5-[4'-(6,8-Dihydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl)-1,1'-dihydroxy-8,8'-dimethoxy-6,6'-dimethyl[2,2'-binaphthalen]-4-yl]-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6(2H)-one

Details

• Internal ID: 90f728ac-d9a8-41fc-9157-ccc7ce861745
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (3R)-5-[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=C(C(=CC(=C2C(N1)C)O)O)C3=CC(=C(C4=C3C=C(C=C4OC)C)O)C5=CC(=C6C=C(C=C(C6=C5O)OC)C)C7=C8CC(NC(=C8C(=CC7=O)OC)C)C
• SMILES (Isomeric): C[C@@H]1CC2=C(C(=CC(=C2[C@H](N1)C)O)O)C3=CC(=C(C4=C3C=C(C=C4OC)C)O)C5=CC(=C6C=C(C=C(C6=C5O)OC)C)C7=C8C[C@H](NC(=C8C(=CC7=O)OC)C)C
• InChI: InChI=1S/C47H48N2O8/c1-20-10-26-28(42-32-14-22(3)48-24(5)40(32)34(50)18-35(42)51)16-30(46(53)44(26)37(12-20)55-7)31-17-29(27-11-21(2)13-38(56-8)45(27)47(31)54)43-33-15-23(4)49-25(6)41(33)39(57-9)19-36(43)52/h10-13,16-19,22-24,48-51,53-54H,14-15H2,1-9H3/t22-,23-,24-/m1/s1
• InChI Key: CPBMKCLMBAJARI-WXFUMESZSA-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

• 5-[4'-(6,8-Dihydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl)-1,1'-dihydroxy-8,8'-dimethoxy-6,6'-dimethyl[2,2'-binaphthalen]-4-yl]-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-6(2H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.8322	83.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7287	72.87%
OATP2B1 inhibitior	-	0.5670	56.70%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8611	86.11%
BSEP inhibitior	+	0.9900	99.00%
P-glycoprotein inhibitior	+	0.8141	81.41%
P-glycoprotein substrate	+	0.7155	71.55%
CYP3A4 substrate	+	0.7045	70.45%
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	+	0.6999	69.99%
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	-	0.9128	91.28%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	+	0.6363	63.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8558	85.58%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8727	87.27%
Acute Oral Toxicity (c)	III	0.5079	50.79%
Estrogen receptor binding	+	0.8373	83.73%
Androgen receptor binding	+	0.6702	67.02%
Thyroid receptor binding	+	0.6299	62.99%
Glucocorticoid receptor binding	+	0.7447	74.47%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.7186	71.86%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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	99.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.80%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.20%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.77%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.78%	89.00%
CHEMBL2535	P11166	Glucose transporter	92.85%	98.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.93%	92.68%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.70%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.58%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.78%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	90.20%	94.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.15%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	89.84%	91.19%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.92%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.72%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.39%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.97%	93.99%
CHEMBL4208	P20618	Proteasome component C5	87.80%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.26%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.15%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.47%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.30%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.94%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.72%	94.45%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.05%	96.67%
CHEMBL1902	P62942	FK506-binding protein 1A	81.50%	97.05%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.34%	99.15%

Plants that contains it

• Ancistrocladus korupensis

Cross-Links

• PubChem: 5469775
• LOTUS: LTS0026326
• wikiData: Q82917499