(3R)-7-[3-[4-[(1R,3R)-6,8-dihydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl]-1-hydroxy-8-methoxy-6-methylnaphthalen-2-yl]-4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl]-8-methoxy-1,3-dimethyl-3,4-dihydro-2H-isoquinolin-6-one

Details

• Internal ID: 92623a49-bae6-477f-9819-cb8ed5afbf7f
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (3R)-7-[3-[4-[(1R,3R)-6,8-dihydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl]-1-hydroxy-8-methoxy-6-methylnaphthalen-2-yl]-4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl]-8-methoxy-1,3-dimethyl-3,4-dihydro-2H-isoquinolin-6-one
• SMILES (Canonical): CC1CC2=CC(=O)C(=C(C2=C(N1)C)OC)C3=C4C=C(C=C(C4=C(C(=C3)C5=C(C6=C(C=C(C=C6OC)C)C(=C5)C7=C8CC(NC(C8=C(C=C7O)O)C)C)O)O)OC)C
• SMILES (Isomeric): C[C@@H]1CC2=CC(=O)C(=C(C2=C(N1)C)OC)C3=C4C=C(C=C(C4=C(C(=C3)C5=C(C6=C(C=C(C=C6OC)C)C(=C5)C7=C8C[C@H](N[C@@H](C8=C(C=C7O)O)C)C)O)O)OC)C
• InChI: InChI=1S/C47H48N2O8/c1-20-10-27-29(41-33-15-23(4)49-25(6)40(33)35(51)19-36(41)52)17-31(45(53)43(27)37(12-20)55-7)32-18-30(28-11-21(2)13-38(56-8)44(28)46(32)54)42-34(50)16-26-14-22(3)48-24(5)39(26)47(42)57-9/h10-13,16-19,22-23,25,48-49,51-54H,14-15H2,1-9H3/t22-,23-,25-/m1/s1
• InChI Key: ZPKPJZIDSAIPAO-VDKIKQQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₄₈N₂O₈
• Molecular Weight: 768.90 g/mol
• Exact Mass: 768.34106649 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 8.90
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.8367	83.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7287	72.87%
OATP2B1 inhibitior	-	0.5641	56.41%
OATP1B1 inhibitior	+	0.8236	82.36%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8611	86.11%
BSEP inhibitior	+	0.9869	98.69%
P-glycoprotein inhibitior	+	0.7937	79.37%
P-glycoprotein substrate	+	0.7043	70.43%
CYP3A4 substrate	+	0.7137	71.37%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.7662	76.62%
CYP3A4 inhibition	-	0.5505	55.05%
CYP2C9 inhibition	+	0.5735	57.35%
CYP2C19 inhibition	+	0.5887	58.87%
CYP2D6 inhibition	-	0.7179	71.79%
CYP1A2 inhibition	-	0.6136	61.36%
CYP2C8 inhibition	+	0.7505	75.05%
CYP inhibitory promiscuity	+	0.8380	83.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4593	45.93%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8723	87.23%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8682	86.82%
Acute Oral Toxicity (c)	III	0.5079	50.79%
Estrogen receptor binding	+	0.8139	81.39%
Androgen receptor binding	+	0.6610	66.10%
Thyroid receptor binding	+	0.6001	60.01%
Glucocorticoid receptor binding	+	0.7302	73.02%
Aromatase binding	+	0.6291	62.91%
PPAR gamma	+	0.7276	72.76%
Honey bee toxicity	-	0.6768	67.68%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8894	88.94%

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	99.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.19%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.20%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.72%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.60%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	93.52%	93.03%
CHEMBL2535	P11166	Glucose transporter	92.09%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	91.56%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.78%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.55%	99.23%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.24%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.85%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.52%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.86%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	86.49%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.87%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	83.18%	91.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.81%	96.00%
CHEMBL1902	P62942	FK506-binding protein 1A	82.77%	97.05%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.22%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	80.76%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.74%	99.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.41%	96.67%

Plants that contains it

• Ancistrocladus korupensis

Cross-Links

• PubChem: 5481816
• LOTUS: LTS0119506
• wikiData: Q105380982