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

Details

• Internal ID: 95c0ea70-a3f2-4d4c-a92d-5dda644a4d66
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1S,3S)-5-[4-hydroxy-3-[1-hydroxy-4-[(3R)-6-hydroxy-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-5-yl]-8-methoxy-6-methylnaphthalen-2-yl]-5-methoxy-7-methylnaphthalen-1-yl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol
• SMILES (Canonical): CC1CC2=C(C(=CC(=C2C(N1)C)O)O)C3=CC(=C(C4=C3C=C(C=C4OC)C)O)C5=C(C6=C(C=C(C=C6OC)C)C(=C5)C7=C8CC(N=C(C8=C(C=C7O)OC)C)C)O
• 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=C(C6=C(C=C(C=C6OC)C)C(=C5)C7=C8C[C@H](N=C(C8=C(C=C7O)OC)C)C)O
• 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/h10-13,16-19,22-24,48,50-54H,14-15H2,1-9H3/t22-,23+,24-/m0/s1
• InChI Key: VSDWMCJBOALEDE-VXNXHJTFSA-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): 153.00 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 9.51
• 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	+	0.9269	92.69%
Caco-2	-	0.8287	82.87%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5656	56.56%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8361	83.61%
BSEP inhibitior	+	0.9874	98.74%
P-glycoprotein inhibitior	+	0.8005	80.05%
P-glycoprotein substrate	+	0.6263	62.63%
CYP3A4 substrate	+	0.6715	67.15%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	+	0.4061	40.61%
CYP3A4 inhibition	-	0.5536	55.36%
CYP2C9 inhibition	-	0.6557	65.57%
CYP2C19 inhibition	-	0.5273	52.73%
CYP2D6 inhibition	-	0.5552	55.52%
CYP1A2 inhibition	-	0.6940	69.40%
CYP2C8 inhibition	+	0.7544	75.44%
CYP inhibitory promiscuity	+	0.5241	52.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5673	56.73%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.8159	81.59%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8985	89.85%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8897	88.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8465	84.65%
Acute Oral Toxicity (c)	III	0.5425	54.25%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.5853	58.53%
Thyroid receptor binding	+	0.6683	66.83%
Glucocorticoid receptor binding	+	0.7093	70.93%
Aromatase binding	+	0.7042	70.42%
PPAR gamma	+	0.6825	68.25%
Honey bee toxicity	-	0.7513	75.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.3770	37.70%

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	99.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.80%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.51%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.42%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.23%	91.79%
CHEMBL213	P08588	Beta-1 adrenergic receptor	94.50%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.71%	94.00%
CHEMBL5747	Q92793	CREB-binding protein	92.31%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.58%	97.31%
CHEMBL1951	P21397	Monoamine oxidase A	91.12%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.27%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	88.10%	94.75%
CHEMBL2535	P11166	Glucose transporter	87.88%	98.75%
CHEMBL4208	P20618	Proteasome component C5	87.53%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.37%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.70%	97.53%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	85.20%	85.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.80%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.43%	99.17%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	82.58%	97.03%
CHEMBL2056	P21728	Dopamine D1 receptor	82.25%	91.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	81.72%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.03%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.39%	94.80%

Plants that contains it

• Ancistrocladus korupensis

Cross-Links

• PubChem: 163046853
• LOTUS: LTS0030232
• wikiData: Q105292155