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[(2S)-4-[[(3R)-1-hydroxy-2-oxoazepan-3-yl]amino]-4-oxobutan-2-yl] (2S)-2-[[(4R)-2-(2,3-dihydroxyphenyl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]-6-[hydroxy-[(E)-tetradec-5-enoyl]amino]hexanoate

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 d33b3d36-3be3-42a2-b430-1b9ca2866421
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides
IUPAC Name [(2S)-4-[[(3R)-1-hydroxy-2-oxoazepan-3-yl]amino]-4-oxobutan-2-yl] (2S)-2-[[(4R)-2-(2,3-dihydroxyphenyl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]-6-[hydroxy-[(E)-tetradec-5-enoyl]amino]hexanoate
SMILES (Canonical) CCCCCCCCC=CCCCC(=O)N(CCCCC(C(=O)OC(C)CC(=O)NC1CCCCN(C1=O)O)NC(=O)C2(COC(=N2)C3=C(C(=CC=C3)O)O)C)O
SMILES (Isomeric) CCCCCCCC/C=C/CCCC(=O)N(CCCC[C@@H](C(=O)O[C@@H](C)CC(=O)N[C@@H]1CCCCN(C1=O)O)NC(=O)[C@]2(COC(=N2)C3=C(C(=CC=C3)O)O)C)O
InChI InChI=1S/C41H63N5O11/c1-4-5-6-7-8-9-10-11-12-13-14-24-35(49)45(54)25-17-16-22-32(39(52)57-29(2)27-34(48)42-31-21-15-18-26-46(55)38(31)51)43-40(53)41(3)28-56-37(44-41)30-20-19-23-33(47)36(30)50/h11-12,19-20,23,29,31-32,47,50,54-55H,4-10,13-18,21-22,24-28H2,1-3H3,(H,42,48)(H,43,53)/b12-11+/t29-,31+,32-,41+/m0/s1
InChI Key KNXKXYRFAFSUQI-ZOXLTQQRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H63N5O11
Molecular Weight 802.00 g/mol
Exact Mass 801.45240784 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S)-4-[[(3R)-1-hydroxy-2-oxoazepan-3-yl]amino]-4-oxobutan-2-yl] (2S)-2-[[(4R)-2-(2,3-dihydroxyphenyl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]-6-[hydroxy-[(E)-tetradec-5-enoyl]amino]hexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7651 76.51%
Caco-2 - 0.8588 85.88%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5121 51.21%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8047 80.47%
OATP1B3 inhibitior + 0.9258 92.58%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8061 80.61%
BSEP inhibitior + 0.9098 90.98%
P-glycoprotein inhibitior + 0.7494 74.94%
P-glycoprotein substrate + 0.8138 81.38%
CYP3A4 substrate + 0.7558 75.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition + 0.6963 69.63%
CYP2C9 inhibition - 0.7493 74.93%
CYP2C19 inhibition - 0.7184 71.84%
CYP2D6 inhibition - 0.8613 86.13%
CYP1A2 inhibition - 0.8135 81.35%
CYP2C8 inhibition + 0.7566 75.66%
CYP inhibitory promiscuity - 0.7576 75.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7200 72.00%
Carcinogenicity (trinary) Non-required 0.5596 55.96%
Eye corrosion - 0.9798 97.98%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.7577 75.77%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis - 0.6537 65.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5603 56.03%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8243 82.43%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.8132 81.32%
Acute Oral Toxicity (c) III 0.5927 59.27%
Estrogen receptor binding + 0.8317 83.17%
Androgen receptor binding + 0.7627 76.27%
Thyroid receptor binding + 0.5362 53.62%
Glucocorticoid receptor binding + 0.6641 66.41%
Aromatase binding + 0.6086 60.86%
PPAR gamma + 0.7195 71.95%
Honey bee toxicity - 0.7204 72.04%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6478 64.78%
Fish aquatic toxicity + 0.9859 98.59%

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 99.97% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 98.36% 89.63%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.20% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.88% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.57% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 97.08% 90.08%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 96.99% 93.10%
CHEMBL221 P23219 Cyclooxygenase-1 95.89% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 95.61% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.14% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.95% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.54% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.27% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.22% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.18% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.02% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.57% 95.89%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 90.56% 98.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.43% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.34% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.78% 96.00%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 87.60% 96.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.34% 96.38%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.29% 95.17%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 87.28% 89.33%
CHEMBL2535 P11166 Glucose transporter 86.80% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.39% 96.90%
CHEMBL5028 O14672 ADAM10 86.22% 97.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 86.18% 97.50%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 85.31% 91.81%
CHEMBL3401 O75469 Pregnane X receptor 85.15% 94.73%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.09% 100.00%
CHEMBL3524 P56524 Histone deacetylase 4 85.05% 92.97%
CHEMBL3891 P07384 Calpain 1 85.03% 93.04%
CHEMBL321 P14780 Matrix metalloproteinase 9 84.51% 92.12%
CHEMBL5255 O00206 Toll-like receptor 4 84.49% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.00% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.95% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.41% 96.77%
CHEMBL2514 O95665 Neurotensin receptor 2 81.23% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.20% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.68% 94.33%
CHEMBL1937 Q92769 Histone deacetylase 2 80.21% 94.75%

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 162976220
LOTUS LTS0175771
wikiData Q105143654