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

Details

• Internal ID: 5fc6d8eb-5524-4069-9857-c1eb1abe0385
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 4-[5-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]-2,3,4-trimethoxyphenoxy]-6-(3,4-dimethoxyphenyl)-[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)C7=CC(=C(C=C7)OC)OC)OCO5)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C(=C3OC)OC)OC)OC4=C5C(=C6C=CN=C(C6=C4)C7=CC(=C(C=C7)OC)OC)OCO5)OC)OC
• InChI: InChI=1S/C40H42N2O10/c1-42-14-12-22-16-31(45-4)32(46-5)19-26(22)28(42)15-24-18-33(38(48-7)40(49-8)36(24)47-6)52-34-20-27-25(37-39(34)51-21-50-37)11-13-41-35(27)23-9-10-29(43-2)30(17-23)44-3/h9-11,13,16-20,28H,12,14-15,21H2,1-8H3
• InChI Key: BTNBYVSAAQKJQG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₂N₂O₁₀
• Molecular Weight: 710.80 g/mol
• Exact Mass: 710.28394554 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 7.25
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9405	94.05%
Caco-2	-	0.7405	74.05%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4416	44.16%
OATP2B1 inhibitior	-	0.5580	55.80%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9902	99.02%
P-glycoprotein inhibitior	+	0.9259	92.59%
P-glycoprotein substrate	+	0.7676	76.76%
CYP3A4 substrate	+	0.7135	71.35%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.5641	56.41%
CYP3A4 inhibition	+	0.8229	82.29%
CYP2C9 inhibition	-	0.6477	64.77%
CYP2C19 inhibition	-	0.5788	57.88%
CYP2D6 inhibition	-	0.7719	77.19%
CYP1A2 inhibition	-	0.7731	77.31%
CYP2C8 inhibition	+	0.7984	79.84%
CYP inhibitory promiscuity	+	0.8416	84.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5945	59.45%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9272	92.72%
Skin irritation	-	0.8179	81.79%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9316	93.16%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6850	68.50%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8354	83.54%
Acute Oral Toxicity (c)	III	0.7589	75.89%
Estrogen receptor binding	+	0.8618	86.18%
Androgen receptor binding	+	0.6405	64.05%
Thyroid receptor binding	+	0.6674	66.74%
Glucocorticoid receptor binding	+	0.8276	82.76%
Aromatase binding	+	0.6727	67.27%
PPAR gamma	+	0.7503	75.03%
Honey bee toxicity	-	0.7808	78.08%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9254	92.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.55%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.24%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.07%	85.14%
CHEMBL5747	Q92793	CREB-binding protein	98.41%	95.12%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.90%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.01%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	95.93%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.40%	86.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	94.08%	90.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	92.75%	96.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.71%	97.53%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	92.58%	96.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.04%	92.62%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.66%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.59%	94.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.40%	92.94%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	90.10%	92.38%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	89.94%	92.50%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	89.73%	92.38%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	89.39%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.29%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.16%	89.62%
CHEMBL2056	P21728	Dopamine D1 receptor	87.55%	91.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.45%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	87.11%	92.98%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.09%	93.10%
CHEMBL1951	P21397	Monoamine oxidase A	86.14%	91.49%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	85.99%	91.43%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.82%	93.99%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	85.49%	95.71%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.45%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.19%	95.89%
CHEMBL1938212	Q9UPP1	Histone lysine demethylase PHF8	83.74%	98.33%
CHEMBL202	P00374	Dihydrofolate reductase	83.53%	89.92%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.23%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.19%	96.67%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	82.78%	86.79%
CHEMBL3438	Q05513	Protein kinase C zeta	82.71%	88.48%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.64%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.61%	95.83%
CHEMBL5903	Q04771	Activin receptor type-1	82.17%	89.93%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	80.72%	87.50%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.68%	93.65%
CHEMBL3891	P07384	Calpain 1	80.40%	93.04%

Plants that contains it

• Isopyrum thalictroides

Cross-Links

• PubChem: 100981233
• LOTUS: LTS0161091
• wikiData: Q104945749