Chilenopeptin A

Details

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Internal ID 1adcacb7-a3d1-4c4a-9e8d-56ae711d2a62
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (2S)-2-[[2-[[2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[(2S)-2-[(2-acetamido-2-methylpropanoyl)amino]-3-hydroxypropanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-5-amino-5-oxopentanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-N-[1-[[(2S)-1-[[(2S)-1-hydroxy-3-phenylpropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]pentanediamide
SMILES (Canonical) CC(C)CC(C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)N)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)N)C(=O)NC(C)(C)C(=O)NC(CC(C)C)C(=O)NC(CC1=CC=CC=C1)CO)NC(=O)C2CCCN2C(=O)C(C)(C)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CO)NC(=O)C(C)(C)NC(=O)C
SMILES (Isomeric) CC(C)C[C@@H](C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)CO)NC(=O)[C@@H]2CCCN2C(=O)C(C)(C)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CO)NC(=O)C(C)(C)NC(=O)C
InChI InChI=1S/C80H124N18O19/c1-43(2)36-53(60(104)84-48(41-99)38-46-26-21-20-22-27-46)89-68(112)75(8,9)92-62(106)51(31-33-58(81)102)87-69(113)76(10,11)96-71(115)78(14,15)93-63(107)52(32-34-59(82)103)88-70(114)77(12,13)97-72(116)79(16,17)94-64(108)54(37-44(3)4)86-66(110)57-30-25-35-98(57)73(117)80(18,19)95-65(109)55(39-47-40-83-50-29-24-23-28-49(47)50)85-61(105)56(42-100)90-67(111)74(6,7)91-45(5)101/h20-24,26-29,40,43-44,48,51-57,83,99-100H,25,30-39,41-42H2,1-19H3,(H2,81,102)(H2,82,103)(H,84,104)(H,85,105)(H,86,110)(H,87,113)(H,88,114)(H,89,112)(H,90,111)(H,91,101)(H,92,106)(H,93,107)(H,94,108)(H,95,109)(H,96,115)(H,97,116)/t48-,51-,52-,53-,54-,55-,56-,57-/m0/s1
InChI Key TUSWWJFRALTCTP-SLHOBPQGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C80H124N18O19
Molecular Weight 1641.90 g/mol
Exact Mass 1640.92901380 g/mol
Topological Polar Surface Area (TPSA) 570.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -1.77
H-Bond Acceptor 19
H-Bond Donor 19
Rotatable Bonds 44

Synonyms

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RefChem:125184
(2S)-2-((2-((2-(((2S)-2-((2-((2-(((2S)-2-(((2S)-1-(2-(((2S)-2-(((2S)-2-((2-acetamido-2-methylpropanoyl)amino)-3-hydroxypropanoyl)amino)-3-(1H-indol-3-yl)propanoyl)amino)-2-methylpropanoyl)pyrrolidine-2-carbonyl)amino)-4-methylpentanoyl)amino)-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)-5-amino-5-oxopentanoyl)amino)-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)-N-(1-(((2S)-1-(((2S)-1-hydroxy-3-phenylpropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)pentanediamide
CHEBI:227622

2D Structure

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2D Structure of Chilenopeptin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8211 82.11%
Caco-2 - 0.8615 86.15%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.4957 49.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior + 0.9366 93.66%
MATE1 inhibitior - 0.7679 76.79%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9643 96.43%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.8689 86.89%
CYP3A4 substrate + 0.7528 75.28%
CYP2C9 substrate + 0.5775 57.75%
CYP2D6 substrate - 0.8178 81.78%
CYP3A4 inhibition + 0.6964 69.64%
CYP2C9 inhibition - 0.7202 72.02%
CYP2C19 inhibition - 0.6307 63.07%
CYP2D6 inhibition - 0.8621 86.21%
CYP1A2 inhibition - 0.8308 83.08%
CYP2C8 inhibition + 0.6319 63.19%
CYP inhibitory promiscuity - 0.7043 70.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.6037 60.37%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.7935 79.35%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7228 72.28%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.5371 53.71%
skin sensitisation - 0.8776 87.76%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8228 82.28%
Acute Oral Toxicity (c) III 0.6285 62.85%
Estrogen receptor binding - 0.5905 59.05%
Androgen receptor binding + 0.7135 71.35%
Thyroid receptor binding + 0.7964 79.64%
Glucocorticoid receptor binding + 0.8420 84.20%
Aromatase binding + 0.8133 81.33%
PPAR gamma + 0.7846 78.46%
Honey bee toxicity - 0.7487 74.87%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5549 55.49%
Fish aquatic toxicity + 0.7237 72.37%

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
CHEMBL3837 P07711 Cathepsin L 99.96% 96.61%
CHEMBL2581 P07339 Cathepsin D 99.89% 98.95%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 99.24% 97.64%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 98.70% 98.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.52% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.13% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.78% 97.09%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 95.52% 83.10%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 95.46% 91.81%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.97% 88.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.47% 95.56%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 94.41% 98.24%
CHEMBL259 P32245 Melanocortin receptor 4 94.13% 95.38%
CHEMBL340 P08684 Cytochrome P450 3A4 93.51% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.18% 95.89%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 92.57% 100.00%
CHEMBL4123 P30989 Neurotensin receptor 1 92.26% 96.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.21% 97.14%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 92.03% 96.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.34% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.99% 100.00%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 90.49% 96.28%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.92% 93.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.75% 89.62%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.72% 90.08%
CHEMBL333 P08253 Matrix metalloproteinase-2 89.64% 96.31%
CHEMBL321 P14780 Matrix metalloproteinase 9 89.54% 92.12%
CHEMBL3176 O43603 Galanin receptor 2 89.21% 98.89%
CHEMBL2514 O95665 Neurotensin receptor 2 89.09% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.70% 94.45%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 88.68% 88.42%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 88.51% 90.71%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 88.29% 97.23%
CHEMBL1255126 O15151 Protein Mdm4 87.49% 90.20%
CHEMBL2535 P11166 Glucose transporter 87.02% 98.75%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 86.54% 100.00%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 85.51% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.44% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.36% 96.47%
CHEMBL5028 O14672 ADAM10 85.16% 97.50%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 83.57% 98.94%
CHEMBL1914 P06276 Butyrylcholinesterase 83.46% 95.00%
CHEMBL2095164 P49354 Geranylgeranyl transferase type I 82.86% 92.80%
CHEMBL221 P23219 Cyclooxygenase-1 82.69% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.68% 99.17%
CHEMBL220 P22303 Acetylcholinesterase 82.00% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.56% 95.83%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.46% 97.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.06% 96.95%
CHEMBL1873 P00750 Tissue-type plasminogen activator 80.49% 93.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.27% 96.90%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.18% 95.56%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 80.14% 82.86%

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 139589608
LOTUS LTS0179624
wikiData Q105265023