(1R)-1-[[2-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: 900c73c1-4f6a-48ff-9d1e-e3355a22a324
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1R)-1-[[2-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=CC(=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=CC(=C(C=C4)C[C@@H]5C6=CC(=C(C=C6CCN5C)OC)O)O)OC
• InChI: InChI=1S/C36H40N2O6/c1-37-13-12-24-18-35(43-4)36(21-29(24)30(37)15-22-5-8-26(39)9-6-22)44-27-10-7-25(32(40)19-27)16-31-28-20-33(41)34(42-3)17-23(28)11-14-38(31)2/h5-10,17-21,30-31,39-41H,11-16H2,1-4H3/t30-,31-/m1/s1
• InChI Key: MLXGWIJQNJBDRZ-FIRIVFDPSA-N
• Popularity: 0 references 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	+	0.8759	87.59%
Caco-2	-	0.7696	76.96%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5530	55.30%
OATP2B1 inhibitior	-	0.7036	70.36%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9914	99.14%
P-glycoprotein inhibitior	+	0.9024	90.24%
P-glycoprotein substrate	+	0.6237	62.37%
CYP3A4 substrate	+	0.7045	70.45%
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	+	0.8114	81.14%
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	-	0.9328	93.28%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8904	89.04%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7884	78.84%
skin sensitisation	-	0.8999	89.99%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7897	78.97%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.8273	82.73%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	+	0.5891	58.91%
Glucocorticoid receptor binding	+	0.7855	78.55%
Aromatase binding	+	0.5834	58.34%
PPAR gamma	+	0.7298	72.98%
Honey bee toxicity	-	0.7791	77.91%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
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	99.23%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.66%	85.14%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.98%	91.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.89%	95.89%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.14%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.72%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.35%	95.89%
CHEMBL2535	P11166	Glucose transporter	93.50%	98.75%
CHEMBL4208	P20618	Proteasome component C5	93.43%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.62%	94.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	92.18%	96.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.57%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.63%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.34%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.01%	92.94%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.56%	91.03%
CHEMBL261	P00915	Carbonic anhydrase I	88.16%	96.76%
CHEMBL2056	P21728	Dopamine D1 receptor	88.04%	91.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.80%	93.10%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.58%	95.78%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	84.35%	95.52%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.83%	97.25%
CHEMBL3820	P35557	Hexokinase type IV	83.29%	91.96%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.63%	91.07%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.62%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.61%	97.09%
CHEMBL3438	Q05513	Protein kinase C zeta	82.55%	88.48%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.22%	99.15%
CHEMBL1808	P12821	Angiotensin-converting enzyme	81.13%	93.39%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	80.31%	83.14%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.00%	95.53%

Plants that contains it

• Cyclea sutchuenensis

Cross-Links

• PubChem: 162871283
• LOTUS: LTS0072197
• wikiData: Q105167286