9-[4-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-10-ol

Details

• Internal ID: d03104ce-fc15-4c90-ad02-48afeac29370
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 9-[4-[(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-10-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)OC)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)OC)OC)OC)OC
• InChI: InChI=1S/C38H42N2O6/c1-39-13-11-23-17-33(42-3)34(43-4)21-27(23)29(39)15-22-7-9-26(10-8-22)46-32-19-25-16-30-36-24(12-14-40(30)2)18-35(44-5)38(45-6)37(36)28(25)20-31(32)41/h7-10,17-21,29-30,41H,11-16H2,1-6H3
• InChI Key: XMPDJTPBQGEPGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₂N₂O₆
• Molecular Weight: 622.70 g/mol
• Exact Mass: 622.30428706 g/mol
• Topological Polar Surface Area (TPSA): 72.90 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.74
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8871	88.71%
Caco-2	-	0.7132	71.32%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6826	68.26%
OATP2B1 inhibitior	-	0.5610	56.10%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9872	98.72%
P-glycoprotein inhibitior	+	0.9282	92.82%
P-glycoprotein substrate	-	0.6461	64.61%
CYP3A4 substrate	+	0.7354	73.54%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.8911	89.11%
CYP2C9 inhibition	-	0.9629	96.29%
CYP2C19 inhibition	-	0.9532	95.32%
CYP2D6 inhibition	-	0.6629	66.29%
CYP1A2 inhibition	-	0.8719	87.19%
CYP2C8 inhibition	+	0.7709	77.09%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6884	68.84%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9231	92.31%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	+	0.6946	69.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8589	85.89%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7897	78.97%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8440	84.40%
Acute Oral Toxicity (c)	III	0.7974	79.74%
Estrogen receptor binding	+	0.8083	80.83%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.6038	60.38%
Glucocorticoid receptor binding	+	0.7764	77.64%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.7553	75.53%
Honey bee toxicity	-	0.7901	79.01%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.8123	81.23%

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	99.41%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	97.84%	95.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	97.03%	91.79%
CHEMBL2581	P07339	Cathepsin D	96.97%	98.95%
CHEMBL261	P00915	Carbonic anhydrase I	96.26%	96.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.90%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	94.94%	91.49%
CHEMBL5747	Q92793	CREB-binding protein	94.87%	95.12%
CHEMBL4208	P20618	Proteasome component C5	94.50%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	94.09%	91.00%
CHEMBL2535	P11166	Glucose transporter	93.92%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.67%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.52%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.18%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.91%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.64%	94.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	92.04%	95.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.59%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.40%	93.99%
CHEMBL3438	Q05513	Protein kinase C zeta	90.22%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.78%	92.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.06%	95.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.01%	95.53%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.56%	96.25%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.42%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.12%	92.94%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.00%	82.38%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.91%	90.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.73%	97.09%
CHEMBL1808	P12821	Angiotensin-converting enzyme	82.18%	93.39%
CHEMBL3820	P35557	Hexokinase type IV	80.39%	91.96%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.13%	92.68%

Plants that contains it

• Berberis orthobotrys
• Vaccinium macrocarpon

Cross-Links

• PubChem: 4411439
• LOTUS: LTS0235031
• wikiData: Q104389038