(6R)-6-[[5-[[(6aS)-1,2,3,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-yl]oxy]-2,4-dimethoxyphenyl]methyl]-4-methoxy-7-methyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-f]isoquinoline

Details

• Internal ID: fdb891f9-d32b-415f-920f-1516dc34b7c3
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6R)-6-[[5-[[(6aS)-1,2,3,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-yl]oxy]-2,4-dimethoxyphenyl]methyl]-4-methoxy-7-methyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-f]isoquinoline
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)OC5=C(C=C(C(=C5)CC6C7=CC(=C8C(=C7CCN6C)OCO8)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=C3[C@@H]1CC4=CC(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)OC5=C(C=C(C(=C5)C[C@@H]6C7=CC(=C8C(=C7CCN6C)OCO8)OC)OC)OC
• InChI: InChI=1S/C42H48N2O10/c1-43-12-10-24-27(19-35(48-6)40-39(24)52-21-53-40)28(43)15-23-17-34(32(47-5)20-30(23)45-3)54-33-16-22-14-29-36-25(11-13-44(29)2)38(49-7)42(51-9)41(50-8)37(36)26(22)18-31(33)46-4/h16-20,28-29H,10-15,21H2,1-9H3/t28-,29+/m1/s1
• InChI Key: QLUTYCPBZVWXAF-WDYNHAJCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈N₂O₁₀
• Molecular Weight: 740.80 g/mol
• Exact Mass: 740.33089573 g/mol
• Topological Polar Surface Area (TPSA): 98.80 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.79
• H-Bond Acceptor: 12
• 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	+	0.8883	88.83%
Caco-2	-	0.7195	71.95%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.3883	38.83%
OATP2B1 inhibitior	-	0.7050	70.50%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9962	99.62%
P-glycoprotein inhibitior	+	0.8919	89.19%
P-glycoprotein substrate	-	0.6060	60.60%
CYP3A4 substrate	+	0.7114	71.14%
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	+	0.6783	67.83%
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	-	0.9194	91.94%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	+	0.8046	80.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.9166	91.66%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5424	54.24%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6533	65.33%
Acute Oral Toxicity (c)	III	0.7651	76.51%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.6855	68.55%
Thyroid receptor binding	+	0.6220	62.20%
Glucocorticoid receptor binding	+	0.8350	83.50%
Aromatase binding	+	0.7245	72.45%
PPAR gamma	+	0.7299	72.99%
Honey bee toxicity	-	0.7316	73.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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	99.12%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.14%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.94%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.61%	96.77%
CHEMBL5747	Q92793	CREB-binding protein	94.28%	95.12%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.21%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.10%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.83%	91.79%
CHEMBL217	P14416	Dopamine D2 receptor	92.01%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	91.29%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.24%	92.62%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.47%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.23%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	88.96%	90.95%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	88.18%	92.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.06%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.14%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.95%	96.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.74%	91.11%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.48%	96.09%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.97%	82.67%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.38%	91.03%
CHEMBL2535	P11166	Glucose transporter	83.21%	98.75%
CHEMBL3438	Q05513	Protein kinase C zeta	83.10%	88.48%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.87%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.70%	95.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.43%	89.00%
CHEMBL261	P00915	Carbonic anhydrase I	82.27%	96.76%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.20%	82.38%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	80.90%	83.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.51%	92.94%

Plants that contains it

• Thalictrum przewalskii

Cross-Links

• PubChem: 101937461
• LOTUS: LTS0034401
• wikiData: Q105223811