(6S)-4-methoxy-7-methyl-6-[[4-[2,3,4-trimethoxy-5-[(5,6,7-trimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]phenyl]methyl]-8,9-dihydro-6H-[1,3]dioxolo[4,5-f]isoquinoline

Details

• Internal ID: 0e33f973-2c2a-49db-8619-baef8ef53dd8
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (6S)-4-methoxy-7-methyl-6-[[4-[2,3,4-trimethoxy-5-[(5,6,7-trimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]phenyl]methyl]-8,9-dihydro-6H-[1,3]dioxolo[4,5-f]isoquinoline
• SMILES (Canonical): CN1CCC2=C3C(=C(C=C2C1CC4=CC=C(C=C4)OC5=C(C(=C(C(=C5)CC6C7=CC(=C(C(=C7CCN6C)OC)OC)OC)OC)OC)OC)OC)OCO3
• SMILES (Isomeric): CN1CCC2=C3C(=C(C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C(=C(C(=C5)CC6C7=CC(=C(C(=C7CCN6C)OC)OC)OC)OC)OC)OC)OC)OCO3
• InChI: InChI=1S/C42H50N2O10/c1-43-17-15-28-30(22-34(46-4)41-38(28)52-23-53-41)31(43)18-24-10-12-26(13-11-24)54-35-20-25(36(47-5)42(51-9)40(35)50-8)19-32-29-21-33(45-3)39(49-7)37(48-6)27(29)14-16-44(32)2/h10-13,20-22,31-32H,14-19,23H2,1-9H3/t31-,32?/m0/s1
• InChI Key: VLDVPDNIWBGIGV-CYZZXXEPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₀N₂O₁₀
• Molecular Weight: 742.90 g/mol
• Exact Mass: 742.34654580 g/mol
• Topological Polar Surface Area (TPSA): 98.80 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.81
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8883	88.83%
Caco-2	-	0.7577	75.77%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3883	38.83%
OATP2B1 inhibitior	-	0.7012	70.12%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9860	98.60%
P-glycoprotein inhibitior	+	0.8938	89.38%
P-glycoprotein substrate	+	0.5304	53.04%
CYP3A4 substrate	+	0.6883	68.83%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6657	66.57%
CYP3A4 inhibition	-	0.5476	54.76%
CYP2C9 inhibition	-	0.8738	87.38%
CYP2C19 inhibition	-	0.6952	69.52%
CYP2D6 inhibition	-	0.5714	57.14%
CYP1A2 inhibition	-	0.8323	83.23%
CYP2C8 inhibition	+	0.7172	71.72%
CYP inhibitory promiscuity	-	0.5288	52.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5965	59.65%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8894	88.94%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5048	50.48%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6925	69.25%
Acute Oral Toxicity (c)	III	0.7651	76.51%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.7043	70.43%
Thyroid receptor binding	+	0.5931	59.31%
Glucocorticoid receptor binding	+	0.7929	79.29%
Aromatase binding	+	0.6910	69.10%
PPAR gamma	+	0.6664	66.64%
Honey bee toxicity	-	0.7231	72.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9357	93.57%

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	98.77%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.72%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.63%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.72%	92.62%
CHEMBL4208	P20618	Proteasome component C5	93.53%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.06%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.34%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.31%	91.11%
CHEMBL5747	Q92793	CREB-binding protein	91.63%	95.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.47%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.02%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.23%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.83%	96.77%
CHEMBL2581	P07339	Cathepsin D	88.44%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.57%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL261	P00915	Carbonic anhydrase I	86.60%	96.76%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.58%	91.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.49%	97.25%
CHEMBL2535	P11166	Glucose transporter	83.92%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.80%	97.09%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.67%	90.95%
CHEMBL3820	P35557	Hexokinase type IV	81.86%	91.96%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.74%	93.99%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.52%	95.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.45%	95.78%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.70%	90.24%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.32%	82.38%

Plants that contains it

• Isopyrum thalictroides

Cross-Links

• PubChem: 102066463
• LOTUS: LTS0238157
• wikiData: Q105288321