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Thalifabine

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 85445a47-331d-44aa-ac28-fbb7e49dec40
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name (5S)-5-[[4-[[(6aS)-1,2,3,9,10-pentamethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-8-yl]oxy]phenyl]methyl]-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
SMILES (Canonical) CN1CCC2=C3C1CC4=C(C(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)OC)OC5=CC=C(C=C5)CC6C7=CC8=C(C=C7CCN6C)OCO8
SMILES (Isomeric) CN1CCC2=C3[C@@H]1CC4=C(C(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)OC)OC5=CC=C(C=C5)C[C@H]6C7=CC8=C(C=C7CCN6C)OCO8
InChI InChI=1S/C40H44N2O8/c1-41-14-12-23-17-31-32(49-21-48-31)19-26(23)29(41)16-22-8-10-24(11-9-22)50-37-28-18-30-34-25(13-15-42(30)2)36(44-4)40(47-7)39(46-6)35(34)27(28)20-33(43-3)38(37)45-5/h8-11,17,19-20,29-30H,12-16,18,21H2,1-7H3/t29-,30-/m0/s1
InChI Key SMXTYFAIBBXFQO-KYJUHHDHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H44N2O8
Molecular Weight 680.80 g/mol
Exact Mass 680.30976637 g/mol
Topological Polar Surface Area (TPSA) 80.30 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.77
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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88313-34-2
(+)-Thalifabine
DTXSID501008056
1,2,3,9,10-Pentamethoxy-6-methyl-8-{4-[(6-methyl-5,6,7,8-tetrahydro-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl]phenoxy}-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
4H-Dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2,3,9,10-pentamethoxy-6-methyl-8-(4-(((5S)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)methyl)phenoxy)-, (6aS)-
4H-Dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2,3,9,10-pentamethoxy-6-methyl-8-(4-((5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)methyl)phenoxy)-, (S-(R*,R*))-

2D Structure

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2D Structure of Thalifabine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8883 88.83%
Caco-2 - 0.6921 69.21%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.3883 38.83%
OATP2B1 inhibitior - 0.7002 70.02%
OATP1B1 inhibitior + 0.8794 87.94%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9967 99.67%
P-glycoprotein inhibitior + 0.9285 92.85%
P-glycoprotein substrate + 0.5223 52.23%
CYP3A4 substrate + 0.7335 73.35%
CYP2C9 substrate - 0.6106 61.06%
CYP2D6 substrate + 0.6657 66.57%
CYP3A4 inhibition - 0.5476 54.76%
CYP2C9 inhibition - 0.8738 87.38%
CYP2C19 inhibition - 0.6952 69.52%
CYP2D6 inhibition - 0.5714 57.14%
CYP1A2 inhibition - 0.8323 83.23%
CYP2C8 inhibition + 0.7366 73.66%
CYP inhibitory promiscuity - 0.5288 52.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5965 59.65%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9298 92.98%
Skin irritation - 0.8182 81.82%
Skin corrosion - 0.9517 95.17%
Ames mutagenesis + 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9296 92.96%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8828 88.28%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7053 70.53%
Acute Oral Toxicity (c) III 0.7651 76.51%
Estrogen receptor binding + 0.7896 78.96%
Androgen receptor binding + 0.7336 73.36%
Thyroid receptor binding + 0.5762 57.62%
Glucocorticoid receptor binding + 0.8380 83.80%
Aromatase binding + 0.6769 67.69%
PPAR gamma + 0.7521 75.21%
Honey bee toxicity - 0.7372 73.72%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9357 93.57%

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 99.17% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.66% 96.77%
CHEMBL261 P00915 Carbonic anhydrase I 98.30% 96.76%
CHEMBL240 Q12809 HERG 98.20% 89.76%
CHEMBL5747 Q92793 CREB-binding protein 97.64% 95.12%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 97.09% 95.89%
CHEMBL2581 P07339 Cathepsin D 96.56% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 95.40% 83.82%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 95.30% 95.34%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.28% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.92% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.74% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.65% 94.45%
CHEMBL4208 P20618 Proteasome component C5 93.65% 90.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 93.25% 90.95%
CHEMBL2056 P21728 Dopamine D1 receptor 93.12% 91.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.94% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.77% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.50% 91.11%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 91.35% 95.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.64% 94.00%
CHEMBL205 P00918 Carbonic anhydrase II 90.60% 98.44%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 90.20% 95.78%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 90.09% 96.09%
CHEMBL2535 P11166 Glucose transporter 89.75% 98.75%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.17% 93.40%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.16% 95.17%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.29% 82.38%
CHEMBL217 P14416 Dopamine D2 receptor 88.20% 95.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.91% 97.25%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 86.62% 96.86%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.41% 95.56%
CHEMBL3438 Q05513 Protein kinase C zeta 84.55% 88.48%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.52% 89.50%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 83.96% 83.14%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 83.85% 91.43%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.47% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.40% 97.09%
CHEMBL5406 Q86X55 Histone-arginine methyltransferase CARM1 82.08% 94.33%
CHEMBL3474 P14555 Phospholipase A2 group IIA 82.02% 94.05%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.89% 93.99%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 81.86% 91.79%
CHEMBL3902 P09211 Glutathione S-transferase Pi 81.10% 93.81%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.97% 96.25%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 80.92% 98.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.32% 97.53%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 80.05% 82.67%

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.
Thalictrum faberi

Cross-Links

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PubChem 181915
LOTUS LTS0275580
wikiData Q83004389