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(4S)-4-[[(2R)-4-aminooxy-2-[[2-[[(2S)-3-carboxy-2-[[(2R)-2-[[(2S)-3-carboxy-2-[[(2S)-3-carboxy-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-1,3-dihydroxy-2-[[hydroxy-(3-propyloxiran-2-yl)methylidene]amino]propylidene]amino]-1,3-dihydroxybutylidene]amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxy-2-(4-hydroxyphenyl)ethylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxyethylidene]amino]-1,3-dihydroxybutylidene]amino]-5-[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]imino-5-hydroxypentanoic acid

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 dda9da13-b9c8-4ecf-9796-75c88ba3cd32
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name (4S)-4-[[(2R)-4-aminooxy-2-[[2-[[(2S)-3-carboxy-2-[[(2R)-2-[[(2S)-3-carboxy-2-[[(2S)-3-carboxy-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-1,3-dihydroxy-2-[[hydroxy-(3-propyloxiran-2-yl)methylidene]amino]propylidene]amino]-1,3-dihydroxybutylidene]amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxy-2-(4-hydroxyphenyl)ethylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxyethylidene]amino]-1,3-dihydroxybutylidene]amino]-5-[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]imino-5-hydroxypentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C66H82N14O27/c1-3-8-46-55(107-46)65(103)77-44(27-81)61(99)79-52(29(2)82)62(100)74-39(19-31-24-68-36-11-6-4-9-34(31)36)58(96)72-41(22-50(90)91)59(97)73-42(23-51(92)93)60(98)80-53(30-13-15-33(83)16-14-30)63(101)75-40(21-49(88)89)56(94)70-26-47(85)78-54(45(84)28-106-67)64(102)71-38(17-18-48(86)87)57(95)76-43(66(104)105)20-32-25-69-37-12-7-5-10-35(32)37/h4-7,9-16,24-25,29,38-46,52-55,68-69,81-84H,3,8,17-23,26-28,67H2,1-2H3,(H,70,94)(H,71,102)(H,72,96)(H,73,97)(H,74,100)(H,75,101)(H,76,95)(H,77,103)(H,78,85)(H,79,99)(H,80,98)(H,86,87)(H,88,89)(H,90,91)(H,92,93)(H,104,105)/t29-,38+,39+,40+,41+,42+,43+,44+,45?,46?,52+,53-,54-,55?/m1/s1
InChI Key QNGZHJMCVSLSCC-ZSUMOKISSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C66H82N14O27
Molecular Weight 1503.40 g/mol
Exact Mass 1502.54738340 g/mol
Topological Polar Surface Area (TPSA) 705.00 Ų
XlogP -1.10
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 23
H-Bond Donor 23
Rotatable Bonds 44

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S)-4-[[(2R)-4-aminooxy-2-[[2-[[(2S)-3-carboxy-2-[[(2R)-2-[[(2S)-3-carboxy-2-[[(2S)-3-carboxy-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-1,3-dihydroxy-2-[[hydroxy-(3-propyloxiran-2-yl)methylidene]amino]propylidene]amino]-1,3-dihydroxybutylidene]amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxy-2-(4-hydroxyphenyl)ethylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxyethylidene]amino]-1,3-dihydroxybutylidene]amino]-5-[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]imino-5-hydroxypentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9171 91.71%
Caco-2 - 0.8568 85.68%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.3480 34.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8072 80.72%
OATP1B3 inhibitior + 0.9333 93.33%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9813 98.13%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.8008 80.08%
CYP3A4 substrate + 0.7351 73.51%
CYP2C9 substrate - 0.6032 60.32%
CYP2D6 substrate - 0.8166 81.66%
CYP3A4 inhibition - 0.7213 72.13%
CYP2C9 inhibition - 0.7390 73.90%
CYP2C19 inhibition - 0.6771 67.71%
CYP2D6 inhibition - 0.8443 84.43%
CYP1A2 inhibition - 0.7654 76.54%
CYP2C8 inhibition + 0.8341 83.41%
CYP inhibitory promiscuity - 0.6154 61.54%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.5269 52.69%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.8957 89.57%
Skin irritation - 0.7662 76.62%
Skin corrosion - 0.9223 92.23%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7205 72.05%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5850 58.50%
skin sensitisation - 0.8397 83.97%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8555 85.55%
Acute Oral Toxicity (c) III 0.5709 57.09%
Estrogen receptor binding - 0.5544 55.44%
Androgen receptor binding + 0.7723 77.23%
Thyroid receptor binding + 0.8061 80.61%
Glucocorticoid receptor binding + 0.8386 83.86%
Aromatase binding + 0.7800 78.00%
PPAR gamma + 0.7895 78.95%
Honey bee toxicity - 0.6669 66.69%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7900 79.00%
Fish aquatic toxicity + 0.6663 66.63%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.23% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 98.26% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.26% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.90% 99.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.40% 94.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 94.66% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.35% 94.62%
CHEMBL1255126 O15151 Protein Mdm4 94.16% 90.20%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.81% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.74% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.63% 97.09%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.31% 95.56%
CHEMBL2535 P11166 Glucose transporter 88.87% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.79% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.50% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.50% 91.71%
CHEMBL3401 O75469 Pregnane X receptor 88.27% 94.73%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 88.20% 97.23%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 88.16% 97.53%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.07% 89.62%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 86.86% 95.48%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 86.14% 94.97%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.75% 93.10%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 85.35% 92.68%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.89% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.77% 99.15%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.81% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.74% 90.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.36% 93.56%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.27% 95.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.98% 92.32%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.41% 99.23%

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 163192058
LOTUS LTS0015754
wikiData Q105224460