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Malleobactin 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 a4f10dee-c9b4-493d-97e4-64f11a6d04df
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (2R,3R)-4-[[(2S)-1-[[(2S)-1-(4-aminobutylamino)-5-[formyl(hydroxy)amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-[[(2S)-2-formamido-5-(hydroxyamino)pentanoyl]amino]-2-hydroxy-4-oxobutanoic acid
SMILES (Canonical) C(CCNC(=O)C(CCCN(C=O)O)NC(=O)C(CO)NC(=O)C(C(C(=O)O)O)NC(=O)C(CCCNO)NC=O)CN
SMILES (Isomeric) C(CCNC(=O)[C@H](CCCN(C=O)O)NC(=O)[C@H](CO)NC(=O)[C@@H]([C@H](C(=O)O)O)NC(=O)[C@H](CCCNO)NC=O)CN
InChI InChI=1S/C23H42N8O12/c24-7-1-2-8-25-19(36)15(6-4-10-31(43)13-34)28-21(38)16(11-32)29-22(39)17(18(35)23(40)41)30-20(37)14(26-12-33)5-3-9-27-42/h12-18,27,32,35,42-43H,1-11,24H2,(H,25,36)(H,26,33)(H,28,38)(H,29,39)(H,30,37)(H,40,41)/t14-,15-,16-,17+,18+/m0/s1
InChI Key KRCPSWOWIGAKSZ-NNPSNHGLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H42N8O12
Molecular Weight 622.60 g/mol
Exact Mass 622.29221880 g/mol
Topological Polar Surface Area (TPSA) 322.00 Ų
XlogP -7.60
Atomic LogP (AlogP) -5.76
H-Bond Acceptor 13
H-Bond Donor 12
Rotatable Bonds 25

Synonyms

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(2R,3R)-3-(((1S)-1-(((1S)-1-((4-aminobutyl)-C-hydroxycarbonimidoyl)-4-(N-hydroxyformamido)butyl)-C-hydroxycarbonimidoyl)-2-hydroxyethyl)-C-hydroxycarbonimidoyl)-2-hydroxy-3-(((2S)-1-hydroxy-5-(hydroxyamino)-2-((hydroxymethylidene)amino)pentylidene)amino)propanoate
(2R,3R)-3-{[(1S)-1-{[(1S)-1-[(4-aminobutyl)-C-hydroxycarbonimidoyl]-4-(N-hydroxyformamido)butyl]-C-hydroxycarbonimidoyl}-2-hydroxyethyl]-C-hydroxycarbonimidoyl}-2-hydroxy-3-{[(2S)-1-hydroxy-5-(hydroxyamino)-2-[(hydroxymethylidene)amino]pentylidene]amino}propanoate
(2R,3R)-4-(((2S)-1-(((2S)-1-(4-aminobutylamino)-5-(formyl(hydroxy)amino)-1-oxopentan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)amino)-3-(((2S)-2-formamido-5-(hydroxyamino)pentanoyl)amino)-2-hydroxy-4-oxobutanoic acid
(2R,3R)-4-[[(2S)-1-[[(2S)-1-(4-aminobutylamino)-5-[formyl(hydroxy)amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-[[(2S)-2-formamido-5-(hydroxyamino)pentanoyl]amino]-2-hydroxy-4-oxobutanoic acid
RefChem:155413
CHEBI:201786
(2R,3R)-4-[[(2S)-1-[[(2S)-1-(4-aminobutylamino)-5-[ormyl(hydroxy)amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-[[(2S)-2-ormamido-5-(hydroxyamino)pentanoyl]amino]-2-hydroxy-4-oxobutanoic acid

2D Structure

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2D Structure of Malleobactin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7421 74.21%
Caco-2 - 0.8964 89.64%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6170 61.70%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.8679 86.79%
OATP1B3 inhibitior + 0.9335 93.35%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5613 56.13%
P-glycoprotein inhibitior + 0.6460 64.60%
P-glycoprotein substrate + 0.7745 77.45%
CYP3A4 substrate + 0.6539 65.39%
CYP2C9 substrate - 0.6189 61.89%
CYP2D6 substrate - 0.8071 80.71%
CYP3A4 inhibition - 0.8491 84.91%
CYP2C9 inhibition - 0.8387 83.87%
CYP2C19 inhibition - 0.7925 79.25%
CYP2D6 inhibition - 0.9019 90.19%
CYP1A2 inhibition - 0.8582 85.82%
CYP2C8 inhibition - 0.6226 62.26%
CYP inhibitory promiscuity - 0.9809 98.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.6600 66.00%
Carcinogenicity (trinary) Non-required 0.4810 48.10%
Eye corrosion - 0.9780 97.80%
Eye irritation - 0.9224 92.24%
Skin irritation - 0.7675 76.75%
Skin corrosion - 0.9364 93.64%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5447 54.47%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6633 66.33%
skin sensitisation - 0.8613 86.13%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6651 66.51%
Acute Oral Toxicity (c) III 0.6015 60.15%
Estrogen receptor binding + 0.7198 71.98%
Androgen receptor binding - 0.4940 49.40%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5400 54.00%
Aromatase binding + 0.5763 57.63%
PPAR gamma + 0.6049 60.49%
Honey bee toxicity - 0.8155 81.55%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity - 0.8742 87.42%

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 97.33% 98.95%
CHEMBL2514 O95665 Neurotensin receptor 2 96.24% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.06% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.80% 99.17%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 95.71% 97.23%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 95.31% 98.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 94.75% 98.05%
CHEMBL4040 P28482 MAP kinase ERK2 92.46% 83.82%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.70% 97.29%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 90.58% 95.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 90.09% 100.00%
CHEMBL3776 Q14790 Caspase-8 90.00% 97.06%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 88.58% 98.94%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 88.58% 92.32%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.54% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.08% 100.00%
CHEMBL1255126 O15151 Protein Mdm4 87.82% 90.20%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.71% 96.90%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 87.70% 96.28%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.59% 91.11%
CHEMBL1795117 Q8TEK3 Histone-lysine N-methyltransferase, H3 lysine-79 specific 87.31% 93.56%
CHEMBL3018 Q9Y5Y6 Matriptase 87.31% 98.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.30% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 87.21% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.07% 93.56%
CHEMBL4801 P29466 Caspase-1 87.00% 96.85%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 87.00% 96.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.67% 93.00%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 86.03% 97.34%
CHEMBL204 P00734 Thrombin 85.06% 96.01%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.69% 85.00%
CHEMBL237 P41145 Kappa opioid receptor 84.30% 98.10%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.15% 97.21%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 84.14% 96.37%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.95% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.69% 98.75%
CHEMBL5028 O14672 ADAM10 83.64% 97.50%
CHEMBL3629 P68400 Casein kinase II alpha 83.07% 98.89%
CHEMBL4123 P30989 Neurotensin receptor 1 82.68% 96.67%
CHEMBL4581 P52732 Kinesin-like protein 1 82.06% 93.18%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.64% 95.56%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 81.57% 92.29%
CHEMBL3837 P07711 Cathepsin L 81.38% 96.61%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 80.35% 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 102501929
LOTUS LTS0205047
wikiData Q77310864