=C4O)CC5C6=CC(=C(C=C6CCN5C)OC)O)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)OC4=C(C=CC(=C4O)C[C@H]5C6=CC(=C(C=C6CCN5C)OC)O)OC)O)OC
• InChI: InChI=1S/C37H42N2O7/c1-38-14-12-23-18-34(44-4)31(40)20-27(23)29(38)16-22-6-9-26(10-7-22)46-37-33(43-3)11-8-25(36(37)42)17-30-28-21-32(41)35(45-5)19-24(28)13-15-39(30)2/h6-11,18-21,29-30,40-42H,12-17H2,1-5H3/t29-,30+/m1/s1
• InChI Key: MUFQYJDVPQWLSQ-IHLOFXLRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂N₂O₇
• Molecular Weight: 626.70 g/mol
• Exact Mass: 626.29920168 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.16
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

• 89412-84-0
• 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[[4-[2-hydroxy-6-methoxy-3-[[(1S)-1,2,3,4-tetrahydro-7-hydroxy-6-methoxy-2-methyl-1-isoquinolinyl]methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-, (1R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8759	87.59%
Caco-2	-	0.7765	77.65%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5530	55.30%
OATP2B1 inhibitior	+	0.5784	57.84%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9853	98.53%
P-glycoprotein inhibitior	+	0.8870	88.70%
P-glycoprotein substrate	+	0.5114	51.14%
CYP3A4 substrate	+	0.6925	69.25%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9169	91.69%
CYP2C9 inhibition	-	0.9489	94.89%
CYP2C19 inhibition	-	0.9416	94.16%
CYP2D6 inhibition	-	0.7615	76.15%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.6874	68.74%
CYP inhibitory promiscuity	-	0.9643	96.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6722	67.22%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9267	92.67%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8706	87.06%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7699	76.99%
skin sensitisation	-	0.8999	89.99%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8760	87.60%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.8225	82.25%
Androgen receptor binding	+	0.7351	73.51%
Thyroid receptor binding	+	0.5958	59.58%
Glucocorticoid receptor binding	+	0.7599	75.99%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	+	0.6945	69.45%
Honey bee toxicity	-	0.7983	79.83%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8251	82.51%

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	99.26%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.22%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.49%	95.17%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.82%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.55%	94.00%
CHEMBL4208	P20618	Proteasome component C5	94.28%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.15%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.04%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.15%	92.62%
CHEMBL2056	P21728	Dopamine D1 receptor	90.94%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.36%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.26%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL261	P00915	Carbonic anhydrase I	88.12%	96.76%
CHEMBL1951	P21397	Monoamine oxidase A	87.27%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.44%	95.78%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.95%	91.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.47%	97.25%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.67%	95.34%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.20%	99.15%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.79%	91.79%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.07%	91.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.87%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.35%	97.09%
CHEMBL3820	P35557	Hexokinase type IV	80.17%	91.96%

Plants that contains it

• Berberis microphylla

Cross-Links

• PubChem: 102154485
• LOTUS: LTS0065131
• wikiData: Q105172294