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Lugdunin

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 02c16b17-6ad9-462d-93ff-503b987889ed
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name (1R,4R,7S,10R,13S,16R,19S)-7-(1H-indol-3-ylmethyl)-10-(2-methylpropyl)-4,13,16,19-tetra(propan-2-yl)-21-thia-3,6,9,12,15,18,23-heptazabicyclo[18.2.1]tricosane-2,5,8,11,14,17-hexone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H62N8O6S/c1-19(2)15-27-35(50)45-31(21(5)6)38(53)47-32(22(7)8)39(54)48-33(23(9)10)40-44-29(18-55-40)36(51)46-30(20(3)4)37(52)43-28(34(49)42-27)16-24-17-41-26-14-12-11-13-25(24)26/h11-14,17,19-23,27-33,40-41,44H,15-16,18H2,1-10H3,(H,42,49)(H,43,52)(H,45,50)(H,46,51)(H,47,53)(H,48,54)/t27-,28+,29+,30-,31+,32-,33+,40?/m1/s1
InChI Key QZNGYMKAHFFKCJ-ZBQZSICZSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62N8O6S
Molecular Weight 783.00 g/mol
Exact Mass 782.45130290 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 8
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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1989698-37-4
CHEMBL4868284
SCHEMBL18102658
CHEBI:133127
DTXSID801336028
EX-A5148
Q26156270
(1R,4R,7S,10R,13S,16R,19S)-7-[(1H-indol-3-yl)methyl]-10-(2-methylpropyl)-4,13,16,19-tetra(propan-2-yl)-21-thia-3,6,9,12,15,18,23-heptaazabicyclo[18.2.1]tricosane-2,5,8,11,14,17-hexone

2D Structure

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2D Structure of Lugdunin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9558 95.58%
Caco-2 - 0.8557 85.57%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5016 50.16%
OATP2B1 inhibitior + 0.7038 70.38%
OATP1B1 inhibitior + 0.9101 91.01%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.7468 74.68%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9368 93.68%
P-glycoprotein inhibitior + 0.7595 75.95%
P-glycoprotein substrate + 0.6958 69.58%
CYP3A4 substrate + 0.6469 64.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8348 83.48%
CYP3A4 inhibition - 0.6457 64.57%
CYP2C9 inhibition - 0.7797 77.97%
CYP2C19 inhibition - 0.6498 64.98%
CYP2D6 inhibition - 0.9221 92.21%
CYP1A2 inhibition - 0.6467 64.67%
CYP2C8 inhibition - 0.6809 68.09%
CYP inhibitory promiscuity - 0.6803 68.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6731 67.31%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9234 92.34%
Skin irritation - 0.7784 77.84%
Skin corrosion - 0.9290 92.90%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7488 74.88%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5213 52.13%
skin sensitisation - 0.8545 85.45%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6150 61.50%
Acute Oral Toxicity (c) III 0.6112 61.12%
Estrogen receptor binding + 0.7604 76.04%
Androgen receptor binding + 0.6533 65.33%
Thyroid receptor binding + 0.5730 57.30%
Glucocorticoid receptor binding + 0.7006 70.06%
Aromatase binding + 0.6436 64.36%
PPAR gamma + 0.7507 75.07%
Honey bee toxicity - 0.7965 79.65%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9221 92.21%

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 99.05% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.59% 98.95%
CHEMBL3310 Q96DB2 Histone deacetylase 11 97.53% 88.56%
CHEMBL1937 Q92769 Histone deacetylase 2 97.43% 94.75%
CHEMBL4040 P28482 MAP kinase ERK2 96.02% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.87% 95.56%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 95.60% 83.10%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.41% 90.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.09% 96.09%
CHEMBL1949 P62937 Cyclophilin A 94.43% 98.57%
CHEMBL2996 Q05655 Protein kinase C delta 94.10% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.76% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.32% 97.09%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.05% 97.64%
CHEMBL1951 P21397 Monoamine oxidase A 89.51% 91.49%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 88.81% 90.71%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.79% 95.56%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 85.42% 97.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.34% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.20% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.90% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 84.18% 98.59%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.26% 94.23%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.12% 99.23%
CHEMBL2535 P11166 Glucose transporter 83.02% 98.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.03% 94.62%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.00% 89.67%
CHEMBL228 P31645 Serotonin transporter 81.25% 95.51%
CHEMBL3401 O75469 Pregnane X receptor 80.39% 94.73%

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.
There are no matching plants.

Cross-Links

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PubChem 121596231
LOTUS LTS0162992
wikiData Q26156270