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4-[3-[[(1S)-6,7-dimethoxy-8-[(6-methoxy-2-methyl-1-oxo-3,4-dihydroisoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,6-dimethoxyphenoxy]benzaldehyde

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 1656be79-e8c4-4bfc-9002-bfc95f39c58e
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name 4-[3-[[(1S)-6,7-dimethoxy-8-[(6-methoxy-2-methyl-1-oxo-3,4-dihydroisoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,6-dimethoxyphenoxy]benzaldehyde
SMILES (Canonical) CN1CCC2=CC(=C(C(=C2C1CC3=C(C(=C(C=C3)OC)OC4=CC=C(C=C4)C=O)OC)OC5=C(C=C6CCN(C(=O)C6=C5)C)OC)OC)OC
SMILES (Isomeric) CN1CCC2=CC(=C(C(=C2[C@@H]1CC3=C(C(=C(C=C3)OC)OC4=CC=C(C=C4)C=O)OC)OC5=C(C=C6CCN(C(=O)C6=C5)C)OC)OC)OC
InChI InChI=1S/C39H42N2O9/c1-40-16-15-25-20-33(46-5)36(48-7)38(50-32-21-28-24(19-31(32)45-4)14-17-41(2)39(28)43)34(25)29(40)18-26-10-13-30(44-3)37(35(26)47-6)49-27-11-8-23(22-42)9-12-27/h8-13,19-22,29H,14-18H2,1-7H3/t29-/m0/s1
InChI Key ZQLVAEPSMKKLKO-LJAQVGFWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H42N2O9
Molecular Weight 682.80 g/mol
Exact Mass 682.28903092 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.53
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[3-[[(1S)-6,7-dimethoxy-8-[(6-methoxy-2-methyl-1-oxo-3,4-dihydroisoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2,6-dimethoxyphenoxy]benzaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8771 87.71%
Caco-2 - 0.6248 62.48%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7513 75.13%
OATP2B1 inhibitior - 0.7055 70.55%
OATP1B1 inhibitior + 0.8614 86.14%
OATP1B3 inhibitior + 0.9233 92.33%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9955 99.55%
P-glycoprotein inhibitior + 0.9435 94.35%
P-glycoprotein substrate + 0.5402 54.02%
CYP3A4 substrate + 0.6952 69.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4266 42.66%
CYP3A4 inhibition - 0.8112 81.12%
CYP2C9 inhibition - 0.9643 96.43%
CYP2C19 inhibition - 0.9204 92.04%
CYP2D6 inhibition - 0.9834 98.34%
CYP1A2 inhibition - 0.8853 88.53%
CYP2C8 inhibition + 0.6179 61.79%
CYP inhibitory promiscuity - 0.9322 93.22%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6320 63.20%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9314 93.14%
Skin irritation - 0.8197 81.97%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8741 87.41%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9204 92.04%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6847 68.47%
Acute Oral Toxicity (c) III 0.7989 79.89%
Estrogen receptor binding + 0.7654 76.54%
Androgen receptor binding + 0.7235 72.35%
Thyroid receptor binding + 0.5913 59.13%
Glucocorticoid receptor binding + 0.8591 85.91%
Aromatase binding + 0.6486 64.86%
PPAR gamma + 0.6922 69.22%
Honey bee toxicity - 0.7262 72.62%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.8976 89.76%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.38% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.95% 96.09%
CHEMBL4208 P20618 Proteasome component C5 95.91% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.84% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.97% 93.40%
CHEMBL1951 P21397 Monoamine oxidase A 94.58% 91.49%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.68% 95.89%
CHEMBL2535 P11166 Glucose transporter 89.19% 98.75%
CHEMBL2581 P07339 Cathepsin D 89.17% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.65% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.39% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.25% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.20% 99.17%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 87.65% 96.09%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 86.14% 95.53%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.75% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.69% 89.62%
CHEMBL4302 P08183 P-glycoprotein 1 85.54% 92.98%
CHEMBL2056 P21728 Dopamine D1 receptor 85.26% 91.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.14% 91.07%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 84.94% 91.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.32% 94.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 84.00% 90.95%
CHEMBL202 P00374 Dihydrofolate reductase 83.33% 89.92%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.07% 96.67%
CHEMBL261 P00915 Carbonic anhydrase I 81.46% 96.76%
CHEMBL5747 Q92793 CREB-binding protein 81.02% 95.12%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.50% 90.71%

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.
Berberis microphylla

Cross-Links

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PubChem 102277973
LOTUS LTS0033600
wikiData Q105381531