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

Details

• Internal ID: 988c88e9-e6d6-4ead-92ee-f8e209387605
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (6R)-6-[[4-[5-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,3-dimethoxyphenoxy]phenyl]methyl]-4-methoxy-7-methyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-f]isoquinoline
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C(=C3)OC4=CC=C(C=C4)CC5C6=CC(=C7C(=C6CCN5C)OCO7)OC)OC)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C(=C3)OC4=CC=C(C=C4)C[C@@H]5C6=CC(=C7C(=C6CCN5C)OCO7)OC)OC)OC)OC)OC
• InChI: InChI=1S/C40H46N2O8/c1-41-14-12-26-20-33(43-3)34(44-4)21-29(26)31(41)17-25-18-35(45-5)39(47-7)37(19-25)50-27-10-8-24(9-11-27)16-32-30-22-36(46-6)40-38(48-23-49-40)28(30)13-15-42(32)2/h8-11,18-22,31-32H,12-17,23H2,1-7H3/t31-,32+/m0/s1
• InChI Key: YJLUBKAIDVYKEO-AJQTZOPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₆N₂O₈
• Molecular Weight: 682.80 g/mol
• Exact Mass: 682.32541643 g/mol
• Topological Polar Surface Area (TPSA): 80.30 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.79
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9245	92.45%
Caco-2	-	0.7172	71.72%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4131	41.31%
OATP2B1 inhibitior	+	0.5772	57.72%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9885	98.85%
P-glycoprotein inhibitior	+	0.9272	92.72%
P-glycoprotein substrate	+	0.5518	55.18%
CYP3A4 substrate	+	0.7094	70.94%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6657	66.57%
CYP3A4 inhibition	-	0.6134	61.34%
CYP2C9 inhibition	-	0.8304	83.04%
CYP2C19 inhibition	-	0.6496	64.96%
CYP2D6 inhibition	-	0.5813	58.13%
CYP1A2 inhibition	-	0.8651	86.51%
CYP2C8 inhibition	+	0.7049	70.49%
CYP inhibitory promiscuity	-	0.5285	52.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5954	59.54%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9280	92.80%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9301	93.01%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6843	68.43%
Acute Oral Toxicity (c)	III	0.7836	78.36%
Estrogen receptor binding	+	0.7491	74.91%
Androgen receptor binding	+	0.7191	71.91%
Thyroid receptor binding	+	0.6069	60.69%
Glucocorticoid receptor binding	+	0.8130	81.30%
Aromatase binding	+	0.6492	64.92%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.7129	71.29%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9298	92.98%

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	98.85%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.57%	95.89%
CHEMBL5747	Q92793	CREB-binding protein	95.29%	95.12%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.29%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.24%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.61%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.61%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.21%	94.45%
CHEMBL4208	P20618	Proteasome component C5	92.59%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.51%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	92.26%	96.76%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.94%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.59%	94.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	90.63%	90.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.05%	91.11%
CHEMBL2535	P11166	Glucose transporter	89.71%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.85%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.54%	96.77%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	88.42%	96.69%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.85%	93.40%
CHEMBL2581	P07339	Cathepsin D	86.90%	98.95%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.41%	91.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.03%	91.03%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.90%	95.34%
CHEMBL4040	P28482	MAP kinase ERK2	84.90%	83.82%
CHEMBL2056	P21728	Dopamine D1 receptor	84.32%	91.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.42%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.17%	99.18%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.15%	95.78%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.00%	97.25%
CHEMBL4393	P39900	Matrix metalloproteinase 12	81.75%	92.22%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.93%	82.67%
CHEMBL3820	P35557	Hexokinase type IV	80.21%	91.96%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.10%	95.53%

Plants that contains it

• Isopyrum thalictroides

Cross-Links

• PubChem: 162982586
• LOTUS: LTS0190993
• wikiData: Q105349333