(1R,3R)-7-[4-hydroxy-3-[1-hydroxy-5-[(1S,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: d50241d4-1aba-4262-b47f-1e813795c16e
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1R,3R)-7-[4-hydroxy-3-[1-hydroxy-5-[(1S,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=C4C=C(C=C(C4=C(C(=C3)C5=C(C6=C(C=C(C(=C6C=C5)C7=C(C=C8CC(NC(C8=C7OC)C)C)O)C)OC)O)O)OC)C)O
• SMILES (Isomeric): C[C@@H]1CC2=CC(=C(C(=C2[C@H](N1)C)OC)C3=C4C=C(C=C(C4=C(C(=C3)C5=C(C6=C(C=C(C(=C6C=C5)C7=C(C=C8C[C@@H](N[C@H](C8=C7OC)C)C)O)C)OC)O)O)OC)C)O
• InChI: InChI=1S/C48H52N2O8/c1-21-13-31-32(41-34(51)18-27-16-23(3)49-25(5)39(27)47(41)57-9)20-33(46(54)43(31)36(14-21)55-7)29-11-12-30-38(22(2)15-37(56-8)42(30)45(29)53)44-35(52)19-28-17-24(4)50-26(6)40(28)48(44)58-10/h11-15,18-20,23-26,49-54H,16-17H2,1-10H3/t23-,24+,25-,26+/m1/s1
• InChI Key: IZIZZGYVVSOSHV-ZJSPYRCASA-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	-	0.8277	82.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7086	70.86%
OATP2B1 inhibitior	+	0.5741	57.41%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7861	78.61%
BSEP inhibitior	+	0.9917	99.17%
P-glycoprotein inhibitior	+	0.7972	79.72%
P-glycoprotein substrate	+	0.6893	68.93%
CYP3A4 substrate	+	0.6686	66.86%
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	+	0.7558	75.58%
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	-	0.9069	90.69%
Skin irritation	-	0.8354	83.54%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8436	84.36%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9250	92.50%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9280	92.80%
Acute Oral Toxicity (c)	III	0.4935	49.35%
Estrogen receptor binding	+	0.8061	80.61%
Androgen receptor binding	+	0.6922	69.22%
Thyroid receptor binding	+	0.6133	61.33%
Glucocorticoid receptor binding	+	0.6984	69.84%
Aromatase binding	+	0.6498	64.98%
PPAR gamma	+	0.7107	71.07%
Honey bee toxicity	-	0.7888	78.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
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	99.51%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.39%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.50%	96.21%
CHEMBL213	P08588	Beta-1 adrenergic receptor	94.50%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.37%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.85%	91.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.51%	89.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.02%	97.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.79%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.74%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.00%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.94%	90.00%
CHEMBL2535	P11166	Glucose transporter	88.82%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.54%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.46%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.88%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.82%	97.09%
CHEMBL4302	P08183	P-glycoprotein 1	85.40%	92.98%
CHEMBL2056	P21728	Dopamine D1 receptor	85.07%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.52%	99.17%
CHEMBL3438	Q05513	Protein kinase C zeta	84.50%	88.48%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.41%	97.21%
CHEMBL5747	Q92793	CREB-binding protein	83.86%	95.12%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.54%	96.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.55%	98.11%
CHEMBL261	P00915	Carbonic anhydrase I	81.21%	96.76%

Plants that contains it

• Ancistrocladus griffithii

Cross-Links

• PubChem: 163104505
• LOTUS: LTS0003365
• wikiData: Q105123237