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Aeruginopeptin 95-B

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 4aa0d1df-8a9a-4f83-b7c7-38dd55176365
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2S)-N-[(2S,5S,8S,11R,12S,15S)-5-benzyl-8-[(2S)-butan-2-yl]-21-hydroxy-15-[(4-hydroxycyclohex-2-en-1-yl)methyl]-2-[(1R)-1-hydroxyethyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[(2S,3R)-3-hydroxy-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanoyl]amino]pentanediamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H79N9O17/c1-7-28(2)44-56(81)82-31(5)46(63-48(73)37(21-23-42(57)71)58-52(77)45(29(3)66)62-51(76)41(70)27-34-15-19-36(69)20-16-34)53(78)60-39(25-33-13-17-35(68)18-14-33)49(74)59-38-22-24-43(72)65(54(38)79)47(30(4)67)55(80)64(6)40(50(75)61-44)26-32-11-9-8-10-12-32/h8-13,15-17,19-20,28-31,33,35,37-41,43-47,66-70,72H,7,14,18,21-27H2,1-6H3,(H2,57,71)(H,58,77)(H,59,74)(H,60,78)(H,61,75)(H,62,76)(H,63,73)/t28-,29+,30+,31+,33?,35?,37-,38?,39-,40-,41?,43?,44-,45-,46-,47-/m0/s1
InChI Key TUPDMLYCDOSVAR-NFNFYSDASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C56H79N9O17
Molecular Weight 1150.30 g/mol
Exact Mass 1149.55939209 g/mol
Topological Polar Surface Area (TPSA) 406.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -2.68
H-Bond Acceptor 17
H-Bond Donor 13
Rotatable Bonds 19

Synonyms

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(2S)-N-[(2S,5S,8S,11R,12S,15S)-5-benzyl-8-[(2S)-butan-2-yl]-21-hydroxy-15-[(4-hydroxycyclohex-2-en-1-yl)methyl]-2-[(1R)-1-hydroxyethyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[(2S,3R)-3-hydroxy-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanoyl]amino]pentanediamide
(2S)-N-((2S,5S,8S,11R,12S,15S)-5-benzyl-8-((2S)-butan-2-yl)-21-hydroxy-15-((4-hydroxycyclohex-2-en-1-yl)methyl)-2-((1R)-1-hydroxyethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo(16.3.1)docosan-12-yl)-2-(((2S,3R)-3-hydroxy-2-((2-hydroxy-3-(4-hydroxyphenyl)propanoyl)amino)butanoyl)amino)pentanediamide
RefChem:109889
152510-32-2
(2S)-N-((2S,5S,8S,11R,12S,15S,18S,21R)-5-Benzyl-8-((2S)-butan-2-yl)-6,13,16,21-tetrahydroxy-15-(((1S,4S)-4-hydroxycyclohex-2-en-1-yl)methyl)-2-((1R)-1-hydroxyethyl)-4,11-dimethyl-3,9,22-trioxo-10-oxa-1,4,7,14,17-pentaazabicyclo(16.3.1)docosa-6,13,16-trien-12-yl)-2-(((2S,3R)-2-(((2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene)amino)-1,3-dihydroxybutylidene)amino)pentanediimidate
(2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-5-Benzyl-8-[(2S)-butan-2-yl]-6,13,16,21-tetrahydroxy-15-{[(1S,4S)-4-hydroxycyclohex-2-en-1-yl]methyl}-2-[(1R)-1-hydroxyethyl]-4,11-dimethyl-3,9,22-trioxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-2-{[(2S,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-1,3-dihydroxybutylidene]amino}pentanediimidate
CHEBI:204428

2D Structure

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2D Structure of Aeruginopeptin 95-B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7726 77.26%
Caco-2 - 0.8664 86.64%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Nucleus 0.5058 50.58%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8062 80.62%
OATP1B3 inhibitior + 0.9236 92.36%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9390 93.90%
BSEP inhibitior + 0.9072 90.72%
P-glycoprotein inhibitior + 0.7422 74.22%
P-glycoprotein substrate + 0.8794 87.94%
CYP3A4 substrate + 0.7453 74.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8428 84.28%
CYP3A4 inhibition - 0.6110 61.10%
CYP2C9 inhibition - 0.9032 90.32%
CYP2C19 inhibition - 0.8820 88.20%
CYP2D6 inhibition - 0.8688 86.88%
CYP1A2 inhibition - 0.9047 90.47%
CYP2C8 inhibition + 0.8040 80.40%
CYP inhibitory promiscuity - 0.9709 97.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5690 56.90%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.8979 89.79%
Skin irritation - 0.7724 77.24%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.5636 56.36%
Human Ether-a-go-go-Related Gene inhibition + 0.6683 66.83%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.6215 62.15%
skin sensitisation - 0.8793 87.93%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7693 76.93%
Acute Oral Toxicity (c) III 0.6526 65.26%
Estrogen receptor binding + 0.7608 76.08%
Androgen receptor binding + 0.7143 71.43%
Thyroid receptor binding + 0.6253 62.53%
Glucocorticoid receptor binding + 0.6890 68.90%
Aromatase binding + 0.6274 62.74%
PPAR gamma + 0.8101 81.01%
Honey bee toxicity - 0.6578 65.78%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8860 88.60%

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
CHEMBL2581 P07339 Cathepsin D 99.95% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.48% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.34% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 97.04% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.81% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.95% 97.64%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.20% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 94.96% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.13% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.12% 99.17%
CHEMBL3837 P07711 Cathepsin L 93.84% 96.61%
CHEMBL4072 P07858 Cathepsin B 93.40% 93.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.71% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.77% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.26% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.95% 97.14%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.65% 98.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.52% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.99% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 89.70% 98.59%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.86% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.38% 86.33%
CHEMBL2514 O95665 Neurotensin receptor 2 86.73% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.37% 90.08%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.02% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.57% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.76% 96.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.69% 93.03%
CHEMBL340 P08684 Cytochrome P450 3A4 83.52% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.27% 89.50%
CHEMBL333 P08253 Matrix metalloproteinase-2 83.26% 96.31%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.18% 95.50%
CHEMBL236 P41143 Delta opioid receptor 82.15% 99.35%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 81.95% 100.00%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 81.57% 95.48%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.06% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.29% 91.71%

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 139585200
LOTUS LTS0042199
wikiData Q77385651