(2R,4R)-2'-[4-[[(1R)-6,7-dimethoxy-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: 9b6ccd7e-38ba-41fd-b2c0-719669125679
• Taxonomy: Alkaloids and derivatives > Proaporphines
• IUPAC Name: (2R,4R)-2'-[4-[[(1R)-6,7-dimethoxy-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)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@H]1C[C@]34C=CC(=O)C(=C4)OC5=CC=C(C=C5)C[C@@H]6C7=CC(=C(C=C7CCN6C)OC)OC)OC)OC
• InChI: InChI=1S/C38H42N2O6/c1-39-15-12-24-18-31(42-3)32(43-4)20-27(24)28(39)17-23-7-9-26(10-8-23)46-34-22-38(14-11-30(34)41)21-29-35-25(13-16-40(29)2)19-33(44-5)37(45-6)36(35)38/h7-11,14,18-20,22,28-29H,12-13,15-17,21H2,1-6H3/t28-,29-,38+/m1/s1
• InChI Key: IAFYZOROUCWFHK-HQILYBJNSA-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): 69.70 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.77
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	-	0.7331	73.31%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6865	68.65%
OATP2B1 inhibitior	-	0.6970	69.70%
OATP1B1 inhibitior	+	0.9049	90.49%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9968	99.68%
P-glycoprotein inhibitior	+	0.9367	93.67%
P-glycoprotein substrate	+	0.5738	57.38%
CYP3A4 substrate	+	0.7594	75.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3888	38.88%
CYP3A4 inhibition	-	0.7100	71.00%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.9446	94.46%
CYP2D6 inhibition	-	0.5636	56.36%
CYP1A2 inhibition	-	0.9373	93.73%
CYP2C8 inhibition	+	0.6885	68.85%
CYP inhibitory promiscuity	-	0.7652	76.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9327	93.27%
Skin irritation	-	0.7908	79.08%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	+	0.5530	55.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.8825	88.25%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6824	68.24%
skin sensitisation	-	0.8737	87.37%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5725	57.25%
Acute Oral Toxicity (c)	III	0.7343	73.43%
Estrogen receptor binding	+	0.8190	81.90%
Androgen receptor binding	+	0.7567	75.67%
Thyroid receptor binding	+	0.6245	62.45%
Glucocorticoid receptor binding	+	0.8257	82.57%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.7289	72.89%
Honey bee toxicity	-	0.7059	70.59%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9730	97.30%

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	99.39%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.24%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.72%	95.56%
CHEMBL2535	P11166	Glucose transporter	95.33%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.29%	95.89%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.56%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.48%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.00%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.73%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.52%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.12%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.92%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.74%	97.25%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.63%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	91.23%	96.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.17%	92.62%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	89.45%	90.95%
CHEMBL4208	P20618	Proteasome component C5	89.16%	90.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	88.70%	95.34%
CHEMBL2056	P21728	Dopamine D1 receptor	87.52%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.09%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.37%	99.17%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.39%	99.18%
CHEMBL5747	Q92793	CREB-binding protein	85.09%	95.12%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.38%	91.07%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.36%	96.25%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	84.20%	95.52%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.74%	82.38%
CHEMBL1951	P21397	Monoamine oxidase A	83.03%	91.49%
CHEMBL1902	P62942	FK506-binding protein 1A	82.66%	97.05%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.66%	100.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.61%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.29%	90.71%
CHEMBL261	P00915	Carbonic anhydrase I	81.10%	96.76%
CHEMBL3820	P35557	Hexokinase type IV	80.93%	91.96%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.21%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	80.03%	95.62%

Plants that contains it

• Berberis vulgaris

Cross-Links

• PubChem: 162977106
• LOTUS: LTS0122541
• wikiData: Q105036081