9-methoxy-5-[[4-[2-methoxy-5-[[(1S)-5,6,7-trimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]phenyl]methyl]-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline

Details

• Internal ID: a5e203cf-247a-4526-b6ec-9c4b91a4773b
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 9-methoxy-5-[[4-[2-methoxy-5-[[(1S)-5,6,7-trimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]phenyl]methyl]-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
• SMILES (Canonical): CN1CCC2=C(C3=C(C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=CC(=C(C(=C7CCN6C)OC)OC)OC)OC)OCO3)OC
• SMILES (Isomeric): CN1CCC2=C(C(=C(C=C2[C@@H]1CC3=CC(=C(C=C3)OC)OC4=CC=C(C=C4)CC5C6=CC7=C(C(=C6CCN5C)OC)OCO7)OC)OC)OC
• InChI: InChI=1S/C40H46N2O8/c1-41-17-15-28-30(22-36-40(38(28)46-6)49-23-48-36)31(41)18-24-8-11-26(12-9-24)50-34-20-25(10-13-33(34)43-3)19-32-29-21-35(44-4)39(47-7)37(45-5)27(29)14-16-42(32)2/h8-13,20-22,31-32H,14-19,23H2,1-7H3/t31?,32-/m0/s1
• InChI Key: NUOHHDAPZZRIHO-JYUUXGOASA-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	+	0.8883	88.83%
Caco-2	-	0.7109	71.09%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.3883	38.83%
OATP2B1 inhibitior	-	0.7009	70.09%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9917	99.17%
P-glycoprotein inhibitior	+	0.9260	92.60%
P-glycoprotein substrate	-	0.5816	58.16%
CYP3A4 substrate	+	0.6860	68.60%
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	+	0.6976	69.76%
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	-	0.9268	92.68%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9135	91.35%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7278	72.78%
Acute Oral Toxicity (c)	III	0.7651	76.51%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.7382	73.82%
Thyroid receptor binding	+	0.5942	59.42%
Glucocorticoid receptor binding	+	0.7907	79.07%
Aromatase binding	+	0.5993	59.93%
PPAR gamma	+	0.6657	66.57%
Honey bee toxicity	-	0.7357	73.57%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
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	98.80%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	98.54%	96.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.13%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.44%	85.14%
CHEMBL240	Q12809	HERG	95.38%	89.76%
CHEMBL5747	Q92793	CREB-binding protein	95.01%	95.12%
CHEMBL4208	P20618	Proteasome component C5	93.55%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.29%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.02%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.92%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.65%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.63%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.10%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL205	P00918	Carbonic anhydrase II	90.18%	98.44%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.17%	93.40%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.51%	95.78%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.25%	90.95%
CHEMBL2535	P11166	Glucose transporter	85.59%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.06%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.92%	99.17%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	84.88%	91.43%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.60%	95.53%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.51%	97.25%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.83%	97.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.36%	92.68%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	81.74%	98.00%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.51%	92.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.74%	99.18%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.16%	82.67%

Plants that contains it

• Thalictrum longistylum
• Thalictrum podocarpum

Cross-Links

• PubChem: 5316527
• NPASS: NPC159195