(6R)-6-[[2,4-dimethoxy-3-[(4,6,15,16-tetramethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,9,11,13,15-octaen-5-yl)oxy]phenyl]methyl]-4-methoxy-7-methyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-f]isoquinoline

Details

• Internal ID: 8921aef7-ec60-489f-85bf-1276e44cc5f6
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6R)-6-[[2,4-dimethoxy-3-[(4,6,15,16-tetramethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,9,11,13,15-octaen-5-yl)oxy]phenyl]methyl]-4-methoxy-7-methyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-f]isoquinoline
• InChI: InChI=1S/C41H42N2O10/c1-43-14-12-23-24(18-31(46-4)39-37(23)51-20-52-39)28(43)15-22-9-10-29(44-2)40(35(22)48-6)53-41-32(47-5)19-25-26(36(41)49-7)17-27-33-21(11-13-42-27)16-30(45-3)38(50-8)34(25)33/h9-11,13,16,18-19,28H,12,14-15,17,20H2,1-8H3/t28-/m1/s1
• InChI Key: QDYWYMHZXBTSQO-MUUNZHRXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₂N₂O₁₀
• Molecular Weight: 722.80 g/mol
• Exact Mass: 722.28394554 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 7.16
• 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	+	0.9116	91.16%
Caco-2	-	0.7278	72.78%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.3520	35.20%
OATP2B1 inhibitior	-	0.5611	56.11%
OATP1B1 inhibitior	+	0.8920	89.20%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9932	99.32%
P-glycoprotein inhibitior	+	0.9209	92.09%
P-glycoprotein substrate	+	0.7170	71.70%
CYP3A4 substrate	+	0.7052	70.52%
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	+	0.8342	83.42%
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	-	0.9234	92.34%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9415	94.15%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8823	88.23%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6705	67.05%
Acute Oral Toxicity (c)	III	0.7722	77.22%
Estrogen receptor binding	+	0.8718	87.18%
Androgen receptor binding	+	0.6013	60.13%
Thyroid receptor binding	+	0.6754	67.54%
Glucocorticoid receptor binding	+	0.8251	82.51%
Aromatase binding	+	0.6980	69.80%
PPAR gamma	+	0.7557	75.57%
Honey bee toxicity	-	0.7602	76.02%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
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
CHEMBL5747	Q92793	CREB-binding protein	99.47%	95.12%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.37%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.23%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	95.22%	95.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.21%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.21%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.19%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.90%	96.77%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.33%	89.62%
CHEMBL5903	Q04771	Activin receptor type-1	90.43%	89.93%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	90.31%	92.38%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.22%	82.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.41%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.19%	96.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	88.81%	92.38%
CHEMBL4302	P08183	P-glycoprotein 1	88.68%	92.98%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.55%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.95%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.63%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.11%	95.89%
CHEMBL2535	P11166	Glucose transporter	86.18%	98.75%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	85.78%	91.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.72%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	85.59%	91.00%
CHEMBL1938212	Q9UPP1	Histone lysine demethylase PHF8	85.56%	98.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.04%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.84%	97.53%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.83%	99.18%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.15%	96.69%
CHEMBL4158	P49327	Fatty acid synthase	83.82%	82.50%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.66%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.71%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.52%	93.10%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.51%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.47%	97.09%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.94%	90.95%
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	80.68%	92.83%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.29%	96.67%

Plants that contains it

• Thalictrum przewalskii

Cross-Links

• PubChem: 162999178
• LOTUS: LTS0091138
• wikiData: Q105219051