4-[5-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,3,4-trimethoxyphenoxy]-6-[(3,4-dimethoxyphenyl)methyl]-[1,3]dioxolo[4,5-f]isoquinoline

Details

• Internal ID: 91bd34f5-0ab1-43fc-af5f-d25567993a66
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 4-[5-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,3,4-trimethoxyphenoxy]-6-[(3,4-dimethoxyphenyl)methyl]-[1,3]dioxolo[4,5-f]isoquinoline
• SMILES (Canonical): CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C(=C3OC)OC)OC)OC4=C5C(=C6C=CN=C(C6=C4)CC7=CC(=C(C=C7)OC)OC)OCO5)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C(=C3OC)OC)OC)OC4=C5C(=C6C=CN=C(C6=C4)CC7=CC(=C(C=C7)OC)OC)OCO5)OC)OC
• InChI: InChI=1S/C41H44N2O10/c1-43-14-12-24-18-33(46-4)34(47-5)20-27(24)30(43)17-25-19-35(39(49-7)41(50-8)37(25)48-6)53-36-21-28-26(38-40(36)52-22-51-38)11-13-42-29(28)15-23-9-10-31(44-2)32(16-23)45-3/h9-11,13,16,18-21,30H,12,14-15,17,22H2,1-8H3/t30-/m0/s1
• InChI Key: AJJLNXPVHBPQJA-PMERELPUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₄N₂O₁₀
• Molecular Weight: 724.80 g/mol
• Exact Mass: 724.29959560 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 7.18
• 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	+	0.9116	91.16%
Caco-2	-	0.7492	74.92%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3520	35.20%
OATP2B1 inhibitior	+	0.5801	58.01%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9899	98.99%
P-glycoprotein inhibitior	+	0.9248	92.48%
P-glycoprotein substrate	+	0.8112	81.12%
CYP3A4 substrate	+	0.7029	70.29%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.5641	56.41%
CYP3A4 inhibition	+	0.6451	64.51%
CYP2C9 inhibition	-	0.8528	85.28%
CYP2C19 inhibition	-	0.6605	66.05%
CYP2D6 inhibition	-	0.6600	66.00%
CYP1A2 inhibition	-	0.7390	73.90%
CYP2C8 inhibition	+	0.7751	77.51%
CYP inhibitory promiscuity	+	0.7246	72.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5875	58.75%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9295	92.95%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8776	87.76%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6350	63.50%
skin sensitisation	-	0.8823	88.23%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8806	88.06%
Acute Oral Toxicity (c)	III	0.7722	77.22%
Estrogen receptor binding	+	0.8605	86.05%
Androgen receptor binding	+	0.6681	66.81%
Thyroid receptor binding	+	0.6614	66.14%
Glucocorticoid receptor binding	+	0.8271	82.71%
Aromatase binding	+	0.6621	66.21%
PPAR gamma	+	0.7445	74.45%
Honey bee toxicity	-	0.7208	72.08%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9044	90.44%

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	99.10%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.21%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.14%	85.14%
CHEMBL5747	Q92793	CREB-binding protein	96.85%	95.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.81%	94.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	94.80%	90.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.31%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.30%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.55%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.19%	95.89%
CHEMBL2581	P07339	Cathepsin D	90.63%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.32%	95.78%
CHEMBL1951	P21397	Monoamine oxidase A	90.29%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.86%	95.89%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	89.74%	96.69%
CHEMBL2535	P11166	Glucose transporter	89.38%	98.75%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	89.07%	87.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.02%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.86%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.55%	97.31%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	87.75%	91.43%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.26%	89.62%
CHEMBL5555	O00767	Acyl-CoA desaturase	86.93%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.39%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.18%	93.65%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	86.05%	92.38%
CHEMBL261	P00915	Carbonic anhydrase I	84.84%	96.76%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	84.45%	85.83%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.19%	96.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.10%	92.38%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.08%	93.10%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.77%	95.50%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.76%	82.67%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.76%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.61%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.01%	83.82%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.29%	100.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.95%	95.34%
CHEMBL2056	P21728	Dopamine D1 receptor	81.76%	91.00%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	81.41%	95.39%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.82%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.56%	93.99%
CHEMBL3891	P07384	Calpain 1	80.36%	93.04%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.22%	95.83%

Plants that contains it

• Isopyrum thalictroides

Cross-Links

• PubChem: 10395125
• LOTUS: LTS0144740
• wikiData: Q104913217