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

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 c130f44e-d8b4-479d-8823-05058917a31f
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
IUPAC Name 4-[(1R,3S)-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl]-8-methoxy-3-methylnaphthalen-1-ol
SMILES (Canonical) CC1CC2=CC(=C(C(=C2C(N1)C)OC)C3=C4C=CC=C(C4=C(C=C3C)O)OC)OC
SMILES (Isomeric) C[C@H]1CC2=CC(=C(C(=C2[C@H](N1)C)OC)C3=C4C=CC=C(C4=C(C=C3C)O)OC)OC
InChI InChI=1S/C25H29NO4/c1-13-10-18(27)23-17(8-7-9-19(23)28-4)21(13)24-20(29-5)12-16-11-14(2)26-15(3)22(16)25(24)30-6/h7-10,12,14-15,26-27H,11H2,1-6H3/t14-,15+/m0/s1
InChI Key YTAPXHUNYHTRNM-LSDHHAIUSA-N
Popularity 0 references 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 4-[(1R,3S)-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl]-8-methoxy-3-methylnaphthalen-1-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9825 98.25%
Caco-2 + 0.7611 76.11%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5721 57.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9169 91.69%
OATP1B3 inhibitior + 0.9550 95.50%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8111 81.11%
BSEP inhibitior + 0.9601 96.01%
P-glycoprotein inhibitior + 0.6854 68.54%
P-glycoprotein substrate + 0.6094 60.94%
CYP3A4 substrate + 0.6562 65.62%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate + 0.7329 73.29%
CYP3A4 inhibition - 0.6938 69.38%
CYP2C9 inhibition - 0.5740 57.40%
CYP2C19 inhibition - 0.5216 52.16%
CYP2D6 inhibition + 0.5702 57.02%
CYP1A2 inhibition - 0.6798 67.98%
CYP2C8 inhibition + 0.6793 67.93%
CYP inhibitory promiscuity + 0.5484 54.84%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5439 54.39%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.8525 85.25%
Skin irritation - 0.8319 83.19%
Skin corrosion - 0.9251 92.51%
Ames mutagenesis + 0.6263 62.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7750 77.50%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9291 92.91%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8918 89.18%
Acute Oral Toxicity (c) III 0.4698 46.98%
Estrogen receptor binding + 0.8682 86.82%
Androgen receptor binding - 0.4861 48.61%
Thyroid receptor binding + 0.7759 77.59%
Glucocorticoid receptor binding + 0.8561 85.61%
Aromatase binding + 0.6412 64.12%
PPAR gamma + 0.7886 78.86%
Honey bee toxicity - 0.8388 83.88%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.6835 68.35%

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 98.57% 91.11%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 97.25% 91.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.35% 95.56%
CHEMBL2535 P11166 Glucose transporter 95.93% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.87% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.96% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.57% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.36% 98.95%
CHEMBL213 P08588 Beta-1 adrenergic receptor 92.28% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.74% 86.33%
CHEMBL4302 P08183 P-glycoprotein 1 91.32% 92.98%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.82% 99.15%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 89.56% 94.03%
CHEMBL217 P14416 Dopamine D2 receptor 89.38% 95.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.29% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.02% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.88% 94.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.87% 97.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.51% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.24% 92.94%
CHEMBL1907 P15144 Aminopeptidase N 87.13% 93.31%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.97% 96.21%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.85% 89.62%
CHEMBL1951 P21397 Monoamine oxidase A 85.56% 91.49%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.56% 100.00%
CHEMBL1795185 Q58F21 Bromodomain testis-specific protein 83.73% 89.76%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.45% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.22% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.20% 99.17%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.98% 93.03%
CHEMBL4208 P20618 Proteasome component C5 82.70% 90.00%
CHEMBL2056 P21728 Dopamine D1 receptor 82.23% 91.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.04% 97.21%
CHEMBL1937 Q92769 Histone deacetylase 2 80.71% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.50% 93.56%

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 tectorius

Cross-Links

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PubChem 162946598
LOTUS LTS0180249
wikiData Q105361250