7-(5-Hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol

Details

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Internal ID 4d8ca02f-24ea-4963-9764-71e84b1abd05
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name 7-(5-hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-8-ol
SMILES (Canonical) CC1CC2=C(C(N1)C)C(=C(C=C2)C3=C4C=CC=C(C4=C(C=C3C)OC)O)O
SMILES (Isomeric) CC1CC2=C(C(N1)C)C(=C(C=C2)C3=C4C=CC=C(C4=C(C=C3C)OC)O)O
InChI InChI=1S/C23H25NO3/c1-12-10-19(27-4)22-16(6-5-7-18(22)25)20(12)17-9-8-15-11-13(2)24-14(3)21(15)23(17)26/h5-10,13-14,24-26H,11H2,1-4H3
InChI Key PBUONONRMDRRLQ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H25NO3
Molecular Weight 363.40 g/mol
Exact Mass 363.18344366 g/mol
Topological Polar Surface Area (TPSA) 61.70 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-(5-Hydroxy-4-methoxy-2-methylnaphthalen-1-yl)-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 + 0.9835 98.35%
Caco-2 + 0.6200 62.00%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5238 52.38%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9172 91.72%
P-glycoprotein inhibitior - 0.5827 58.27%
P-glycoprotein substrate + 0.7568 75.68%
CYP3A4 substrate + 0.6652 66.52%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate + 0.7329 73.29%
CYP3A4 inhibition - 0.7298 72.98%
CYP2C9 inhibition - 0.5377 53.77%
CYP2C19 inhibition + 0.5880 58.80%
CYP2D6 inhibition + 0.5377 53.77%
CYP1A2 inhibition - 0.6963 69.63%
CYP2C8 inhibition + 0.6834 68.34%
CYP inhibitory promiscuity + 0.6521 65.21%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5514 55.14%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.8980 89.80%
Skin irritation - 0.8239 82.39%
Skin corrosion - 0.8950 89.50%
Ames mutagenesis + 0.6363 63.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8211 82.11%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9207 92.07%
Acute Oral Toxicity (c) III 0.5319 53.19%
Estrogen receptor binding + 0.7733 77.33%
Androgen receptor binding + 0.5862 58.62%
Thyroid receptor binding + 0.7273 72.73%
Glucocorticoid receptor binding + 0.8781 87.81%
Aromatase binding + 0.7017 70.17%
PPAR gamma + 0.7968 79.68%
Honey bee toxicity - 0.8641 86.41%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity - 0.4199 41.99%

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 99.26% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.05% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.96% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.50% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.49% 95.56%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 94.64% 91.79%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.24% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.29% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.18% 92.94%
CHEMBL1907 P15144 Aminopeptidase N 91.73% 93.31%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.01% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.71% 94.00%
CHEMBL2535 P11166 Glucose transporter 90.22% 98.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.29% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.10% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.49% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.30% 96.95%
CHEMBL217 P14416 Dopamine D2 receptor 87.99% 95.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.79% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.57% 89.62%
CHEMBL4208 P20618 Proteasome component C5 87.52% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.34% 99.17%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.09% 97.31%
CHEMBL1795185 Q58F21 Bromodomain testis-specific protein 83.80% 89.76%
CHEMBL1937 Q92769 Histone deacetylase 2 83.46% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.76% 94.45%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.67% 95.56%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.39% 90.24%
CHEMBL2056 P21728 Dopamine D1 receptor 81.17% 91.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 81.10% 94.03%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.71% 96.39%
CHEMBL5028 O14672 ADAM10 80.30% 97.50%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.15% 100.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.01% 96.67%

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.
Dioncophyllum thollonii

Cross-Links

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PubChem 85127983
LOTUS LTS0178117
wikiData Q105205463