(1R,3S)-7-[4-hydroxy-3-[1-hydroxy-4-[(1R,3S)-6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl]-8-methoxy-6-methylnaphthalen-2-yl]-5-methoxy-7-methylnaphthalen-1-yl]-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol

Details

• Internal ID: 3e347d79-ce6e-46fb-94e1-2c1bdb324855
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1R,3S)-7-[4-hydroxy-3-[1-hydroxy-4-[(1R,3S)-6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl]-8-methoxy-6-methylnaphthalen-2-yl]-5-methoxy-7-methylnaphthalen-1-yl]-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C(N1)C)OC)C3=CC(=C(C4=C3C=C(C=C4OC)C)O)C5=C(C6=C(C=C(C=C6OC)C)C(=C5)C7=C(C=C8CC(NC(C8=C7OC)C)C)O)O)O
• SMILES (Isomeric): C[C@H]1CC2=CC(=C(C(=C2[C@H](N1)C)OC)C3=CC(=C(C4=C3C=C(C=C4OC)C)O)C5=C(C6=C(C=C(C=C6OC)C)C(=C5)C7=C(C=C8C[C@@H](N[C@@H](C8=C7OC)C)C)O)O)O
• InChI: InChI=1S/C48H52N2O8/c1-21-11-29-31(41-35(51)17-27-15-23(3)49-25(5)39(27)47(41)57-9)19-33(45(53)43(29)37(13-21)55-7)34-20-32(30-12-22(2)14-38(56-8)44(30)46(34)54)42-36(52)18-28-16-24(4)50-26(6)40(28)48(42)58-10/h11-14,17-20,23-26,49-54H,15-16H2,1-10H3/t23-,24-,25+,26+/m0/s1
• InChI Key: YJBKRMVWBVUPNX-QEGGNFSNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₂N₂O₈
• Molecular Weight: 784.90 g/mol
• Exact Mass: 784.37236662 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 9.66
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9736	97.36%
Caco-2	-	0.8302	83.02%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7086	70.86%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.8762	87.62%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7861	78.61%
BSEP inhibitior	+	0.9895	98.95%
P-glycoprotein inhibitior	+	0.7795	77.95%
P-glycoprotein substrate	+	0.5251	52.51%
CYP3A4 substrate	+	0.6301	63.01%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	+	0.7329	73.29%
CYP3A4 inhibition	-	0.7750	77.50%
CYP2C9 inhibition	-	0.6722	67.22%
CYP2C19 inhibition	-	0.5648	56.48%
CYP2D6 inhibition	-	0.5421	54.21%
CYP1A2 inhibition	-	0.7124	71.24%
CYP2C8 inhibition	+	0.6563	65.63%
CYP inhibitory promiscuity	+	0.5154	51.54%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5188	51.88%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.8354	83.54%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.9170	91.70%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9250	92.50%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9218	92.18%
Acute Oral Toxicity (c)	III	0.4935	49.35%
Estrogen receptor binding	+	0.7923	79.23%
Androgen receptor binding	+	0.6864	68.64%
Thyroid receptor binding	+	0.6187	61.87%
Glucocorticoid receptor binding	+	0.7117	71.17%
Aromatase binding	+	0.6640	66.40%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.6406	64.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.16%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	97.06%	91.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.28%	92.94%
CHEMBL213	P08588	Beta-1 adrenergic receptor	95.27%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.18%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	94.04%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.34%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.67%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.58%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	87.32%	95.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.93%	98.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.90%	97.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.74%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.57%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.30%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.28%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.18%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.90%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.83%	96.95%
CHEMBL2056	P21728	Dopamine D1 receptor	83.80%	91.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.11%	97.21%
CHEMBL261	P00915	Carbonic anhydrase I	82.57%	96.76%
CHEMBL3438	Q05513	Protein kinase C zeta	81.54%	88.48%

Plants that contains it

• Ancistrocladus griffithii

Cross-Links

• PubChem: 11735409
• LOTUS: LTS0159984
• wikiData: Q105349162