4-[5-[[(1R)-6,7-dimethoxy-8-[(6-methoxy-2-methyl-1-oxo-3,4-dihydroisoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-hydroxyphenoxy]benzaldehyde

Details

• Internal ID: dc6e8f52-81c2-4a33-8a19-a9acde42a210
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 4-[5-[[(1R)-6,7-dimethoxy-8-[(6-methoxy-2-methyl-1-oxo-3,4-dihydroisoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-hydroxyphenoxy]benzaldehyde
• SMILES (Canonical): CN1CCC2=CC(=C(C(=C2C1CC3=CC(=C(C=C3)O)OC4=CC=C(C=C4)C=O)OC5=C(C=C6CCN(C(=O)C6=C5)C)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C(=C2[C@H]1CC3=CC(=C(C=C3)O)OC4=CC=C(C=C4)C=O)OC5=C(C=C6CCN(C(=O)C6=C5)C)OC)OC)OC
• InChI: InChI=1S/C37H38N2O8/c1-38-14-13-25-19-33(44-4)35(45-5)36(47-32-20-27-24(18-31(32)43-3)12-15-39(2)37(27)42)34(25)28(38)16-23-8-11-29(41)30(17-23)46-26-9-6-22(21-40)7-10-26/h6-11,17-21,28,41H,12-16H2,1-5H3/t28-/m1/s1
• InChI Key: PKCJVBBDONPCNC-MUUNZHRXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₈N₂O₈
• Molecular Weight: 638.70 g/mol
• Exact Mass: 638.26281617 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 6.21
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8480	84.80%
Caco-2	-	0.6486	64.86%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7848	78.48%
OATP2B1 inhibitior	-	0.5674	56.74%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9949	99.49%
P-glycoprotein inhibitior	+	0.9411	94.11%
P-glycoprotein substrate	+	0.5648	56.48%
CYP3A4 substrate	+	0.7109	71.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4000	40.00%
CYP3A4 inhibition	-	0.7916	79.16%
CYP2C9 inhibition	-	0.9739	97.39%
CYP2C19 inhibition	-	0.9347	93.47%
CYP2D6 inhibition	-	0.9841	98.41%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	+	0.7271	72.71%
CYP inhibitory promiscuity	-	0.9681	96.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9315	93.15%
Skin irritation	-	0.8107	81.07%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7989	79.89%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.7199	71.99%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8622	86.22%
Acute Oral Toxicity (c)	III	0.8121	81.21%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.7060	70.60%
Thyroid receptor binding	+	0.5826	58.26%
Glucocorticoid receptor binding	+	0.8726	87.26%
Aromatase binding	+	0.6225	62.25%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.7390	73.90%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8531	85.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.94%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	98.74%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.32%	93.40%
CHEMBL4208	P20618	Proteasome component C5	96.07%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.83%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.74%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	92.83%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.82%	95.89%
CHEMBL2535	P11166	Glucose transporter	92.36%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	92.07%	80.78%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.20%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.01%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.75%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.63%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	87.14%	96.76%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.06%	95.53%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.02%	96.69%
CHEMBL2056	P21728	Dopamine D1 receptor	85.64%	91.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.78%	90.95%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.70%	95.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.54%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.32%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.48%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.72%	99.15%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.20%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.93%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.51%	89.00%

Plants that contains it

• Berberis lycium

Cross-Links

• PubChem: 102512444
• LOTUS: LTS0046811
• wikiData: Q105210315