(6aR)-9-[4-[[(1S)-6-hydroxy-7-methoxy-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: 9f1b3a0f-17ba-40cb-bcc7-51b0396c29f3
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-9-[4-[[(1S)-6-hydroxy-7-methoxy-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)O)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@H]1CC4=CC(=C(C=C43)O)OC5=CC=C(C=C5)C[C@H]6C7=CC(=C(C=C7CCN6C)O)OC)OC)OC
• InChI: InChI=1S/C37H40N2O6/c1-38-12-10-22-16-30(40)32(42-3)20-26(22)28(38)14-21-6-8-25(9-7-21)45-33-18-24-15-29-35-23(11-13-39(29)2)17-34(43-4)37(44-5)36(35)27(24)19-31(33)41/h6-9,16-20,28-29,40-41H,10-15H2,1-5H3/t28-,29+/m0/s1
• InChI Key: XVIJZZUKMXFAJB-URLMMPGGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀N₂O₆
• Molecular Weight: 608.70 g/mol
• Exact Mass: 608.28863700 g/mol
• Topological Polar Surface Area (TPSA): 83.90 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.44
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6651	66.51%
Caco-2	-	0.7469	74.69%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6702	67.02%
OATP2B1 inhibitior	+	0.5807	58.07%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9770	97.70%
P-glycoprotein inhibitior	+	0.9066	90.66%
P-glycoprotein substrate	-	0.6420	64.20%
CYP3A4 substrate	+	0.7344	73.44%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9352	93.52%
CYP2C9 inhibition	-	0.9517	95.17%
CYP2C19 inhibition	-	0.9371	93.71%
CYP2D6 inhibition	-	0.6610	66.10%
CYP1A2 inhibition	-	0.7634	76.34%
CYP2C8 inhibition	+	0.7806	78.06%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	+	0.6746	67.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8273	82.73%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7897	78.97%
skin sensitisation	-	0.9036	90.36%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8511	85.11%
Acute Oral Toxicity (c)	III	0.7357	73.57%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	+	0.6292	62.92%
Glucocorticoid receptor binding	+	0.7747	77.47%
Aromatase binding	+	0.6382	63.82%
PPAR gamma	+	0.7635	76.35%
Honey bee toxicity	-	0.7798	77.98%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.8443	84.43%

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	99.52%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	97.75%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.89%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.81%	98.95%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.31%	91.79%
CHEMBL1951	P21397	Monoamine oxidase A	94.57%	91.49%
CHEMBL4208	P20618	Proteasome component C5	94.50%	90.00%
CHEMBL261	P00915	Carbonic anhydrase I	94.48%	96.76%
CHEMBL5747	Q92793	CREB-binding protein	94.29%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	94.24%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.18%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.52%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.18%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.94%	94.00%
CHEMBL2535	P11166	Glucose transporter	92.88%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.55%	91.03%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	92.42%	95.34%
CHEMBL3438	Q05513	Protein kinase C zeta	90.84%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.97%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.04%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.52%	93.99%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	85.76%	96.25%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.58%	95.78%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.27%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.46%	95.17%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.19%	95.53%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.11%	82.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL1808	P12821	Angiotensin-converting enzyme	82.77%	93.39%
CHEMBL3820	P35557	Hexokinase type IV	82.43%	91.96%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.64%	94.45%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.49%	90.95%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.01%	97.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.68%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.13%	99.15%

Plants that contains it

• Berberis calliobotrys

Cross-Links

• PubChem: 162967168
• LOTUS: LTS0102185
• wikiData: Q104888300