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Aeruginopeptin 228B

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 8ba39560-b02e-4984-8a65-161df59314f5
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name N-[5-benzyl-8-butan-2-yl-21-hydroxy-15-[(4-hydroxycyclohex-2-en-1-yl)methyl]-2-(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-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]pentanediamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H72N8O15/c1-6-27(2)42-52(74)75-29(4)43(58-45(67)35(20-22-40(53)65)54-48(70)39(64)26-32-14-18-34(63)19-15-32)49(71)56-37(24-31-12-16-33(62)17-13-31)46(68)55-36-21-23-41(66)60(50(36)72)44(28(3)61)51(73)59(5)38(47(69)57-42)25-30-10-8-7-9-11-30/h7-12,14-16,18-19,27-29,31,33,35-39,41-44,61-64,66H,6,13,17,20-26H2,1-5H3,(H2,53,65)(H,54,70)(H,55,68)(H,56,71)(H,57,69)(H,58,67)
InChI Key NPFMRWVLZMWWHA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H72N8O15
Molecular Weight 1049.20 g/mol
Exact Mass 1048.51171362 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 16

Synonyms

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N1-((2S,5S,8S,11S,12S,15S,18S,21R)-5-benzyl-8-((S)-sec-butyl)-21-hydroxy-15-((4-hydroxycyclohex-2-en-1-yl)methyl)-2-((R)-1-hydroxyethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentaazabicyclo(16.3.1)docosan-12-yl)-2-(2-hydroxy-3-(4-hydroxyphenyl)propanamido)pentanediamide
N1-((2S,5S,8S,11S,12S,15S,18S,21R)-5-benzyl-8-((S)-sec-butyl)-21-hydroxy-15-((4-hydroxycyclohex-2-en-1-yl)methyl)-2-((R)-1-hydroxyethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl)-2-(2-hydroxy-3-(4-hydroxyphenyl)propanamido)pentanediamide
RefChem:109887
CHEBI:80075
DTXSID401046920
Q27149228
N-[5-benzyl-8-butan-2-yl-21-hydroxy-15-[(4-hydroxycyclohex-2-en-1-yl)methyl]-2-(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-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]pentanediamide

2D Structure

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2D Structure of Aeruginopeptin 228B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6407 64.07%
Caco-2 - 0.8692 86.92%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Nucleus 0.4397 43.97%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior + 0.8056 80.56%
OATP1B3 inhibitior + 0.9255 92.55%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9140 91.40%
BSEP inhibitior + 0.8292 82.92%
P-glycoprotein inhibitior + 0.7424 74.24%
P-glycoprotein substrate + 0.8799 87.99%
CYP3A4 substrate + 0.7426 74.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8428 84.28%
CYP3A4 inhibition - 0.6047 60.47%
CYP2C9 inhibition - 0.9139 91.39%
CYP2C19 inhibition - 0.8873 88.73%
CYP2D6 inhibition - 0.8612 86.12%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.7916 79.16%
CYP inhibitory promiscuity - 0.9801 98.01%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5561 55.61%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.7741 77.41%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.5636 56.36%
Human Ether-a-go-go-Related Gene inhibition - 0.3681 36.81%
Micronuclear + 0.8800 88.00%
Hepatotoxicity - 0.6090 60.90%
skin sensitisation - 0.8842 88.42%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8266 82.66%
Acute Oral Toxicity (c) III 0.6644 66.44%
Estrogen receptor binding + 0.7777 77.77%
Androgen receptor binding + 0.7076 70.76%
Thyroid receptor binding + 0.6226 62.26%
Glucocorticoid receptor binding + 0.6594 65.94%
Aromatase binding + 0.6035 60.35%
PPAR gamma + 0.8111 81.11%
Honey bee toxicity - 0.6600 66.00%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9061 90.61%

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 99.93% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.79% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.79% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.50% 97.64%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 95.13% 93.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.44% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 93.83% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.76% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.00% 97.09%
CHEMBL3837 P07711 Cathepsin L 92.85% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.44% 95.89%
CHEMBL4072 P07858 Cathepsin B 92.10% 93.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.10% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.08% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.02% 93.56%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.53% 98.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.52% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.06% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.79% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.99% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.79% 90.08%
CHEMBL255 P29275 Adenosine A2b receptor 85.73% 98.59%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.57% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.56% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.35% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 84.49% 91.19%
CHEMBL2514 O95665 Neurotensin receptor 2 84.28% 100.00%
CHEMBL333 P08253 Matrix metalloproteinase-2 83.82% 96.31%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.27% 89.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.18% 95.50%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 81.95% 100.00%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 81.57% 95.48%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.53% 93.03%
CHEMBL236 P41143 Delta opioid receptor 80.74% 99.35%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.60% 90.71%

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 23724562
LOTUS LTS0155211
wikiData Q27149228