(1S,3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-6-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol

Details

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Internal ID 86e9b487-5393-431e-8ac3-08fe87288146
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name (1S,3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-6-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol
SMILES (Canonical) CC1CC2=CC(=C(C(=C2C(N1)C)O)C3=C4C=CC=C(C4=C(C=C3C)OC)OC)OC
SMILES (Isomeric) C[C@@H]1CC2=CC(=C(C(=C2[C@@H](N1)C)O)C3=C4C=CC=C(C4=C(C=C3C)OC)OC)OC
InChI InChI=1S/C25H29NO4/c1-13-10-19(29-5)23-17(8-7-9-18(23)28-4)21(13)24-20(30-6)12-16-11-14(2)26-15(3)22(16)25(24)27/h7-10,12,14-15,26-27H,11H2,1-6H3/t14-,15+/m1/s1
InChI Key XJKBCFDZMXLQGI-CABCVRRESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H29NO4
Molecular Weight 407.50 g/mol
Exact Mass 407.20965841 g/mol
Topological Polar Surface Area (TPSA) 60.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-6-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9655 96.55%
Caco-2 + 0.6738 67.38%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.4319 43.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8983 89.83%
OATP1B3 inhibitior + 0.9441 94.41%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8361 83.61%
BSEP inhibitior + 0.9286 92.86%
P-glycoprotein inhibitior + 0.6889 68.89%
P-glycoprotein substrate + 0.6305 63.05%
CYP3A4 substrate + 0.6477 64.77%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate + 0.7329 73.29%
CYP3A4 inhibition - 0.6221 62.21%
CYP2C9 inhibition - 0.5569 55.69%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition + 0.5968 59.68%
CYP1A2 inhibition - 0.7143 71.43%
CYP2C8 inhibition + 0.6480 64.80%
CYP inhibitory promiscuity + 0.6300 63.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5600 56.00%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8267 82.67%
Skin irritation - 0.8266 82.66%
Skin corrosion - 0.9088 90.88%
Ames mutagenesis + 0.6763 67.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7921 79.21%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9174 91.74%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.9099 90.99%
Acute Oral Toxicity (c) III 0.5077 50.77%
Estrogen receptor binding + 0.8388 83.88%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.7669 76.69%
Glucocorticoid receptor binding + 0.9000 90.00%
Aromatase binding + 0.6616 66.16%
PPAR gamma + 0.6864 68.64%
Honey bee toxicity - 0.8438 84.38%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.3647 36.47%

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 98.75% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.27% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.79% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.63% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.60% 86.33%
CHEMBL2535 P11166 Glucose transporter 93.40% 98.75%
CHEMBL213 P08588 Beta-1 adrenergic receptor 92.55% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.42% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.41% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.31% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.33% 99.15%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 90.19% 91.79%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.87% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.16% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.23% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.87% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.03% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.78% 94.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 86.68% 94.03%
CHEMBL1907 P15144 Aminopeptidase N 85.57% 93.31%
CHEMBL217 P14416 Dopamine D2 receptor 83.43% 95.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.34% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.00% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.51% 97.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.24% 99.23%
CHEMBL4208 P20618 Proteasome component C5 81.04% 90.00%
CHEMBL2056 P21728 Dopamine D1 receptor 80.96% 91.00%
CHEMBL4599 Q07912 Tyrosine kinase non-receptor protein 2 80.92% 94.29%

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 ealaensis

Cross-Links

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PubChem 162891080
LOTUS LTS0115987
wikiData Q105329013