(1R,3R)-5-[3-[4-[(1S,3S)-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]-1,2,3-trimethyl-3,4-dihydro-1H-isoquinoline-6,8-diol

Details

• Internal ID: 29d9961e-69d2-472d-9252-b382dad48550
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1R,3R)-5-[3-[4-[(1S,3S)-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]-1,2,3-trimethyl-3,4-dihydro-1H-isoquinoline-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)O)C)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@@H](C8=C(C=C7O)O)C)C)C)O
• InChI: InChI=1S/C47H50N2O8/c1-20-10-26-28(42-32-14-22(3)48-24(5)40(32)34(50)18-36(42)52)16-30(46(54)44(26)38(12-20)56-8)31-17-29(27-11-21(2)13-39(57-9)45(27)47(31)55)43-33-15-23(4)49(7)25(6)41(33)35(51)19-37(43)53/h10-13,16-19,22-25,48,50-55H,14-15H2,1-9H3/t22-,23+,24-,25+/m0/s1
• InChI Key: BWDHNUUYBZPQFQ-FQUZAXHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₀N₂O₈
• Molecular Weight: 770.90 g/mol
• Exact Mass: 770.35671656 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 9.39
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8882	88.82%
Caco-2	-	0.8238	82.38%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3657	36.57%
OATP2B1 inhibitior	-	0.5691	56.91%
OATP1B1 inhibitior	+	0.8666	86.66%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8361	83.61%
BSEP inhibitior	+	0.9932	99.32%
P-glycoprotein inhibitior	+	0.7843	78.43%
P-glycoprotein substrate	+	0.6459	64.59%
CYP3A4 substrate	+	0.6661	66.61%
CYP2C9 substrate	-	0.7865	78.65%
CYP2D6 substrate	+	0.7977	79.77%
CYP3A4 inhibition	-	0.7446	74.46%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.7112	71.12%
CYP2D6 inhibition	-	0.5788	57.88%
CYP1A2 inhibition	-	0.7157	71.57%
CYP2C8 inhibition	+	0.5478	54.78%
CYP inhibitory promiscuity	-	0.7095	70.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5463	54.63%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.8042	80.42%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8881	88.81%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9027	90.27%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9401	94.01%
Acute Oral Toxicity (c)	III	0.5972	59.72%
Estrogen receptor binding	+	0.8243	82.43%
Androgen receptor binding	+	0.6831	68.31%
Thyroid receptor binding	+	0.6373	63.73%
Glucocorticoid receptor binding	+	0.7151	71.51%
Aromatase binding	+	0.6529	65.29%
PPAR gamma	+	0.7108	71.08%
Honey bee toxicity	-	0.7469	74.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8076	80.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.63%	91.49%
CHEMBL213	P08588	Beta-1 adrenergic receptor	93.99%	95.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.43%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.97%	85.14%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.44%	97.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.52%	94.45%
CHEMBL4208	P20618	Proteasome component C5	90.39%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.97%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.46%	94.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.33%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.43%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.73%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.69%	89.62%
CHEMBL5747	Q92793	CREB-binding protein	86.25%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	85.68%	91.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.92%	89.50%
CHEMBL3438	Q05513	Protein kinase C zeta	84.18%	88.48%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.17%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.02%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.40%	97.25%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.30%	95.34%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.92%	93.40%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.93%	97.21%

Plants that contains it

• Ancistrocladus korupensis

Cross-Links

• PubChem: 162850040
• LOTUS: LTS0005563
• wikiData: Q104947123