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Bergofungin 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 b926ea17-5b4f-4155-88d5-7b8835c8d359
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name 2-[[1-[2-[[2-[[2-[[2-[[2-[[2-[[2-[[2-[(2-acetamido-3-methylbutanoyl)amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]-4-hydroxypyrrolidine-2-carbonyl]amino]-N-[1-[4-hydroxy-2-[[1-[(1-hydroxy-3-phenylpropan-2-yl)amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxobutan-2-yl]pentanediamide
SMILES (Canonical) CCC(C)(C(=O)N1CC(CC1C(=O)NC(C)(C)C(=O)NC(CC2=CC=CC=C2)CO)O)NC(=O)C(CCC(=O)N)NC(=O)C3CC(CN3C(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C)O
SMILES (Isomeric) CCC(C)(C(=O)N1CC(CC1C(=O)NC(C)(C)C(=O)NC(CC2=CC=CC=C2)CO)O)NC(=O)C(CCC(=O)N)NC(=O)C3CC(CN3C(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C)O
InChI InChI=1S/C74H122N16O19/c1-22-74(21,68(109)90-36-46(94)33-50(90)59(100)83-69(11,12)63(104)78-44(37-91)31-43-26-24-23-25-27-43)86-57(98)47(28-29-51(75)95)80-58(99)49-32-45(93)35-89(49)67(108)73(19,20)85-62(103)55(41(8)9)81-56(97)48(30-38(2)3)79-52(96)34-76-60(101)53(39(4)5)82-64(105)70(13,14)87-66(107)72(17,18)88-65(106)71(15,16)84-61(102)54(40(6)7)77-42(10)92/h23-27,38-41,44-50,53-55,91,93-94H,22,28-37H2,1-21H3,(H2,75,95)(H,76,101)(H,77,92)(H,78,104)(H,79,96)(H,80,99)(H,81,97)(H,82,105)(H,83,100)(H,84,102)(H,85,103)(H,86,98)(H,87,107)(H,88,106)
InChI Key BUOJQDSEAHONPL-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C74H122N16O19
Molecular Weight 1539.90 g/mol
Exact Mass 1538.90721573 g/mol
Topological Polar Surface Area (TPSA) 523.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -2.77
H-Bond Acceptor 19
H-Bond Donor 17
Rotatable Bonds 39

Synonyms

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RefChem:119059
245670-50-2
(2S)-2-(((2S,4R)-1-(2-(((2S)-2-(((2S)-2-((2-(((2S)-2-((2-((2-((2-(((2S)-2-acetamido-3-methylbutanoyl)amino)-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)-3-methylbutanoyl)amino)acetyl)amino)-4-methylpentanoyl)amino)-3-methylbutanoyl)amino)-2-methylpropanoyl)-4-hydroxypyrrolidine-2-carbonyl)amino)-N-((2S)-1-((2S,4R)-4-hydroxy-2-((1-(((2S)-1-hydroxy-3-phenylpropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamoyl)pyrrolidin-1-yl)-2-methyl-1-oxobutan-2-yl)pentanediamide
(2S)-2-[[(2S,4R)-1-[2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[2-[[2-[[(2S)-2-acetamido-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]-4-hydroxypyrrolidine-2-carbonyl]amino]-N-[(2S)-1-[(2S,4R)-4-hydroxy-2-[[1-[[(2S)-1-hydroxy-3-phenylpropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxobutan-2-yl]pentanediamide
2-((1-(2-((2-((2-((2-((2-((2-((2-((2-((2-acetamido-3-methylbutanoyl)amino)-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)-3-methylbutanoyl)amino)acetyl)amino)-4-methylpentanoyl)amino)-3-methylbutanoyl)amino)-2-methylpropanoyl)-4-hydroxypyrrolidine-2-carbonyl)amino)-N-(1-(4-hydroxy-2-((1-((1-hydroxy-3-phenylpropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamoyl)pyrrolidin-1-yl)-2-methyl-1-oxobutan-2-yl)pentanediamide
2-[[1-[2-[[2-[[2-[[2-[[2-[[2-[[2-[[2-[(2-acetamido-3-methylbutanoyl)amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]-4-hydroxypyrrolidine-2-carbonyl]amino]-N-[1-[4-hydroxy-2-[[1-[(1-hydroxy-3-phenylpropan-2-yl)amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxobutan-2-yl]pentanediamide
N-(1-(4-hydroxy-2-((1-((1-hydroxy-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl)-1-methylethyl)-C-hydroxycarbonimidoyl)pyrrolidin-1-yl)-2-methyl-1-oxobutan-2-yl)-2-((hydroxy(4-hydroxy-1-(2-((1-hydroxy-2-((1-hydroxy-2-((1-hydroxy-2-((1-hydroxy-2-((1-hydroxy-2-((1-hydroxy-2-((1-hydroxy-2-((1-hydroxy-2-((1-hydroxyethylidene)amino)-3-methylbutylidene)amino)-2-methylpropylidene)amino)-2-methylpropylidene)amino)-2-methylpropylidene)amino)-3-methylbutylidene)amino)ethylidene)amino)-4-methylpentylidene)amino)-3-methylbutylidene)amino)-2-methylpropanoyl)pyrrolidin-2-yl)methylidene)amino)pentanediimidate
N-{1-[4-hydroxy-2-({1-[(1-hydroxy-3-phenylpropan-2-yl)-C-hydroxycarbonimidoyl]-1-methylethyl}-C-hydroxycarbonimidoyl)pyrrolidin-1-yl]-2-methyl-1-oxobutan-2-yl}-2-({hydroxy[4-hydroxy-1-(2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxy-2-{[1-hydroxy-2-({1-hydroxy-2-[(1-hydroxyethylidene)amino]-3-methylbutylidene}amino)-2-methylpropylidene]amino}-2-methylpropylidene)amino]-2-methylpropylidene}amino)-3-methylbutylidene]amino}ethylidene)amino]-4-methylpentylidene}amino)-3-methylbutylidene]amino}-2-methylpropanoyl)pyrrolidin-2-yl]methylidene}amino)pentanediimidate
CHEBI:204383

2D Structure

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2D Structure of Bergofungin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8821 88.21%
Caco-2 - 0.8616 86.16%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Lysosomes 0.5467 54.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8379 83.79%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9679 96.79%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.8743 87.43%
CYP3A4 substrate + 0.7454 74.54%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8176 81.76%
CYP3A4 inhibition + 0.6016 60.16%
CYP2C9 inhibition - 0.8628 86.28%
CYP2C19 inhibition - 0.7913 79.13%
CYP2D6 inhibition - 0.8404 84.04%
CYP1A2 inhibition - 0.9455 94.55%
CYP2C8 inhibition + 0.7133 71.33%
CYP inhibitory promiscuity - 0.9604 96.04%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7300 73.00%
Carcinogenicity (trinary) Non-required 0.6255 62.55%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8956 89.56%
Skin irritation - 0.7870 78.70%
Skin corrosion - 0.9005 90.05%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7283 72.83%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5657 56.57%
skin sensitisation - 0.8780 87.80%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8191 81.91%
Acute Oral Toxicity (c) III 0.6371 63.71%
Estrogen receptor binding - 0.5000 50.00%
Androgen receptor binding + 0.7611 76.11%
Thyroid receptor binding + 0.7394 73.94%
Glucocorticoid receptor binding + 0.8213 82.13%
Aromatase binding + 0.7910 79.10%
PPAR gamma + 0.7812 78.12%
Honey bee toxicity - 0.7264 72.64%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.3693 36.93%

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%
CHEMBL3837 P07711 Cathepsin L 99.63% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.91% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.30% 90.17%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 96.70% 98.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 96.51% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.05% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.98% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 93.58% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.26% 93.56%
CHEMBL220 P22303 Acetylcholinesterase 93.18% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.02% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 92.67% 93.00%
CHEMBL2514 O95665 Neurotensin receptor 2 92.43% 100.00%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 92.12% 97.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.51% 95.50%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 90.26% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.37% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.23% 97.25%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 89.20% 96.03%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.86% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.55% 99.17%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 88.28% 97.64%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 88.09% 89.33%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 88.00% 100.00%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 87.86% 98.94%
CHEMBL236 P41143 Delta opioid receptor 87.14% 99.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.91% 95.56%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 86.17% 96.67%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 86.06% 100.00%
CHEMBL5028 O14672 ADAM10 85.23% 97.50%
CHEMBL2535 P11166 Glucose transporter 85.20% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.70% 96.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.42% 95.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.31% 90.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.26% 96.47%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 83.90% 88.42%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.73% 96.90%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.06% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.04% 89.00%
CHEMBL3024 P53350 Serine/threonine-protein kinase PLK1 81.82% 97.43%
CHEMBL2664 P23526 Adenosylhomocysteinase 81.74% 86.67%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.03% 96.37%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.76% 89.50%
CHEMBL2095164 P49354 Geranylgeranyl transferase type I 80.72% 92.80%

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 85085229
LOTUS LTS0274829
wikiData Q77385434