2'-[4-[(7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]-10,11-dimethoxy-5-methylspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohexa-2,5-diene]-1'-one

Details

• Internal ID: e9dc1b56-b9c4-43fe-a3e5-2bd6d8da5a5a
• Taxonomy: Alkaloids and derivatives > Proaporphines
• IUPAC Name: 2'-[4-[(7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl]phenoxy]-10,11-dimethoxy-5-methylspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohexa-2,5-diene]-1'-one
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC34C=CC(=O)C(=C4)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)OC)O)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2C1CC34C=CC(=O)C(=C4)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)OC)O)OC)OC
• InChI: InChI=1S/C37H40N2O6/c1-38-14-11-23-17-31(42-3)30(41)19-26(23)27(38)16-22-6-8-25(9-7-22)45-33-21-37(13-10-29(33)40)20-28-34-24(12-15-39(28)2)18-32(43-4)36(44-5)35(34)37/h6-10,13,17-19,21,27-28,41H,11-12,14-16,20H2,1-5H3
• InChI Key: KJCQZBUNNXWJCE-UHFFFAOYSA-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): 80.70 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.46
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9488	94.88%
Caco-2	-	0.7530	75.30%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7203	72.03%
OATP2B1 inhibitior	-	0.5592	55.92%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9940	99.40%
P-glycoprotein inhibitior	+	0.9212	92.12%
P-glycoprotein substrate	+	0.5993	59.93%
CYP3A4 substrate	+	0.7568	75.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3672	36.72%
CYP3A4 inhibition	-	0.7998	79.98%
CYP2C9 inhibition	-	0.8954	89.54%
CYP2C19 inhibition	-	0.9399	93.99%
CYP2D6 inhibition	-	0.5777	57.77%
CYP1A2 inhibition	-	0.9324	93.24%
CYP2C8 inhibition	+	0.7329	73.29%
CYP inhibitory promiscuity	-	0.8604	86.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6492	64.92%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9334	93.34%
Skin irritation	-	0.7837	78.37%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5476	54.76%
Human Ether-a-go-go-Related Gene inhibition	+	0.8371	83.71%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7028	70.28%
skin sensitisation	-	0.8730	87.30%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6768	67.68%
Acute Oral Toxicity (c)	III	0.7538	75.38%
Estrogen receptor binding	+	0.8230	82.30%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	+	0.6151	61.51%
Glucocorticoid receptor binding	+	0.8213	82.13%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.7415	74.15%
Honey bee toxicity	-	0.7284	72.84%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9628	96.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.69%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.49%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.78%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.57%	94.00%
CHEMBL2535	P11166	Glucose transporter	95.44%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.02%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.19%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.97%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.48%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.45%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.80%	96.77%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.56%	93.99%
CHEMBL4208	P20618	Proteasome component C5	91.78%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.76%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.08%	97.25%
CHEMBL2056	P21728	Dopamine D1 receptor	91.07%	91.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.62%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.42%	97.09%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	90.06%	96.69%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	89.84%	95.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.47%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	87.99%	95.62%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.13%	90.95%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	85.51%	96.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.71%	91.07%
CHEMBL3820	P35557	Hexokinase type IV	84.13%	91.96%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.12%	99.15%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.57%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.56%	90.71%
CHEMBL261	P00915	Carbonic anhydrase I	83.01%	96.76%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	82.57%	95.52%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.42%	95.53%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.18%	90.24%

Plants that contains it

• Berberis actinacantha
• Berberis boliviana
• Berberis empetrifolia

Cross-Links

• PubChem: 163017515
• LOTUS: LTS0110096
• wikiData: Q104394456