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Thalirugidine

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 1a2b2d2c-d9aa-4902-b9cd-e3c05b4dbd3c
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name (1S)-1-[[4-[5-[[(1S)-5-hydroxy-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]phenyl]methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-5-ol
SMILES (Canonical) CN1CCC2=C(C(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C(=C6CCN5C)O)OC)OC)OC)OC)OC)O
SMILES (Isomeric) CN1CCC2=C(C(=C(C=C2[C@@H]1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)C[C@H]5C6=CC(=C(C(=C6CCN5C)O)OC)OC)OC)OC)OC)O
InChI InChI=1S/C39H46N2O8/c1-40-16-14-26-28(21-34(45-4)38(47-6)36(26)42)30(40)18-23-8-11-25(12-9-23)49-33-20-24(10-13-32(33)44-3)19-31-29-22-35(46-5)39(48-7)37(43)27(29)15-17-41(31)2/h8-13,20-22,30-31,42-43H,14-19H2,1-7H3/t30-,31-/m0/s1
InChI Key DITCAWDOTGUOAZ-CONSDPRKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H46N2O8
Molecular Weight 670.80 g/mol
Exact Mass 670.32541643 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.48
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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(1S)-1-[[4-[5-[[(1S)-5-hydroxy-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenoxy]phenyl]methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-5-ol
(1S)-1-((4-(5-(((1S)-5-hydroxy-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)methyl)-2-methoxyphenoxy)phenyl)methyl)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-5-ol
RefChem:189077
Thalirugidine
CHEMBL504612
orb1680672
AKOS040763131

2D Structure

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2D Structure of Thalirugidine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7714 77.14%
Caco-2 - 0.7756 77.56%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5855 58.55%
OATP2B1 inhibitior + 0.5790 57.90%
OATP1B1 inhibitior + 0.9084 90.84%
OATP1B3 inhibitior + 0.9238 92.38%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9833 98.33%
P-glycoprotein inhibitior + 0.8893 88.93%
P-glycoprotein substrate - 0.5604 56.04%
CYP3A4 substrate + 0.6762 67.62%
CYP2C9 substrate + 0.7865 78.65%
CYP2D6 substrate + 0.7818 78.18%
CYP3A4 inhibition - 0.9404 94.04%
CYP2C9 inhibition - 0.9396 93.96%
CYP2C19 inhibition - 0.9462 94.62%
CYP2D6 inhibition - 0.7933 79.33%
CYP1A2 inhibition - 0.8439 84.39%
CYP2C8 inhibition + 0.7780 77.80%
CYP inhibitory promiscuity - 0.9645 96.45%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6741 67.41%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9225 92.25%
Skin irritation - 0.7725 77.25%
Skin corrosion - 0.9470 94.70%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9050 90.50%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9026 90.26%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.9117 91.17%
Acute Oral Toxicity (c) III 0.7043 70.43%
Estrogen receptor binding + 0.7907 79.07%
Androgen receptor binding + 0.7456 74.56%
Thyroid receptor binding + 0.6330 63.30%
Glucocorticoid receptor binding + 0.7684 76.84%
Aromatase binding + 0.6235 62.35%
PPAR gamma + 0.6902 69.02%
Honey bee toxicity - 0.8805 88.05%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.8482 84.82%

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 99.04% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.67% 85.14%
CHEMBL4208 P20618 Proteasome component C5 94.79% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.42% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.33% 91.11%
CHEMBL5747 Q92793 CREB-binding protein 93.00% 95.12%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.57% 94.00%
CHEMBL2581 P07339 Cathepsin D 92.48% 98.95%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 92.22% 92.68%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.01% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.64% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.57% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.95% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.89% 99.17%
CHEMBL2535 P11166 Glucose transporter 89.46% 98.75%
CHEMBL2056 P21728 Dopamine D1 receptor 85.52% 91.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.57% 94.45%
CHEMBL3474 P14555 Phospholipase A2 group IIA 83.50% 94.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.40% 91.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.24% 92.62%
CHEMBL3820 P35557 Hexokinase type IV 81.62% 91.96%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.31% 93.40%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.24% 90.24%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.05% 97.31%
CHEMBL261 P00915 Carbonic anhydrase I 80.02% 96.76%

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.
Coleonema pulchellum
Tamarix chinensis
Thalictrum foliolosum

Cross-Links

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PubChem 44584027
NPASS NPC30779
LOTUS LTS0190055
wikiData Q104394235