5-Isoquinolinol, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-((4-methoxy-3-(4-(((6S)-6,7,8,9-tetrahydro-4-methoxy-7-methyl-1,3-dioxolo(4,5-f)isoquinolin-6-yl)methyl)phenoxy)phenyl)methyl)-2-methyl-, (1S)-

Details

• Internal ID: fcb4472a-4dd5-41ed-bca3-f518bdcd75a0
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S)-6,7-dimethoxy-1-[[4-methoxy-3-[4-[[(6S)-4-methoxy-7-methyl-8,9-dihydro-6H-[1,3]dioxolo[4,5-f]isoquinolin-6-yl]methyl]phenoxy]phenyl]methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-5-ol
• SMILES (Canonical): CN1CCC2=C3C(=C(C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=CC(=C(C(=C7CCN6C)O)OC)OC)OC)OC)OCO3
• SMILES (Isomeric): CN1CCC2=C3C(=C(C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=CC(=C(C(=C7CCN6C)O)OC)OC)OC)OC)OCO3
• InChI: InChI=1S/C39H44N2O8/c1-40-15-13-26-28(20-34(44-4)38(46-6)36(26)42)31(40)18-24-9-12-32(43-3)33(19-24)49-25-10-7-23(8-11-25)17-30-29-21-35(45-5)39-37(47-22-48-39)27(29)14-16-41(30)2/h7-12,19-21,30-31,42H,13-18,22H2,1-6H3/t30-,31-/m0/s1
• InChI Key: OLUBXTYZCRTRJK-CONSDPRKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₄N₂O₈
• Molecular Weight: 668.80 g/mol
• Exact Mass: 668.30976637 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• DTXSID10226330
• 5-Isoquinolinol, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-((4-methoxy-3-(4-(((6S)-6,7,8,9-tetrahydro-4-methoxy-7-methyl-1,3-dioxolo(4,5-f)isoquinolin-6-yl)methyl)phenoxy)phenyl)methyl)-2-methyl-, (1S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8485	84.85%
Caco-2	-	0.7436	74.36%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4531	45.31%
OATP2B1 inhibitior	+	0.5782	57.82%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9842	98.42%
P-glycoprotein inhibitior	+	0.9142	91.42%
P-glycoprotein substrate	+	0.5076	50.76%
CYP3A4 substrate	+	0.6921	69.21%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	+	0.6267	62.67%
CYP3A4 inhibition	-	0.6865	68.65%
CYP2C9 inhibition	-	0.8228	82.28%
CYP2C19 inhibition	-	0.8036	80.36%
CYP2D6 inhibition	-	0.6697	66.97%
CYP1A2 inhibition	-	0.8890	88.90%
CYP2C8 inhibition	+	0.7969	79.69%
CYP inhibitory promiscuity	-	0.7579	75.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6303	63.03%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9293	92.93%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8720	87.20%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8400	84.00%
Acute Oral Toxicity (c)	III	0.7372	73.72%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.7368	73.68%
Thyroid receptor binding	+	0.6107	61.07%
Glucocorticoid receptor binding	+	0.7754	77.54%
Aromatase binding	+	0.6214	62.14%
PPAR gamma	+	0.6706	67.06%
Honey bee toxicity	-	0.8104	81.04%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9261	92.61%

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	98.82%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.21%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.58%	95.89%
CHEMBL4208	P20618	Proteasome component C5	94.30%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.41%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.16%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL5747	Q92793	CREB-binding protein	92.64%	95.12%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.64%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.56%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.10%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.05%	95.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.73%	93.99%
CHEMBL2581	P07339	Cathepsin D	87.58%	98.95%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.92%	90.95%
CHEMBL2535	P11166	Glucose transporter	86.18%	98.75%
CHEMBL261	P00915	Carbonic anhydrase I	84.87%	96.76%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.40%	95.78%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.97%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.01%	97.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.02%	97.31%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.65%	97.50%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.60%	91.43%
CHEMBL2056	P21728	Dopamine D1 receptor	81.06%	91.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.81%	96.69%
CHEMBL3820	P35557	Hexokinase type IV	80.63%	91.96%
CHEMBL3474	P14555	Phospholipase A2 group IIA	80.62%	94.05%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.60%	92.68%

Plants that contains it

• Thalictrum atriplex
• Thalictrum minus

Cross-Links

• PubChem: 156596
• LOTUS: LTS0146224
• wikiData: Q83105710