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Esperamicin A1c

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 0ebec0fc-c0f2-4bff-8290-3525c7f51cca
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name [(2S,3R,4S,6S)-3-hydroxy-6-[[(5Z,13Z)-9-hydroxy-2-[(2S,3S,4R,5R,6S)-4-hydroxy-5-[[(2R,4R,5R,6S)-4-hydroxy-6-methyl-5-methylsulfanyloxan-2-yl]oxyamino]-3-[(2S,4S,5S)-4-methoxy-5-(propan-2-ylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-10-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-4-yl] 4,5-dimethoxy-2-(2-methoxyprop-2-enoylamino)benzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C59H80N4O22S4/c1-28(2)60-36-27-77-43(25-39(36)73-8)83-52-50(66)47(63-85-45-24-37(64)53(86-12)31(5)79-45)29(3)80-57(52)82-38-18-16-14-15-17-20-59(71)34(19-21-88-89-87-13)46(38)48(62-58(70)76-11)51(67)54(59)84-44-26-42(49(65)30(4)78-44)81-56(69)33-22-40(74-9)41(75-10)23-35(33)61-55(68)32(6)72-7/h14-15,19,22-23,28-31,36-39,42-45,47,49-50,52-54,57,60,63-66,71H,6,21,24-27H2,1-5,7-13H3,(H,61,68)(H,62,70)/b15-14-,34-19-/t29-,30-,31-,36-,37+,38?,39-,42-,43-,44-,45+,47-,49+,50+,52-,53-,54?,57+,59?/m0/s1
InChI Key LJQQFQHBKUKHIS-ALPNVQRDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C59H80N4O22S4
Molecular Weight 1325.50 g/mol
Exact Mass 1324.41470489 g/mol
Topological Polar Surface Area (TPSA) 428.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.42
H-Bond Acceptor 28
H-Bond Donor 8
Rotatable Bonds 25

Synonyms

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RefChem:137879
N-(2-((((2S,3R,4S,6S)-3-hydroxy-6-(((13Z)-9-hydroxy-12-((hydroxy(methoxy)methylidene)amino)-2-(((2S,3S,4R,5R,6S)-4-hydroxy-5-((((2R,4R,5R,6S)-4-hydroxy-6-methyl-5-(methylsulfanyl)oxan-2-yl)oxy)amino)-3-(((2S,4S,5S)-4-methoxy-5-((propan-2-yl)amino)oxan-2-yl)oxy)-6-methyloxan-2-yl)oxy)-13-(2-((methylsulfanyl)disulfanyl)ethylidene)-11-oxobicyclo(7.3.1)trideca-1(12),5-dien-3,7-diyn-10-yl)oxy)-2-methyloxan-4-yl)oxy)carbonyl)-4,5-dimethoxyphenyl)-2-methoxyprop-2-enimidate
N-(2-((((2S,3R,4S,6S)-3-hydroxy-6-(((13Z)-9-hydroxy-12-((hydroxy(methoxy)methylidene)amino)-2-(((2S,3S,4R,5R,6S)-4-hydroxy-5-((((2R,4R,5R,6S)-4-hydroxy-6-methyl-5-(methylsulphanyl)oxan-2-yl)oxy)amino)-3-(((2S,4S,5S)-4-methoxy-5-((propan-2-yl)amino)oxan-2-yl)oxy)-6-methyloxan-2-yl)oxy)-13-(2-((methylsulphanyl)disulphanyl)ethylidene)-11-oxobicyclo(7.3.1)trideca-1(12),5-dien-3,7-diyn-10-yl)oxy)-2-methyloxan-4-yl)oxy)carbonyl)-4,5-dimethoxyphenyl)-2-methoxyprop-2-enimidate
N-(2-((((2S,3R,4S,6S)-3-hydroxy-6-(((13Z)-9-hydroxy-12-((hydroxy(methoxy)methylidene)amino)-2-(((2S,3S,4R,5R,6S)-4-hydroxy-5-((((2R,4R,5R,6S)-4-hydroxy-6-methyl-5-(methylsulphanyl)oxan-2-yl)oxy)amino)-3-(((2S,4S,5S)-4-methoxy-5-((propan-2-yl)amino)oxan-2-yl)oxy)-6-methyloxan-2-yl)oxy)-13-(2-((methylsulphanyl)disulphanyl)ethylidene)-11-oxobicyclo(7.3.1)trideca-1(12),5-dien-3,7-diyn-10-yl)oxy)-2-methyloxan-4-yl)oxy)carbonyl)-4,5-dimethoxyphenyl)-2-methoxyprop-2-enimidic acid
N-[2-({[(2S,3R,4S,6S)-3-hydroxy-6-{[(13Z)-9-hydroxy-12-{[hydroxy(methoxy)methylidene]amino}-2-{[(2S,3S,4R,5R,6S)-4-hydroxy-5-({[(2R,4R,5R,6S)-4-hydroxy-6-methyl-5-(methylsulfanyl)oxan-2-yl]oxy}amino)-3-{[(2S,4S,5S)-4-methoxy-5-[(propan-2-yl)amino]oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-13-{2-[(methylsulfanyl)disulfanyl]ethylidene}-11-oxobicyclo[7.3.1]trideca-1(12),5-dien-3,7-diyn-10-yl]oxy}-2-methyloxan-4-yl]oxy}carbonyl)-4,5-dimethoxyphenyl]-2-methoxyprop-2-enimidate
N-[2-({[(2S,3R,4S,6S)-3-hydroxy-6-{[(13Z)-9-hydroxy-12-{[hydroxy(methoxy)methylidene]amino}-2-{[(2S,3S,4R,5R,6S)-4-hydroxy-5-({[(2R,4R,5R,6S)-4-hydroxy-6-methyl-5-(methylsulphanyl)oxan-2-yl]oxy}amino)-3-{[(2S,4S,5S)-4-methoxy-5-[(propan-2-yl)amino]oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-13-{2-[(methylsulphanyl)disulphanyl]ethylidene}-11-oxobicyclo[7.3.1]trideca-1(12),5-dien-3,7-diyn-10-yl]oxy}-2-methyloxan-4-yl]oxy}carbonyl)-4,5-dimethoxyphenyl]-2-methoxyprop-2-enimidate
N-[2-({[(2S,3R,4S,6S)-3-hydroxy-6-{[(13Z)-9-hydroxy-12-{[hydroxy(methoxy)methylidene]amino}-2-{[(2S,3S,4R,5R,6S)-4-hydroxy-5-({[(2R,4R,5R,6S)-4-hydroxy-6-methyl-5-(methylsulphanyl)oxan-2-yl]oxy}amino)-3-{[(2S,4S,5S)-4-methoxy-5-[(propan-2-yl)amino]oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-13-{2-[(methylsulphanyl)disulphanyl]ethylidene}-11-oxobicyclo[7.3.1]trideca-1(12),5-dien-3,7-diyn-10-yl]oxy}-2-methyloxan-4-yl]oxy}carbonyl)-4,5-dimethoxyphenyl]-2-methoxyprop-2-enimidic acid
CHEBI:221004

2D Structure

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2D Structure of Esperamicin A1c

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7368 73.68%
Caco-2 - 0.8587 85.87%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5576 55.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8028 80.28%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9656 96.56%
P-glycoprotein inhibitior + 0.7441 74.41%
P-glycoprotein substrate + 0.8556 85.56%
CYP3A4 substrate + 0.7601 76.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8503 85.03%
CYP3A4 inhibition + 0.8609 86.09%
CYP2C9 inhibition - 0.6549 65.49%
CYP2C19 inhibition - 0.6033 60.33%
CYP2D6 inhibition - 0.8559 85.59%
CYP1A2 inhibition - 0.6606 66.06%
CYP2C8 inhibition + 0.8498 84.98%
CYP inhibitory promiscuity - 0.5384 53.84%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Non-required 0.5306 53.06%
Eye corrosion - 0.9762 97.62%
Eye irritation - 0.8970 89.70%
Skin irritation - 0.7539 75.39%
Skin corrosion - 0.9101 91.01%
Ames mutagenesis + 0.5136 51.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7334 73.34%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5160 51.60%
skin sensitisation - 0.8205 82.05%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6047 60.47%
Acute Oral Toxicity (c) III 0.5674 56.74%
Estrogen receptor binding + 0.6990 69.90%
Androgen receptor binding + 0.7592 75.92%
Thyroid receptor binding + 0.6769 67.69%
Glucocorticoid receptor binding + 0.7623 76.23%
Aromatase binding + 0.6922 69.22%
PPAR gamma + 0.8106 81.06%
Honey bee toxicity - 0.5733 57.33%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.34% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.89% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 97.42% 91.07%
CHEMBL1914 P06276 Butyrylcholinesterase 97.34% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.50% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 95.24% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.18% 86.33%
CHEMBL4208 P20618 Proteasome component C5 94.63% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.28% 97.36%
CHEMBL2413 P32246 C-C chemokine receptor type 1 92.99% 89.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.18% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.65% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.57% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.54% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.42% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.51% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.59% 94.00%
CHEMBL332 P03956 Matrix metalloproteinase-1 88.41% 94.50%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 88.07% 94.42%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.82% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.56% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.44% 95.89%
CHEMBL2535 P11166 Glucose transporter 87.42% 98.75%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.17% 97.53%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.17% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.86% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 86.66% 95.93%
CHEMBL5028 O14672 ADAM10 86.47% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.41% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.08% 90.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.94% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.71% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.18% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.82% 99.23%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.65% 95.71%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.54% 85.31%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.28% 96.47%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.19% 91.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.31% 97.14%
CHEMBL4015 P41597 C-C chemokine receptor type 2 82.89% 98.57%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.67% 89.34%
CHEMBL5255 O00206 Toll-like receptor 4 82.08% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.06% 91.24%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.12% 96.38%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.95% 82.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.85% 83.00%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.69% 97.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139588882
LOTUS LTS0090672
wikiData Q105152729