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(1R,3R)-5-[4-hydroxy-3-[1-hydroxy-4-[(3R)-6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 0458eca9-c408-417f-ba98-7fdf86b2c6f9
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name (1R,3R)-5-[4-hydroxy-3-[1-hydroxy-4-[(3R)-6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-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(NC(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](NC(C8=C(C=C7O)OC)C)C)O
InChI InChI=1S/C47H50N2O8/c1-20-10-26-28(42-32-14-22(3)48-24(5)40(32)34(50)18-35(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/h10-13,16-19,22-25,48-54H,14-15H2,1-9H3/t22-,23-,24-,25?/m1/s1
InChI Key ZWXPIGTZTDZJFU-AWYPOSSQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H50N2O8
Molecular Weight 770.90 g/mol
Exact Mass 770.35671656 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 8.60
Atomic LogP (AlogP) 9.36
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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NSC-692904

2D Structure

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2D Structure of (1R,3R)-5-[4-hydroxy-3-[1-hydroxy-4-[(3R)-6-hydroxy-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9481 94.81%
Caco-2 - 0.8261 82.61%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5737 57.37%
OATP2B1 inhibitior - 0.7084 70.84%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.9386 93.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8111 81.11%
BSEP inhibitior + 0.9933 99.33%
P-glycoprotein inhibitior + 0.7833 78.33%
P-glycoprotein substrate + 0.5558 55.58%
CYP3A4 substrate + 0.6428 64.28%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate + 0.7329 73.29%
CYP3A4 inhibition - 0.7273 72.73%
CYP2C9 inhibition - 0.6566 65.66%
CYP2C19 inhibition - 0.5430 54.30%
CYP2D6 inhibition - 0.5331 53.31%
CYP1A2 inhibition - 0.7286 72.86%
CYP2C8 inhibition + 0.6553 65.53%
CYP inhibitory promiscuity + 0.5906 59.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5385 53.85%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9052 90.52%
Skin irritation - 0.8312 83.12%
Skin corrosion - 0.9134 91.34%
Ames mutagenesis + 0.5163 51.63%
Human Ether-a-go-go-Related Gene inhibition + 0.9047 90.47%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9158 91.58%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8646 86.46%
Acute Oral Toxicity (c) III 0.5235 52.35%
Estrogen receptor binding + 0.8105 81.05%
Androgen receptor binding + 0.7002 70.02%
Thyroid receptor binding + 0.6386 63.86%
Glucocorticoid receptor binding + 0.6923 69.23%
Aromatase binding + 0.6476 64.76%
PPAR gamma + 0.6975 69.75%
Honey bee toxicity - 0.7570 75.70%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity - 0.4155 41.55%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.52% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.01% 92.94%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 93.85% 91.79%
CHEMBL1951 P21397 Monoamine oxidase A 93.39% 91.49%
CHEMBL213 P08588 Beta-1 adrenergic receptor 92.43% 95.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.15% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.14% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.92% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.84% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.61% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.28% 94.45%
CHEMBL4208 P20618 Proteasome component C5 88.05% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.85% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.49% 85.14%
CHEMBL2535 P11166 Glucose transporter 86.29% 98.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.27% 93.03%
CHEMBL5747 Q92793 CREB-binding protein 84.89% 95.12%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.98% 97.09%
CHEMBL3438 Q05513 Protein kinase C zeta 82.75% 88.48%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.08% 99.15%
CHEMBL2056 P21728 Dopamine D1 receptor 82.02% 91.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.74% 94.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.70% 99.17%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.71% 90.24%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Ancistrocladus korupensis

Cross-Links

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PubChem 392426
LOTUS LTS0195075
wikiData Q105385291