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methyl 4-hydroxy-3-[4-[[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3,9,11,15,21-hexaen-5-yl]methyl]phenoxy]benzoate

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 658471b7-7947-4808-a88e-cbd693cce490
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name methyl 4-hydroxy-3-[4-[[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3,9,11,15,21-hexaen-5-yl]methyl]phenoxy]benzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H34N2O8/c1-37-13-12-22-17-31(42-3)33-34(46-30-19-25-21(16-29(30)45-33)11-14-38(2)35(25)40)32(22)26(37)15-20-5-8-24(9-6-20)44-28-18-23(36(41)43-4)7-10-27(28)39/h5-10,16-19,26,39H,11-15H2,1-4H3/t26-/m0/s1
InChI Key VNHMZLWCKKBUPX-SANMLTNESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H34N2O8
Molecular Weight 622.70 g/mol
Exact Mass 622.23151605 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 6.28
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 4-hydroxy-3-[4-[[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3,9,11,15,21-hexaen-5-yl]methyl]phenoxy]benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6322 63.22%
Caco-2 - 0.6951 69.51%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6047 60.47%
OATP2B1 inhibitior + 0.5757 57.57%
OATP1B1 inhibitior + 0.8870 88.70%
OATP1B3 inhibitior + 0.9185 91.85%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9938 99.38%
P-glycoprotein inhibitior + 0.9386 93.86%
P-glycoprotein substrate + 0.6146 61.46%
CYP3A4 substrate + 0.7211 72.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3933 39.33%
CYP3A4 inhibition - 0.8463 84.63%
CYP2C9 inhibition - 0.9436 94.36%
CYP2C19 inhibition - 0.8417 84.17%
CYP2D6 inhibition - 0.9829 98.29%
CYP1A2 inhibition - 0.9028 90.28%
CYP2C8 inhibition + 0.7771 77.71%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6266 62.66%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9332 93.32%
Skin irritation - 0.8122 81.22%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7261 72.61%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.7022 70.22%
skin sensitisation - 0.9115 91.15%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7412 74.12%
Acute Oral Toxicity (c) III 0.7955 79.55%
Estrogen receptor binding + 0.8107 81.07%
Androgen receptor binding + 0.7380 73.80%
Thyroid receptor binding + 0.5949 59.49%
Glucocorticoid receptor binding + 0.8695 86.95%
Aromatase binding + 0.5855 58.55%
PPAR gamma + 0.7077 70.77%
Honey bee toxicity - 0.7456 74.56%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9190 91.90%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.81% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 98.13% 91.49%
CHEMBL4208 P20618 Proteasome component C5 97.88% 90.00%
CHEMBL4040 P28482 MAP kinase ERK2 97.49% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.65% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.39% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.64% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.41% 95.89%
CHEMBL2581 P07339 Cathepsin D 93.69% 98.95%
CHEMBL2535 P11166 Glucose transporter 93.69% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.05% 93.99%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.94% 93.40%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.06% 90.71%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 90.70% 90.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.68% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.33% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.53% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.29% 95.56%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 87.90% 96.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.65% 85.14%
CHEMBL3492 P49721 Proteasome Macropain subunit 85.32% 90.24%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.85% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.47% 95.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.96% 94.33%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.72% 80.78%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.94% 91.03%
CHEMBL340 P08684 Cytochrome P450 3A4 82.17% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.77% 92.94%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.33% 94.42%

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 lycium

Cross-Links

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PubChem 162842959
LOTUS LTS0257613
wikiData Q105289616